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2026-11-03
2026-11-04
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Beachfront hotels in Islamorada

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

Is55Flr Captain'S Cove

227 El Capitan Dr, Islamorada, United States Show map

Situated nearly 15 minutes' walk from Anne's Beach, the 2-bedroom Is55Flr Captain'S Cove Islamorada villa provides fitness classes, as well as a fitness room for active guests. More

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Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Islamorada, United States Show map

Located 550 metres from Hurricane Monument, Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada is suitable for 7 guests and provides a Jacuzzi for a truly relaxing stay. This 4-bedroom… 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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Is12Flr Paradise Beach

245 Sunset Dr, Islamorada, United States Show map

Staying at the 3-bedroom Is12Flr Paradise Beach Islamorada villa, guests can visit Anne's Beach, which is just a 5-minute walk away. Featuring fitness classes, as well as a fitness room for active… More

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Florida Keys Boat Trips Multi Activity

85920 Overseas Highway, Islamorada, United States Show map

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From US$ 342 Book Now

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

101 Gulfview Drive Apt 314-316, Islamorada, United States Show map

Situated within 25 minutes' walk of Lower Matecumbe Key Island, the spacious 8-bedroom Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada offers a… More

From US$ 1899 Book Now

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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Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub

101 Gulfview Dr Apt 202, Islamorada, United States Show map

The spacious Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub features a prime location a 15-minute walk from Anne's Beach and hosts up to 4 guests. Wi-Fi is provided for both business… 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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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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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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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

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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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

Bayside - Islamorada Waterfront, 360 Viewing Deck, Htd Swim Spa

422 Palm Dr, Islamorada, United States Show map

Bayside - Islamorada Waterfront, 360 Viewing Deck, Htd Swim Spa villa entices active guests with access to a fitness centre and is located around a 10-minute drive from Lower Matecumbe Key Island. More

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Casa Mar

115 Ponce De Leon Blvd, Islamorada, United States Show map

Located within 20 minutes' walk of Anne's Beach, the 3-bedroom Casa Mar Villa Islamorada boasts a heated pool with a hot tub. More

From US$ 657 Book Now

Palms 404

79901 Overseas Hwy Unit 404, Islamorada, United States Show map

The 2-bedroom Palms 404 Villa Islamorada is located approximately 10 minutes by car from Lobster Trap Art Gift Shop and Gallery and provides a Jacuzzi. This accommodation boasts an aqua park and spa… 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

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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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

Palms 313

79901 Overseas Hwy Unit 313, Islamorada, United States Show map

Nestled approximately a 20-minute walk from Lignumvitae Key Botanical State Park, the 2-bedroom Palms 313 Villa Islamorada is boasting an aqua park and spa therapy for guests' enjoyment. This holiday… More

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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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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

Palms 309

79901 Overseas Hwy., Islamorada, United States Show map

The 2-bedroom Palms 309 Villa Islamorada, located nearly 20 minutes' walk from Indian Key State Historic Site, invites guests to relax in a Jacuzzi. Offering a heated pool, this accommodation invites… More

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Palms 417

79901 Overseas Highway #417, Islamorada, United States Show map

During the stay at Palms 417 Villa Islamorada, guests can indulge in a Jacuzzi and a sauna or visit Lobster Trap Art Gift Shop and Gallery, located 3.8 km away. The 1-bedroom holiday home features… More

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Palms 317

79901 Overseas Hwy Unit 317, Islamorada, United States Show map

The 1-bedroom Palms 317 Villa Islamorada is located within a 6-km distance of History of Diving Museum and provides a Jacuzzi. With a maximum capacity of 3 guests, the Islamorada villa offers parking. More

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Antigua Place

126 Ponce De Leon Blvd, Islamorada, United States Show map

Offering a location approximately 4 km from Craig Key Island, the 3-bedroom Antigua Place Islamorada villa gives access to various tourist spots in the area. The property hosts up to 6 guests and… More

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Sandglass 4

74980 Overseas Hwy 4, Islamorada, United States Show map

During the stay at Sandglass 4 Islamorada villa, guests can indulge in windsurfing, snorkelling, and diving or visit the 280 - acre island "Lignumvitae Key Botanical State Park", located 5 km away. More

From US$ 696 Book Now

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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Palms 301

79901 Overseas Hwy Unit 301, Islamorada, United States Show map

Located around a 10-minute ride from Michelle Nicole Lowe Art Gallery, the 2-bedroom Palms 301 Villa Islamorada boasts an outdoor swimming pool with a Jacuzzi. Featuring ocean views, the Islamorada… 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

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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Tea Table Key

79775 Overseas Highway, Islamorada, United States Show map

During the stay at the 6-bedroom Tea Table Key Villa Islamorada, guests can indulge in a Jacuzzi or visit the world-class museum "Florida Keys History and Discovery Center", located 4.4 km away. More

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

101 Gulfview Drive Apt 314 Building D, Islamorada, United States Show map

To enjoy your vacation in Islamorada, stay at the spacious 5-bedroom Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada, which is 3.5 km from Craig Key… More

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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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Oceanside Anglers Reef Home With Beach Pool And Kayaks

119 Anglers Way, Islamorada, United States Show map

Oceanside Anglers Reef Home With Beach Pool And Kayaks Islamorada is located a 5-minute walk from Windley Key Fossil Reef Geological State Park and offers guests to enjoy fisheries. The 2-bedroom… 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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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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