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2026-11-10
2026-11-11
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Family Hotels in Islamorada

Fisher Inn Resort & Marina

84951 Overseas Highway, Islamorada, United States Show map

The 3-star oceanfront Fisher Inn Resort & Marina Islamorada, located just 0.8 km from Windley Key Island, offers a heated pool and Wi-Fi throughout the property. This Islamorada hotel is in a… More

From US$ 215 Book Now

Caloosa Cove Resort By Coolvacay

73801 Overseas Highway, Islamorada, United States Show map

Situated approximately a 5-minute walk from a beach, Caloosa Cove Resort By Coolvacay Islamorada offers rooms with views of the ocean. Featuring a private beach area and a convenience store, this 3… More

From US$ 414 Book Now

Pines & Palms Resort

80401 Old Highway, Islamorada, United States Show map

Pines & Palms Resort Islamorada enjoys a private location and provides easy access to Lobster Trap Art Gift Shop and Gallery 3 km away. Featuring 24 rooms with views of the sea, this resort is a 15… More

From US$ 508 Book Now

Matecumbe Resort

76261 Overseas Highway, Islamorada, United States Show map

Situated right near Lower Matecumbe Key Island, the comfortable Matecumbe Resort Islamorada offers a sunbathing terrace and a picnic area. Featuring a private beach area and luggage storage, the 2… More

From US$ 125 Book Now

Sands Of Islamorada

80051 Overseas Highway, Islamorada, United States Show map

Located about a 25-minute stroll from Indian Key State Historic Site, the 2-star Sands Of Islamorada hotel offers Wi-Fi in public areas and a car park. Boasting an outdoor swimming pool, this… More

From US$ 200 Book Now

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82, Islamorada, United States Show map

Proudly offering 10 outdoor tennis courts, the exclusive 5-star Cheeca Lodge & Spa Islamorada hotel stands only 1.4 km from Lignumvitae Key Botanical State Park. Nestled right near Michelle Nicole… More

From US$ 185 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

Amara Cay Resort

80001 Overseas Highway, Islamorada, United States Show map

Offering a sunbathing terrace, playground, and a golf course, the 4-star Amara Cay Resort Islamorada is situated in Islamorada, about 3 km from Upper Matecumbe Key Island. The resort lies 10 minutes'… More

From US$ 266 Book Now

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$ 945 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

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$ 300 Book Now

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

84457 Overseas Highway, Islamorada, United States Show map

Offering a restaurant, the 4-star Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort lies in the cultural district of Islamorada, approximately 10 minutes by car from the world… More

From US$ 180 Book Now

Breezy Palms Resort

80015 Overseas Highway, Islamorada, United States Show map

The comfortable 3-star Breezy Palms Resort Islamorada, located only 1.4 km from Lignumvitae Key Botanical State Park, offers an outdoor swimming pool, Wi-Fi throughout the property. This Islamorada… More

From US$ 142 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

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

The 4-star luxurious Bayside Villas By Islander Resort Islamorada sits just 7 minutes' walk from Lignumvitae Key Botanical State Park and offers a restaurant. Boasting access to History of Diving… More

From US$ 191 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

Treasure Harbor

200 Treasure Harbor Drive, Islamorada, United States Show map

Situated only 5 minutes on foot from Rain Barrel Sculpture Gallery, the comfortable 3-star Treasure Harbor Hotel Islamorada offers comfortable rooms, Wi-Fi, and a car park. Boasting an outdoor… More

From US$ 171 Book Now

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

Located merely 0.9 km from Windley Key, the comfortable Ragged Edge Resort & Marina Islamorada offers air-conditioned rooms about 10 minutes' walk from Bluewater In The Keys. Offering views of the… More

From US$ 233 Book Now

Key Lime Cottage In The Heart Of Islamorada

76777 Overseas Highway, Islamorada, United States Show map

Located only steps away from Lower Matecumbe Key Island, Key Lime Cottage In The Heart Of Islamorada is suitable for 5 guests and provides a heated pool to relax in. Located a 25-minute walk from… More

From US$ 326 Book Now

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

Margaritaville

87380 Overseas Highway, Islamorada, United States Show map

The 2-bedroom Margaritaville Islamorada villa accommodates up to 6 guests and offers proximity to Islamorada, located merely a 10-minute walk away. More

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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

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

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

Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway, Islamorada, United States Show map

Located just 0.7 km from Rain Barrel Village, the 2-room Executive Bay Islamorada By Sofla Vacations villa offers opportunities for snorkelling, diving, and fisheries in the area. This Islamorada… More

From US$ 150 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

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

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

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

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

Bella

109 Valencia Drive, Islamorada, United States Show map

Featuring an outdoor swimming pool, Bella Villa Islamorada is located in a business part of Islamorada, 20 minutes' walk from the 45 - acre Founders Park. Providing guests with Wi-Fi and parking, the… More

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Is39Flr Tollgate Tides

205 Tollgate Blvd, Islamorada, United States Show map

Situated about 10 minutes by car from Lower Matecumbe Key Island, the 2-bedroom Is39Flr Tollgate Tides Villa Islamorada entices guests to explore various tourist attractions in the area. Guests can… 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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Palms 407

79901 Overseas Hwy Unit 407, Islamorada, United States Show map

Nestled 3.2 km from Michelle Nicole Lowe Art Gallery, the 2-bedroom Palms 407 Villa Islamorada is boasting an aqua park and spa therapy for guests' enjoyment. This holiday home features opportunities… 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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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

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

West Plaza Del Lago

63 W Plaza Del Lago, Islamorada, United States Show map

Situated nearly 15 minutes' walk from Anne's Beach, the 2-bedroom West Plaza Del Lago Islamorada villa provides access to numerous tourist attractions in the area. The accommodation hosts up to 5… More

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Villa Riolo

130 Columbus Dr, Islamorada, United States Show map

Situated just moments from Lower Matecumbe Key Island, the 2-bedroom Villa Riolo Islamorada ensures a great leisure experience by offering snorkelling, diving, and bowling. The Islamorada holiday… More

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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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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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Lyons Landing

105 Severino Drive, Islamorada, United States Show map

Featuring a heated pool, Lyons Landing Villa Islamorada is suitable for up to 10 people and is located about 7 km from the world-class museum "Florida Keys History and Discovery Center". Providing… 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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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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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

Book Now