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  • Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    84457 Overseas Highway Near Windley Key - 3 min
    "Unique fishing adventures"
    Best for Couples

    • 215 oceanfront rooms, suites, and cottages

    • Nine restaurants and bars

    • Full-service marina with 100+ slips

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    US$ 180 price for 1 night
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  • Cheeca Lodge & Spa Islamorada

    Cheeca Lodge & Spa Islamorada

    81801 Overseas Highway Mile Marker 82 Picturesque waterfront views - 300m
    "Luxury, adventure, relaxation"
    Best for Couples

    • Private white sand beach

    • Award-winning dining options

    • Oceanfront spa facilities

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    US$ 185 price for 1 night
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  • Coconut Cove Resort & Marina Islamorada

    Coconut Cove Resort & Marina Islamorada

    84801 Overseas Highway Near Nature Preserve - 300m
    "Gorgeous sunsets available"
    Best for Weddings

    • Waterfront 7-acre Property

    • Private Nature Preserve Included

    • Tropical Beach Chapel Available

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    US$ 245 price for 1 night
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  • Last-minute discounts for spontaneous travelers!

    La Siesta Resort & Villas Islamorada

    La Siesta Resort & Villas Islamorada

    4
    80241 Overseas Highway, Islamorada, United States

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    US$ 255 US$ 232 for 1 night

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  • Chesapeake Beach Resort Islamorada

    Chesapeake Beach Resort Islamorada

    83409 Overseas Highway Private beach access - 0.5km
    "Relax, play, explore"
    Best for Families

    • Oceanfront outdoor swimming pool

    • Access to private beach area

    • Water sports rentals available onsite

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    US$ 149 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Central Keys access - 1.5km
    "Relax, unwind, recharge"
    Best for Couples

    • Complimentary use of kayaks and paddleboards

    • Private island with freshwater pool

    • Wellness-focused yoga sessions offered

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    US$ 661 price for 1 night
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  • Pines & Palms Resort Islamorada

    Pines & Palms Resort Islamorada

    80401 Old Highway Midpoint to Key West - 1.5km
    "Adventure and relaxation"
    Best for Families

    • Oceanfront heated swimming pool

    • Complimentary kayak and bike rentals

    • Private beach area for relaxation

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    US$ 134 price for 1 night
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  • Bayside Villas By Islander Resort Islamorada

    Bayside Villas By Islander Resort Islamorada

    81450 Overseas Highway Outdoor water sports - 300m
    "Adventure and relaxation"
    Best for Groups

    • Bayside pool access

    • Two-bedroom villas available

    • Pet-friendly accommodations

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    US$ 191 price for 1 night
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  • Amara Cay Resort Islamorada

    Amara Cay Resort Islamorada

    80001 Overseas Highway Beachfront property - 0m
    "Endless ocean views"
    Best for Couples

    • Access to three sister resorts

    • Private balconies with ocean views

    • Complimentary water taxi service

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    US$ 266 price for 1 night
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  • Sunset Inn Islamorada

    Sunset Inn Islamorada

    82200 Overseas Highway Walking distance marina - 300m
    "Amazing sunset views"
    Best for Families

    • Spacious rooms with kitchenettes

    • Heated outdoor swimming pool

    • Free Wi-Fi and parking

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    US$ 107 price for 1 night
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  • Islander Resort Islamorada

    Islander Resort Islamorada

    82100 Overseas Highway Beachfront property - 0m
    4.5
    866 reviews
    Best for Families

    • Bayside villas with private pools

    • On-site putting and sports courts

    • Luxury cabana poolside experience

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    US$ 204 price for 1 night
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  • The Moorings Village Islamorada

    The Moorings Village Islamorada

    123 Beach Rd Centrally located - 1.5km
    "Explore the underwater beauty"
    Best for Couples

    • Luxurious three-bedroom homes

    • Exclusive on-site spa

    • Diverse water sports available

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    US$ 459 price for 1 night
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  • La Jolla Resort Islamorada

    La Jolla Resort Islamorada

    82216 Overseas Highway Close to beaches - 800m
    "Snorkeling and cycling"
    Best for Couples

    • Private beach area access

    • Complimentary paddleboard rentals

    • Outdoor swimming pool facilities

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    US$ 181 price for 1 night
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  • Drop Anchor Resort & Marina Islamorada

    Drop Anchor Resort & Marina Islamorada

    84959 Overseas Highway Natural beauty parks - 1.5km
    "Relax by the pool"
    Best for Couples

    • Heated outdoor swimming pool

    • On-site spa services available

    • Salt-water swimming pool

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    US$ 544 price for 1 night
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  • Breezy Palms Resort Islamorada

    Breezy Palms Resort Islamorada

    80015 Overseas Highway Near Miami airport - 123 km
    "Clean comfortable rooms"
    Best for Families

    • Budget-friendly family resort

    • 320 feet of ocean frontage

    • Private beach area available

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    US$ 142 price for 1 night
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  • Hadley Resort And Marina Islamorada

    Hadley Resort And Marina Islamorada

    82749 Overseas Highway, Located in Florida Keys - 1.5km
    4
    241 reviews
    Best for Water Sports Lovers

    • Spacious rooms with kitchenettes

    • On-site marina and boat rentals

    • Stunning oceanfront views

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    US$ 147 price for 1 night
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  • Fisher Inn Resort & Marina Islamorada

    Fisher Inn Resort & Marina Islamorada

    84951 Overseas Highway Oceanfront location - 0.5km
    4.5
    156 reviews
    Best for Couples

    • Modern seaside villas with kitchenettes

    • Direct beach access and boat parking

    • On-site fishing and snorkeling activities

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    US$ 215 price for 1 night
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  • The Islands Of Islamorada

    The Islands Of Islamorada

    82779 Old Highway Close to attractions - 1.7km
    "Relax by pools"
    Best for Couples

    • Private beach access with sun loungers

    • Multiple outdoor swimming pools available

    • Extensive water sports facilities on site

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    US$ 2192 price for 1 night
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  • Ragged Edge Resort & Marina Islamorada

    Ragged Edge Resort & Marina Islamorada

    243 Treasure Harbor Drive Ocean access - N/A
    "Boating, fishing, relaxing"
    Best for Fishing Enthusiasts

    • Private marina with docking facilities

    • Point of access for fishing charters

    • Flexible event space for group functions

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    US$ 319 price for 1 night
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  • Matecumbe Resort Islamorada

    Matecumbe Resort Islamorada

    76261 Overseas Highway Close to Sea Oats Beach - 1.9km
    "Beach access and relaxation"
    Best for Families

    • Outdoor swimming pool available year-round

    • Private beach area for guests' enjoyment

    • Fully equipped kitchens in all units

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    US$ 125 price for 1 night
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  • Sands Of Islamorada

    Sands Of Islamorada

    80051 Overseas Highway Perfect midpoint - 1.5km
    4
    279 reviews
    Best for Families

    • Pet-friendly accommodations available

    • Dock ramp for boats under 20 feet

    • Seawall beach for sunbathing and relaxing

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    US$ 200 price for 1 night
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  • The Caribbean Resort Islamorada

    The Caribbean Resort Islamorada

    117 South Carroll Street Heart of Islamorada - 0.5km
    "Fishing, Relaxation, Adventure"
    Best for Fishing Enthusiasts

    • Luxurious oceanfront homes

    • Access to fishing pier

    • On-site marina with boat slips

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    US$ 1550 price for 1 night
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  • Smugglers Cove Resort And Marina Islamorada

    Smugglers Cove Resort And Marina Islamorada

    85500 Overseas Highway Near water activities - 300m
    3
    226 reviews
    Best for Families

    • On-site spa services available

    • Multiple outdoor swimming pools

    • Complimentary Wi-Fi access offered

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    US$ 99 price for 1 night
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  • Caloosa Cove Resort Islamorada

    Caloosa Cove Resort Islamorada

    73801 Overseas Highway Oceanfront access - 0.1km
    "Great for fishing"
    Best for Fishing Enthusiasts

    • Oceanfront suites with kitchens

    • Heated pool and private beach

    • Marina with boat slips and storage

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    US$ 414 price for 1 night
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  • The Ocean View Inn Islamorada

    The Ocean View Inn Islamorada

    84500 Overseas Highway Near Fossil Reef Park - 700m
    "Family-friendly pool area"
    Best for Couples

    • Outdoor heated swimming pool

    • Shallow end area for kids

    • On-site dining and bar available

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    US$ 327 price for 1 night
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  • Treasure Harbor Hotel Islamorada

    Treasure Harbor Hotel Islamorada

    200 Treasure Harbor Drive Near Windley Key - 2.5km
    "Bikes for rent"
    Best for Adventure Seekers

    • Free Wi-Fi throughout the property

    • Outdoor dining area with lake views

    • Bicycle rental for exploring

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    US$ 171 price for 1 night
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  • Bud N' Mary'S Marina Islamorada

    Bud N' Mary'S Marina Islamorada

    79851 Overseas Highway Waterfront views - 300m
    "Great for fishing"
    Best for Fishing Enthusiasts

    • Free Wi-Fi access for guests

    • On-site dining options available

    • Comfortable air-conditioned rooms

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    US$ 247 price for 1 night
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  • Little Basin Villas Islamorada

    Little Basin Villas Islamorada

    84 Johnston Road
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    Situated around a 10-minute stroll from Morada Bay, the 9-room Little Basin Villas Islamorada offers quick access to numerous city landmarks nearby.
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  • Angler'S Reef Resort Islamorada

    Angler'S Reef Resort Islamorada

    84977 Overseas Highway Private beach access - 500 ft
    "Rest, unwind, enjoy"
    Best for Couples

    • 500 ft. private beach access

    • Complimentary kayaks and paddleboards

    • Luxury vacation rentals available

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    US$ 484 price for 1 night
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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
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    Nestled 25 minutes' walk from Windley Key, Pineapple Beach Islamorada villa entices guests to explore various tourist destinations nearby.
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    US$ 2875 price for 1 night
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  • Beacon Reef 406 Villa Islamorada

    Beacon Reef 406 Villa Islamorada

    83201 Old Hwy Unit #406
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    Offering a hot tub for a relaxing experience, Beacon Reef 406 Villa Islamorada is located 25 minutes' walk from Hurricane Monument.
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  • Executive Bay Islamorada By Sofla Vacations

    Executive Bay Islamorada By Sofla Vacations

    87200 Overseas Highway
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    The 8-room Executive Bay Islamorada By Sofla Vacations Villa is located just a 5-minute stroll from Rain Barrel Sculpture Gallery and offers guests to relish a terrace as well as an outdoor pool area…
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    US$ 150 price for 1 night
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  • Anglers Reef Villa 1 Islamorada

    Anglers Reef Villa 1 Islamorada

    110 Anglers Way
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  • Anglers Reef Paradise Islamorada

    Anglers Reef Paradise Islamorada

    110 Anglers Way 110
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    Featuring a heated pool, Anglers Reef Paradise Villa is located in a residential part of Islamorada, around 25 minutes on foot from Rain Barrel Village. The 2-bedroom villa features opportunities for…
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    US$ 382 price for 1 night
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  • Anglers Reef Vacation Rental Islamorada

    Anglers Reef Vacation Rental Islamorada

    109 Anglers Way
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    Positioned within 6 km of bustling shopping destinations such as Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Anglers Reef Vacation Rental villa offers guests to use a car park. The…
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    US$ 365 price for 1 night
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  • Oceanfront Islamorada Townhome With Dock And Pool

    Oceanfront Islamorada Townhome With Dock And Pool

    84745 Old Hwy 11
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    Located a mere 0.7 km from the Windley Key Fossil Reef Geological State Park, the 3-bedroom Oceanfront Islamorada Townhome With Dock And Pool villa offers a private pool for guests to relax by.
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    US$ 624 price for 1 night
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  • Beachfront Villa At Islamorada By The Glamhomes

    Beachfront Villa At Islamorada By The Glamhomes

    75761 Overseas Highway
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    Along with access to such natural sites as Lignumvitae Key Botanical State Park, 3.5 km away, 4-bedroom Beachfront Villa At Islamorada By The Glamhomes offers an outdoor pool area. Providing guests…
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    US$ 2840 price for 1 night
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  • Key Lime Cottage In The Heart Of Islamorada

    Key Lime Cottage In The Heart Of Islamorada

    76777 Overseas Highway
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    Located 3.2 km from San Pedro Underwater Archaeological Preserve State Park, 1-bedroom Key Lime Cottage In The Heart Of Islamorada offers a sunny patio with views of the garden. Offering a swimming…
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    US$ 594 price for 1 night
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  • Islamorada Modern Penthouse With Private Beach

    Islamorada Modern Penthouse With Private Beach

    80639 Old Highway
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    Located just 600 metres from Indian Key State Historic Site, the beachfront Islamorada Modern Penthouse With Private Beach Villa offers a Jacuzzi for additional relaxation. Providing guests with Wi…
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  • At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada

    At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada

    84745 Old Hwy #6
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    Providing guests with a spa centre and a play area to ensure a memorable stay, the 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is merely 500 metres from Windley…
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    US$ 467 price for 1 night
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  • Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada

    Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada

    76400 Overseas Highway
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    Private Beach Ocean Front Oasis Pickleball Court Heated Pool Designated Paradise Key Islamorada villa is located just around the corner from the Lower Matecumbe Key and provides a private swimming…
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  • Palms 404 Villa Islamorada

    Palms 404 Villa Islamorada

    79901 Overseas Hwy Unit 404
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    Staying at the 2-bedroom Palms 404 Villa Islamorada, guests can easily reach History of Diving Museum, located around 6 km away. This accommodation offers a year-round outdoor swimming pool as well…
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  • Waterfront Ocean Access Canal Kamp Key Homes Islamorada

    Waterfront Ocean Access Canal Kamp Key Homes Islamorada

    76412 Overseas Highway
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    Waterfront Ocean Access Canal Kamp Key Homes Islamorada is located only a few steps from the Lower Matecumbe Key, giving access to various tourist spots nearby.
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    US$ 450 price for 1 night
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  • Tollgate Tides Villa Islamorada

    Tollgate Tides Villa Islamorada

    205 Tollgate Blvd
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    The 2-bedroom Tollgate Tides Villa is located 3.3 km from Lower Matecumbe Key Island and provides windsurfing, snorkelling, and diving for active guests.
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    US$ 209 price for 1 night
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  • Florida Keys Boat Charters Hotel Islamorada

    Florida Keys Boat Charters Hotel Islamorada

    85920 Overseas Highway
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    US$ 324 price for 1 night
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  • Palms 317 Villa Islamorada

    Palms 317 Villa Islamorada

    79901 Overseas Hwy Unit 317
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    Staying at the 1-bedroom Palms 317 Villa Islamorada, guests can easily reach Upper Matecumbe Key Island, located about a 10-minute ride away. The beachfront holiday home offers guests a relaxing…
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  • Snorkel In Islamorada'S Clear Blue Waters

    Snorkel In Islamorada'S Clear Blue Waters

    85920 Overseas Highway
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  • Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada

    Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada

    76321 Overseas Highway
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    Beach Residence Private Overwater Dock Heated Pool Mahi Key Islamorada villa offers quick access to such city attractions as the Lower Matecumbe Key, located nearly 5 minutes' walk away.
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  • Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #3
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    Situated nearly a 5-minute drive from Florida Keys History and Discovery Center, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable villa offers easy access to…
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    US$ 484 price for 1 night
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  • Antigua Place Islamorada

    Antigua Place Islamorada

    126 Ponce De Leon Blvd
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    Offering a location 3.8 km from Craig Key Island, the 2-bedroom Antigua Place Islamorada villa gives access to various tourist spots in the area.
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  • Little Bay Upper Apartment Islamorada

    Little Bay Upper Apartment Islamorada

    82246 Overseas Hwy
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    To enjoy your vacation in Islamorada, stay at the 2-room Little Bay Upper Apartment Islamorada, which is just 9 minutes' walk from Florida Keys History and Discovery Center and merely 1.4 km from…
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  • Martin Family Fish Camp Villa Islamorada

    Martin Family Fish Camp Villa Islamorada

    106 Madeira Rd.
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    During the stay at Martin Family Fish Camp Villa Islamorada, guests can indulge in snorkelling or visit Indian Key State Historic Site, located 25 minutes' walk away.
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    US$ 823 price for 1 night
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  • Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Avenue Unit #4
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    Located a 10-minute ride from Windley Key Fossil Reef Geological State Park, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location villa provides access to an…
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    US$ 1360 price for 1 night
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  • Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #7
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    During the stay at Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable villa, guests can indulge in water sports activities or visit Indian Key State Historic Site, located…
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    US$ 1172 price for 1 night
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  • Executive Bay Club Condo M-1 Islamorada

    Executive Bay Club Condo M-1 Islamorada

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    Offering a swimming pool, the 2-room Executive Bay Club Condos Islamorada is situated 2.9 km from Plantation Key. The apartment is located within 5 minutes' drive of Rain Barrel Village and within…
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    US$ 150 price for 1 night
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  • Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #8
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    Situated merely 6 minutes' stroll from Florida Keys History and Discovery Center, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers…
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    US$ 896 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Near Upper Matecumbe - 300m
    "Private parking available"
    Best for Couples

    • Free Wi-Fi throughout the hotel

    • Free private parking available

    • Bar and lounge area on-site

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  • Sunshine Place Islamorada

    Sunshine Place Islamorada

    84371 Overseas Hwy
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    Situated a 10-minute ride from Florida Keys History and Discovery Center, the beachfront Sunshine Place Islamorada villa entices guests to explore various tourist attractions in the area.
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    US$ 384 price for 1 night
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  • Escape To The Keys Apartment Islamorada

    Escape To The Keys Apartment Islamorada

    87200 Overseas Highway A6
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    To enjoy your vacation in Islamorada, stay at spacious 125 m^2 Escape To The Keys Apartment, which is 3.4 km from San Pedro Catholic Church and around a 5-minute ride from Bluewater In The Keys.
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  • Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada

    Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada

    84 Johnston Ave Unit #9
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    Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! villa is located a mere 1.5 km from History of Diving Museum and provides a heated pool, ensuring a relaxing stay.
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    US$ 1093 price for 1 night
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  • Beacon Reef 501 Villa Islamorada

    Beacon Reef 501 Villa Islamorada

    83201 Old Highway #501
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    The 2-bedroom Beacon Reef 501 Villa Islamorada is situated within 5 minutes' walk of Island Community Church, featuring such comforts as Wi-Fi and parking. Located a stone's throw from History of…
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  • Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

    Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

    135 Anglers Way
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    Located 3.8 km from History of Diving Museum, the 3-bedroom 3Br 3Ba Oceanview Home In Gated Anglers Reef With Resort Style Pool, Private Beach And Marina provides access to various tourist…
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    US$ 394 price for 1 night
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  • Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #5
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    Offering a location a mere 1.2 km from Upper Matecumbe Key Island, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location villa gives access to various tourist…
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    US$ 660 price for 1 night
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  • Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    82236 Overseas Highway
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    The 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa is located merely 0.7 km from the Florida Keys History and Discovery Center, giving access to various tourist spots nearby.
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    US$ 1005 price for 1 night
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  • Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, Islamorada

    Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, Islamorada

    106 Palermo Drive
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  • Straight To The Islamorada Sandbar Charters

    Straight To The Islamorada Sandbar Charters

    85920 Overseas Highway
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  • Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

    Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

    10610 San Remo Dr
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  • Margaritaville Islamorada

    Margaritaville Islamorada

    87380 Overseas Highway
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  • Palms 309 Villa Islamorada

    Palms 309 Villa Islamorada

    79901 Overseas Hwy.
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    The 2-bedroom Palms 309 Villa Islamorada entices guests to enjoy snorkelling and is located 3.3 km from such natural sites as Upper Matecumbe Key Island. Offering a hot tub, this accommodation is…
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  • Palms 301 Villa Islamorada

    Palms 301 Villa Islamorada

    79901 Overseas Hwy Unit 301
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    Situated within a 4-km distance of Lobster Trap Art Gift Shop and Gallery, the 2-bedroom Palms 301 Villa Islamorada includes a year-round outdoor pool, as well as a hot tub to relax in.
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  • Beacon Reef 307 Villa Islamorada

    Beacon Reef 307 Villa Islamorada

    83201 Old Hwy #307
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    The 2-bedroom Beacon Reef 307 Villa Islamorada is located nearly a 25-minute stroll from Hurricane Monument and provides guests with a hot tub for a more relaxing stay. Featuring sea views, the…
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  • The Oasis Villa Islamorada

    The Oasis Villa Islamorada

    82703 Old Highway
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    3-bedroom The Oasis Villa is located merely a 5-minute stroll from Island Community Church and features an outdoor pool and a terrace for a relaxing stay. Located a 10-minute drive from Indian Key…
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    US$ 1600 price for 1 night
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  • Little Bay Cottage Islamorada

    Little Bay Cottage Islamorada

    82246 Overseas Hwy
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    Nestled 10 minutes' walk from History of Diving Museum, Little Bay Cottage Islamorada entices guests to explore various tourist destinations nearby.
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    US$ 549 price for 1 night
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  • West Plaza Del Lago Islamorada

    West Plaza Del Lago Islamorada

    63 W Plaza Del Lago
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    The 2-bedroom West Plaza Del Lago Islamorada villa is located approximately 10 minutes by car from Craig Key Island, giving access to various tourist spots nearby.
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  • Palms 407 Villa Islamorada

    Palms 407 Villa Islamorada

    79901 Overseas Hwy Unit 407
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    The 2-bedroom Palms 407 Villa Islamorada is located around 6 km from History of Diving Museum and provides a hot tub. This holiday home features opportunities for snorkelling in the area, within a 10…
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  • Little Bay Lower Islamorada

    Little Bay Lower Islamorada

    82246 Overseas Hwy
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    Little Bay Lower Islamorada apartment is located an 18-minute walk from Anne s Beach and 4 km from Windley Key Fossil Reef Geological State Park. This apartment features Wi-Fi throughout the property.
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    US$ 621 price for 1 night
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  • Oceanfront Luxury W/Speakeasy Lounge, Dock & Pool Villa Islamorada

    Oceanfront Luxury W/Speakeasy Lounge, Dock & Pool Villa Islamorada

    A1, 84745 Old Highway
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  • Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #2
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    Situated 0.7 km from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location villa offers guests to relax by an outdoor pool…
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    US$ 587 price for 1 night
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  • Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada

    Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada

    101 Gulfview Drive Apt 314-316
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    The spacious 513 m² Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada is located in Islamorada, within 20 minutes' walk of Anne's Beach, and pampers…
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  • Beacon Reef 222 Villa Islamorada

    Beacon Reef 222 Villa Islamorada

    83201 Old Highway Unit 222
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    Located 5 minutes' stroll from History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa offers an outdoor pool area, a Jacuzzi for a truly relaxing stay. Offering a cash machine and a lift, the…
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  • Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada

    Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada

    76414 Overseas Highway
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    Peninsula Villa Heated Pool Sunset Point Islamorada offers proximity to such city sites as the Lower Matecumbe Key, located approximately a 5-minute walk away. Located 3.6 km from Lignumvitae Key…
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    US$ 1568 price for 1 night
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  • Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada

    Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada

    101 Gulfview Drive Apt #D316 Building D
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    The 3-room Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment is nearly a 20-minute walk from Anne's Beach. With access to tennis courts, this…
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    US$ 1446 price for 1 night
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  • Little Bay Compound Villa Islamorada

    Little Bay Compound Villa Islamorada

    82246 Overseas Highway
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    Staying at the 6-bedroom Little Bay Compound Villa Islamorada, guests can visit Florida Keys History and Discovery Center, which is merely 9 minutes' stroll away.
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  • Beacon Reef 503 Villa Islamorada

    Beacon Reef 503 Villa Islamorada

    83201 Old Highway #503
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    Located approximately 5 minutes' walk from Island Community Church, the 2-bedroom Beacon Reef 503 Villa Islamorada provides guests with a hot tub.
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  • Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada

    Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada

    110 Madeira Road
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    Offering a terrace overlooking the sea, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is located approximately a 5-minute walk from the class museum "Florida Keys…
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  • Florida Keys Boat Trips Multi Activity Hotel Islamorada

    Florida Keys Boat Trips Multi Activity Hotel Islamorada

    85920 Overseas Highway
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    US$ 342 price for 1 night
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  • Little Bay Prime Apartment Islamorada

    Little Bay Prime Apartment Islamorada

    82246 Overseas Highway
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    The beachfront Little Bay Prime Apartment Islamorada is situated in the beachfront, 10 minutes' walk from History of Diving Museum, and comes with 4 bedrooms. Wi-Fi is available for guests' business…
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    US$ 1510 price for 1 night
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  • Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada

    Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada

    101 Gulfview Drive Apt 314 Building D
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    To enjoy your vacation in Islamorada, stay at the 325 m² Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada, which is 3.8 km from the Craig Key and…
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  • Beacon Reef 310 Villa Islamorada

    Beacon Reef 310 Villa Islamorada

    83201 Old Highway #310
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    Offering a hot tub for guests to unwind, the 2-bedroom Beacon Reef 310 Villa Islamorada is located nearly 5 minutes' walk from History of Diving Museum. The accommodation features opportunities for…
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

    130 Columbus Dr
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    The 2-bedroom Villa Riolo Islamorada entices guests to enjoy snorkelling and is located around a 10-minute ride from such natural sites as the 280 - acre island "Lignumvitae Key Botanical State Park".
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  • Lyons Landing Villa Islamorada

    Lyons Landing Villa Islamorada

    105 Severino Drive
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    Located 6 km from Florida Keys History and Discovery Center, Lyons Landing Villa Islamorada gives access to various tourist sites in the vicinity.
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  • Heart Of Morada Villa Islamorada

    Heart Of Morada Villa Islamorada

    81906 Overseas Highway #3
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    The 4-bedroom Heart Of Morada Villa provides easy access to various city attractions, such as Michelle Nicole Lowe Art Gallery, situated 50 metres away. Located a 12-minute stroll from Lobster Trap…
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  • Anglers Reef Getaway Villa Islamorada

    Anglers Reef Getaway Villa Islamorada

    135 Anglers Way
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    Boasting a location 15 minutes by car from Upper Matecumbe Key Island, the 2-bedroom Anglers Reef Getaway Villa provides a terrace with pool views. Along with live performances, the beachfront villa…
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    US$ 450 price for 1 night
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  • Sandglass 4 Islamorada

    Sandglass 4 Islamorada

    74980 Overseas Hwy 4
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    Nestled a 10-minute drive from Craig Key Island, Sandglass 4 Islamorada villa entices guests to explore various tourist destinations nearby.
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    US$ 696 price for 1 night
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  • Beacon Reef 306 Villa Islamorada

    Beacon Reef 306 Villa Islamorada

    83201 Old Hwy Unit 306
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    The 2-bedroom Beacon Reef 306 Villa Islamorada is situated about a 5-minute walk from History of Diving Museum and provides a hot tub for additional comfort. Guests can enjoy snorkelling at this…
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  • Palms 417 Villa Islamorada

    Palms 417 Villa Islamorada

    79901 Overseas Highway #417
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    During the stay at the beachfront Palms 417 Villa, guests can indulge in water sports activities, windsurfing, and snorkelling or visit Lobster Trap Art Gift Shop and Gallery, located around 4 km…
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  • Paradise Beach Islamorada

    Paradise Beach Islamorada

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    Staying at the 3-bedroom Paradise Beach Islamorada villa, guests can visit Craig Key Island, which is approximately a 25-minute walk away.
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    US$ 205 price for 1 night
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  • Beacon Reef #204 Apartment Islamorada

    Beacon Reef #204 Apartment Islamorada

    83201 Old Highway
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    The spacious 118 m^2 Beacon Reef #204 Apartment is situated in Islamorada, 3.1 km from Lignumvitae Key Botanical State Park, and offers spa amenities such as a Jacuzzi and a sauna. The beachfront…
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  • Beacon Reef 301 Villa Islamorada

    Beacon Reef 301 Villa Islamorada

    83201 Old Hwy Unit 301
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    Located nearly 20 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 2-bedroom Beacon Reef 301 Villa Islamorada entices guests to relax in a hot tub.
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Thank you for choosing Islamorada Resorts!

At Islamorada Resorts, we are dedicated to helping you find the best resort for your getaway. With a wide selection of options, including luxury beachfront resorts and pet-friendly stays, we strive to make your experience seamless and enjoyable. Trust us to guide you to the perfect resort in this beautiful destination without any hidden fees.

Why Book With Us?

  • Easy Booking Process: Our platform offers various filters, allowing you to narrow down options based on your preferences, making the booking quick and straightforward.

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  • Best Prices Guaranteed: We offer competitive rates, including all-inclusive resorts starting as low as $199 per night, ensuring you get great value for your stay.

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  • Wide Selection of Resorts: Choose from a diverse range of options, including luxury beachfront resorts and budget-friendly stays, catering to every traveler's taste.

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  • No Additional Fees: Enjoy peace of mind with transparent pricing-what you see is what you pay, with no hidden charges affecting your reservation.

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  • Multilingual Support: Our team is ready to assist you in multiple languages, making it easier for everyone to navigate their resort choices.

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  • Verified Reviews: Read authentic reviews from fellow travelers, helping you make informed decisions when selecting your perfect resort.

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Our Mission

At islamoradaresorts.net, we aim to make your experience of selecting and staying at the best Islamorada Resorts truly unforgettable. Our mission is to connect travelers with exceptional resorts, ensuring everyone enjoys the beautiful charm of Islamorada. We are dedicated to providing you with the resources and support needed for a memorable vacation, tailored to your needs and preferences.

What Makes Resorts in Islamorada Unique?

  • Oceanfront Access: Many resorts offer stunning views of the Atlantic Ocean, providing direct access to pristine beaches and crystal-clear waters ideal for swimming, snorkeling, or sailing.
  • Local Seafood Dining: Resorts often feature on-site restaurants specializing in fresh local seafood. Don't miss out on trying stone crab claws or the catch of the day at nearby award-winning eateries.
  • Water Sports Facilities: Enjoy amenities such as paddleboarding, kayaking, and scuba diving right from your resort. Some resorts also offer excursions to explore the vibrant coral reefs nearby.
  • Relaxing Spa Services: Many resorts provide luxurious spa treatments with unique island-inspired therapies, allowing guests to unwind in a tranquil setting after a day of adventure.
  • Ecotourism Opportunities: Islamorada Resorts often partner with local guides for eco-tours, including trips to the nearby Everglades or wildlife watching for dolphins and manatees.

Our Top Picks

  • Cheeca Lodge & Spa

    $250-$400/night

    Known for its luxurious amenities, Cheeca Lodge offers oceanfront access, a full-service spa, and fine dining. Guests praise the stunning sunsets and rich marine environment, ideal for fishing and water sports.

  • Islander Resort

    $150-$300/night

    This family-friendly resort features beautiful beachfront, two pools, and a sandy beach area perfect for relaxation. Its convenient location allows easy access to local shops and dining options.

  • Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    $230-$350/night

    Guests enjoy well-appointed rooms and direct marina access for fishing and boating. The resort provides a welcoming atmosphere with recreational facilities and stunning waterfront views.

  • Pines & Palms Resort

    $200-$300/night

    A charming boutique resort combining tropical aesthetics with modern comforts. Visitors love the spacious accommodations and the resort's proximity to memorable local attractions and watersport activities.

  • Chesapeake Beach Resort

    $180-$300/night

    With a relaxing beach atmosphere, this resort offers a private beach, pools, and activities like kayaking and fishing. Guests appreciate the laid-back vibe and friendly staff.

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Climate Insights for Planning Your Stay in Islamorada

Plan your trip according to the seasons to make the most of your stay in Islamorada!

  • Winter

    High Season (December - February)

    Average High: 24°C (75°F), Average Low: 16°C (61°F)

    Sea Temperature: 23°C (73°F)

    Rainfall

    Average Rainfall: 60 mm

    Ideal for fishing, snorkeling, and enjoying mild sunshine on the beach.

  • Spring

    High Season (March - May)

    Average High: 28°C (82°F), Average Low: 20°C (68°F)

    Sea Temperature: 25°C (77°F)

    Rainfall

    Average Rainfall: 70 mm

    Perfect for water sports, diving, and exploring local wildlife.

  • Summer

    Low Season (June - August)

    Average High: 32°C (90°F), Average Low: 24°C (75°F)

    Sea Temperature: 28°C (82°F)

    Rainfall

    Average Rainfall: 150 mm

    Great for beach relaxation, fishing, and outdoor adventures.

  • Fall

    Transition Season (September - November)

    Average High: 29°C (84°F), Average Low: 22°C (72°F)

    Sea Temperature: 26°C (79°F)

    Rainfall

    Average Rainfall: 100 mm

    Suitable for boating and enjoying quieter beach times.

Climate Insights for Planning Your Stay in Islamorada

Plan your trip according to the seasons to make the most of your stay in Islamorada!

  • Winter

    High Season (December - February)

    Average High: 24°C (75°F), Average Low: 16°C (61°F) - Sea Temperature: 23°C (73°F)

    Average Rainfall: 60 mm

    Ideal for fishing, snorkeling, and enjoying mild sunshine on the beach.

    •

  • Spring

    High Season (March - May)

    Average High: 28°C (82°F), Average Low: 20°C (68°F) - Sea Temperature: 25°C (77°F)

    Average Rainfall: 70 mm

    Perfect for water sports, diving, and exploring local wildlife.

    •

  • Summer

    Low Season (June - August)

    Average High: 32°C (90°F), Average Low: 24°C (75°F) - Sea Temperature: 28°C (82°F)

    Average Rainfall: 150 mm

    Great for beach relaxation, fishing, and outdoor adventures.

    •

  • Fall

    Transition Season (September - November)

    Average High: 29°C (84°F), Average Low: 22°C (72°F) - Sea Temperature: 26°C (79°F)

    Average Rainfall: 100 mm

    Suitable for boating and enjoying quieter beach times.

    •
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