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2026-11-02
2026-11-03
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Hotels in Islamorada area of Islamorada

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The 3-star Chesapeake Beach Resort Islamorada offers air-conditioned rooms about a 10-minute walk from Wilson Key. Located around 5 km from Rain Barrel Sculpture Gallery, the hotel offers views of… More

From US$ 149 Book Now

Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

The spacious 118 m² Beacon Reef #204 Apartment Islamorada is about a 5-minute stroll from History of Diving Museum and welcomes guests with a Jacuzzi and a sauna. The 2-bedroom apartment is situated… More

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Beacon Reef 501

83201 Old Highway #501, Islamorada, United States Show map

Located within 25 minutes' walk of Lobster Trap Art Gift Shop and Gallery, the 2-bedroom Beacon Reef 501 Villa Islamorada offers fitness classes, as well as a fitness room for active guests. Guests… More

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Beacon Reef 307

83201 Old Hwy #307, Islamorada, United States Show map

Beacon Reef 307 Villa Islamorada provides an opportunity to stay a 5-minute walk from Island Community Church and offers a Jacuzzi, perfect for decompressing. Located 3 km from the shallow coral reef… More

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Beacon Reef 306

83201 Old Hwy Unit 306, Islamorada, United States Show map

Boasting a hot tub, the 2-bedroom Beacon Reef 306 Villa Islamorada is located around a 5-minute walk from History of Diving Museum and can accommodate 4 guests. This holiday home features… More

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Beacon Reef 222

83201 Old Highway Unit 222, Islamorada, United States Show map

Situated approximately 5 minutes on foot from History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa Islamorada ensures a great leisure experience by offering snorkelling. Hosting up to 4… More

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Beacon Reef 310

83201 Old Highway #310, Islamorada, United States Show map

Situated nearly 5 minutes' walk from Island Community Church, the 2-bedroom Beacon Reef 310 Villa Islamorada offers guests to take advantage of an aqua park and spa therapy. Featuring a Jacuzzi, this… More

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Beacon Reef 503

83201 Old Highway #503, Islamorada, United States Show map

Situated nearly 5 minutes' walk from History of Diving Museum, the 2-bedroom Beacon Reef 503 Villa Islamorada is ideal for up to 4 guests. Offering a hot tub, the accommodation is within 7 km of… More

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Beacon Reef 406

83201 Old Hwy Unit #406, Islamorada, United States Show map

Featuring an aqua park and spa therapy for a delightful experience, Beacon Reef 406 Villa Islamorada offers a beachfront location merely a 5-minute walk from Island Community Church. Located 6 km… More

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The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

Located in the beach area of Islamorada, the comfortable 5-star The Islands Of Islamorada hotel offers air-conditioned rooms with tea and coffee making equipment. This Islamorada hotel is in a… More

From US$ 819 Book Now

Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

During the stay at Sunshine Place Islamorada villa, guests can indulge in windsurfing, snorkelling, and bowling or visit Lobster Trap Art Gift Shop and Gallery, located 3.4 km away. The 1-bedroom… More

From US$ 384 Book Now

Hadley Resort And Marina

82749 Overseas Highway, Islamorada, United States Show map

Located only a 13-minute stroll from Lobster Trap Art Gift Shop and Gallery, the charming 3-star Hadley Resort And Marina Islamorada offers Wi-Fi throughout the property and a car park. Boasting an… More

From US$ 147 Book Now

Little Bay Lower

82246 Overseas Hwy, Islamorada, United States Show map

Little Bay Lower Islamorada apartment is located a mere 1 km from Lobster Trap Art Gift Shop and Gallery and a 17-minute walk from Upper Matecumbe Key Island. Wi-Fi and a car park are provided for… More

From US$ 621 Book Now

Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

Little Bay Prime Apartment Islamorada features a beachfront location 10 minutes' walk from History of Diving Museum and hosts up to 12 guests. At this apartment, Wi-Fi and parking are also provided. More

From US$ 1510 Book Now

Little Bay Upper

82246 Overseas Hwy, Islamorada, United States Show map

To enjoy your vacation in Islamorada, stay at the 2-bedroom Little Bay Upper Apartment Islamorada, which is just 12 minutes' walk from Lobster Trap Art Gift Shop and Gallery and merely 1.4 km from… More

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Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

During the stay at Little Bay Cottage Islamorada, guests can indulge in windsurfing, snorkelling, and diving or visit Michelle Nicole Lowe Art Gallery, located 15 minutes' walk away. Located 950… More

From US$ 549 Book Now

Little Bay Compound

82246 Overseas Highway, Islamorada, United States Show map

The 6-bedroom Little Bay Compound Villa Islamorada entices guests to enjoy windsurfing, snorkelling, and diving and offers proximity to Keys History & Discovery Center, located nearly a 10-minute… More

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Paradise Palms Islamorada

84745 Old Highway Unit 9, Closest To The Ocean!, Islamorada, United States Show map

Located just 8 minutes on foot from Windley Key Fossil Reef Geological State Park, the 3-bedroom Paradise Palms Islamorada villa provides an outdoor swimming pool as well as canyoning, ping pong, and… More

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Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

A1, 84745 Old Highway, Islamorada, United States Show map

The 3-bedroom Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa accommodates up to 8 guests and offers proximity to Windley Key Fossil Reef Geological… More

From US$ 723 Book Now

Sirens Cove - Ocean Views, Game Room, Pool And Dock Access

84745 Old Hwy, Islamorada, United States Show map

The 3-bedroom Sirens Cove - Ocean Views, Game Room, Pool And Dock Access Islamorada villa hosts up to 8 guests and provides proximity to Windley Key Fossil Reef Geological State Park, situated only 8… More

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The Ocean View Inn

84500 Overseas Highway, Islamorada, United States Show map

The Ocean View Inn Islamorada offers air-conditioned rooms within a 700-metre distance of Windley Key Fossil Reef Geological State Park. In addition to a car park, the hotel offers stunning views of… More

From US$ 213 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

Situated only 0.7 km from Windley Key Fossil Reef Geological State Park, the 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is ideal for up to 7 guests. Providing guests… More

From US$ 624 Book Now

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Islamorada, United States Show map

Along with proximity to Keys History & Discovery Center, merely a 10-minute walk away, the 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa offers opportunities for fisheries in the… More

From US$ 1005 Book Now

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

84745 Old Hwy #6, Islamorada, United States Show map

Situated just 500 metres from Windley Key Fossil Reef Geological State Park, the 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is suitable for 6 guests and provides… More

From US$ 467 Book Now

Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool

84745 Old Hwy #13, Islamorada, United States Show map

Along with proximity to Windley Key Fossil Reef Geological State Park, only 600 metres away, the 3-bedroom Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool villa offers opportunities… More

From US$ 727 Book Now

Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool

84745 Old Hwy #14, Islamorada, United States Show map

Located 8 minutes' walk from Windley Key Fossil Reef Geological State Park, Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa is suitable for 6 guests and provides a heated pool… More

From US$ 1403 Book Now

Island Time - Oceanview Balconies- Dock- Htd Pool

84745 Old Hwy #12, Islamorada, United States Show map

Offering a year-round outdoor swimming pool, the 3-bedroom Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located only 8 minutes' walk from Windley Key Fossil Reef Geological… More

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The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access

84745 Old Hwy #8, Islamorada, United States Show map

The 3-bedroom The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada villa accommodates up to 10 guests and offers proximity to Windley Key Fossil Reef Geological State Park, located… More

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

84 Johnston Avenue Unit #4, Islamorada, United States Show map

Situated just 9 minutes' stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is suitable… More

From US$ 1360 Book Now

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

84 Johnston Ave Unit #3, Islamorada, United States Show map

Staying at the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa, guests can visit Indian Key State Historic Site, which is nearly a 25-minute walk away.… More

From US$ 590 Book Now

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

84 Johnston Ave Unit #7, Islamorada, United States Show map

Located 9 minutes' walk from Lobster Trap Art Gift Shop and Gallery, Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is suitable for 6 guests and provides a… More

From US$ 722 Book Now

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

84 Johnston Ave Unit #8, Islamorada, United States Show map

Along with proximity to Lobster Trap Art Gift Shop and Gallery, located only 9 minutes' stroll away, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location… More

From US$ 1071 Book Now

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

84 Johnston Ave Unit #9, Islamorada, United States Show map

Located 750 metres from Lobster Trap Art Gift Shop and Gallery, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is suitable for 6 guests and provides an outdoor… More

From US$ 1093 Book Now

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

84 Johnston Ave Unit #2, Islamorada, United States Show map

Located just a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa features a heated… More

From US$ 587 Book Now

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

84 Johnston Ave Unit #5, Islamorada, United States Show map

Located only a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa features an… More

From US$ 605 Book Now

Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

84 Johnston Ave Unit #1, Islamorada, United States Show map

Located only a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa boasts a heated pool and… More

From US$ 957 Book Now

Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #6, Islamorada, United States Show map

Staying at the 3-bedroom Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit Hurricane Monument, which is just 1.2 km away. The Islamorada… More

From US$ 872 Book Now

Coconut Cove Resort & Marina

84801 Overseas Highway, Islamorada, United States Show map

Located in the business area of Islamorada, the comfortable 2-star Coconut Cove Resort & Marina Islamorada offers air-conditioned rooms with coffee/tea making facilities. This Islamorada inn is in a… More

From US$ 245 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

The smoke-free La Jolla Resort Islamorada is situated in a beach area of Islamorada, just 1.1 km from History of Diving Museum and approximately 15 minutes' drive from Rain Barrel Village. Offering… More

From US$ 181 Book Now

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

The comfortable 3-star Sunset Inn Islamorada is approximately 700 metres from Islander resort and offers a year-round outdoor swimming pool. The inn is a good starting point for exploring Islamorada,… More

From US$ 107 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

The elegant Casa Morada Hotel Islamorada, located merely 1.1 km from Anne s Beach, offers a swimming pool, Wi-Fi throughout the property. The 5-star hotel is a good starting point for exploring… More

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Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Situated around 5 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is ideal for up to 6 guests. Providing… More

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Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Martin Family Fish Camp Villa Islamorada is nestled only a 5-minute walk from Lobster Trap Art Gift Shop and Gallery and can accommodate up to 12 guests. Located 2.2 km from Indian Key State Historic… More

From US$ 823 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

The 3-star oceanfront Drop Anchor Resort & Marina Islamorada is located merely 100 metres from Windley Key Fossil Reef Geological State Park, offering 18 rooms, Wi-Fi, and parking. Boasting a heated… More

From US$ 343 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

Offering a sundeck, a veranda, and grill, as well as the views of the sea, the 4-star Islander Resort Islamorada is located approximately a 20-minute walk from Indian Key State Historic Site. The… More

From US$ 204 Book Now

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

135 Anglers Way, Islamorada, United States Show map

Along with proximity to Windley Key Fossil Reef Geological State Park, a mere 0.6 km away, the 2-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool… More

From US$ 394 Book Now

Pristine Islamorada Pool Home With Ocean View And Dockage

148 Anglers Way, Islamorada, United States Show map

Located only 5 minutes' walk from Windley Key Fossil Reef Geological State Park, the 2-bedroom Pristine Islamorada Pool Home With Ocean View And Dockage boasts an outdoor swimming pool and can… More

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Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

At the 2-bedroom Anglers Reef Vacation Rental Islamorada villa, guests can enjoy canyoning, cycling, and fisheries as well as a location approximately 5 minutes' walk from Windley Key Fossil Reef… More

From US$ 365 Book Now

Anglers Reef Villa 1

110 Anglers Way, Islamorada, United States Show map

Featuring a heated pool, Anglers Reef Villa 1 Islamorada hotel is around 6 km from Hurricane Monument. This 3-star hotel also includes parking. More

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Anglers Reef Paradise

110 Anglers Way 110, Islamorada, United States Show map

Anglers Reef Paradise Islamorada villa is located 5 minutes' walk from Windley Key Fossil Reef Geological State Park and offers guests to enjoy snorkelling, diving, and cycling. More

From US$ 382 Book Now