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2026-08-05
2026-08-06
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Pet-friendly hotels in Islamorada

Sands Of Islamorada

80051 Overseas Highway, Islamorada, United States Show map

Located about a 25-minute stroll from the 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$ 187 Book Now

Hadley Resort And Marina

82749 Overseas Highway,, Islamorada, United States Show map

The comfortable 3-star Hadley Resort And Marina Islamorada, located just a 13-minute stroll from the Lobster Trap Art Gift Shop and Gallery, offers an outdoor swimming pool and Wi-Fi throughout the… More

From US$ 147 Book Now

Amara Cay Resort

80001 Overseas Highway, Islamorada, United States Show map

Located in the beachfront, 3 km from the Upper Matecumbe Key, the family-friendly Amara Cay Resort Islamorada boasts a sun terrace, a golf course, and a living area. This 4-star hotel features 110… More

From US$ 266 Book Now

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, United States Show map

Offering a restaurant and a lobby area, the 4-star La Siesta Resort & Villas Islamorada lies in the entertainment district of Islamorada, 3.1 km from the Lobster Trap Art Gift Shop and Gallery and… More

From US$ 232 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

The 5-star boutique Casa Morada Hotel Islamorada is nestled in the immediate vicinity of the Lobster Trap Art Gift Shop and Gallery and features an adult pool. Boasting guided snorkelling trips, this… More

From US$ 464 Book Now

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

84457 Overseas Highway, Islamorada, United States Show map

Situated in a beach area of the city and nearly a 5-minute walk from Whale Harbor, the 4-star beachfront Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort offers opportunities… More

From US$ 180 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star Islander Resort Islamorada is situated in the cultural district of Islamorada, around a 20-minute walk from the Indian Key State Historic Site and features 114 rooms with views of the sea.… More

From US$ 204 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

Located just 0.9 km from the History of Diving Museum, the 3-star Chesapeake Beach Resort Islamorada is only a 5-minute walk from the Whale Harbor Marina. Featuring 45 rooms with views of the sea… More

From US$ 149 Book Now

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

Featuring a restaurant, the 4-star luxurious Bayside Villas By Islander Resort Islamorada lies 600 m from the Lignumvitae Key Botanical State Park. Boasting access to the History of Diving Museum… More

From US$ 191 Book Now

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

Nestled only 0.7 km from the Lobster Trap Art Gift Shop and Gallery, the comfortable 3-star Sunset Inn Islamorada welcomes guests with a picnic area and barbecue grills. Featuring an outdoor swimming… More

From US$ 107 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

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

From US$ 274 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 the Islamorada, located merely a 10-minute walk away. Providing guests with Wi-Fi and a private… More

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Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway, Islamorada, United States Show map

Situated within 5 minutes' walk of the Islamorada, the 8-room Executive Bay Islamorada By Sofla Vacations villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and… More

From US$ 150 Book Now

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

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

Along with proximity to the Windley Key Fossil Reef Geological State Park, merely 500 metres away, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers opportunities for… More

From US$ 467 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

The elegant Casa Morada Hotel Islamorada, located a mere 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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Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

76400 Overseas Highway, Islamorada, United States Show map

The elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel, located approximately a 5-minute walk from the Lower Matecumbe Key and 3.8 km from the… 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

Staying at the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is approximately a 15-minute… 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

Located within 25 minutes' walk of the Indian Key State Historic Site, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa provides access to various… More

From US$ 590 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

The 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa accommodates up to 7 guests and offers proximity to the Windley Key Fossil Reef Geological State Park, located just… More

From US$ 624 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 the 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

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

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

The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa hosts up to 6 guests and provides proximity to the Lobster Trap Art Gift Shop and Gallery… More

From US$ 587 Book Now

Little Bay Lower

82246 Overseas Hwy, Islamorada, United States Show map

Little Bay Lower Islamorada apartment is located just 1 km from the Lobster Trap Art Gift Shop and Gallery and a 17-minute walk from the Upper Matecumbe Key. This apartment capacity is based on up to… More

From US$ 621 Book Now

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

101 Gulfview Drive Apt #D316 Building D, Islamorada, United States Show map

Featuring a convenient location, the 3-room Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment offers views of the sea, nearly a 25-minute walk from… More

From US$ 1446 Book Now

The Oasis

82703 Old Highway, Islamorada, United States Show map

The 3-bedroom The Oasis Villa Islamorada is situated approximately 2 km from the Michelle Nicole Lowe Art Gallery and boasts bicycles for active guests. This property is nestled in a beach area of… More

From US$ 1964 Book Now

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

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

Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa enjoys a convenient location 600 metres from the Windley Key Fossil Reef Geological State Park, and invites guests to spend time… 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 the History of Diving Museum and hosts up to 12 guests. Wi-Fi is provided for both business and leisure… More

From US$ 1510 Book Now

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

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

Situated approximately a 15-minute walk from the Upper Matecumbe Key, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to… More

From US$ 605 Book Now

Villa Riolo

130 Columbus Dr, Islamorada, United States Show map

The 2-bedroom Villa Riolo Islamorada hosts up to 6 guests and provides proximity to the Lower Matecumbe Key, situated merely a 5-minute stroll away. The Islamorada holiday home features opportunities… More

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Florida Keys Boat Charters

85920 Overseas Highway, Islamorada, United States Show map

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From US$ 324 Book Now

Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

10610 San Remo Dr, Islamorada, United States Show map

Situated around 20 minutes' walk from the Rain Barrel Village, the 3-bedroom Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida invites guests to relax at a patio. More

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Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Islamorada, United States Show map

Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada with a prime location merely a 7-minute walk from the Hurricane Monument entices guests with a hot tub. Located just 1.8 km from the… 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

The spacious 8-bedroom Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada is located within 25 minutes' walk of the Lower Matecumbe Key and offers Wi-Fi… More

From US$ 1899 Book Now

Lyons Landing

105 Severino Drive, Islamorada, United States Show map

Lyons Landing Villa Islamorada is located 7 km from the class museum "Florida Keys History and Discovery Center" and provides windsurfing, snorkelling, and diving for active guests. More

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Snorkel In Islamorada'S Clear Blue Waters

85920 Overseas Highway, Islamorada, United States Show map

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Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

141 Stromboli Drive, Islamorada, United States Show map

During the stay at Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada villa, guests can indulge in a Jacuzzi or visit the Rain Barrel Sculpture Gallery, located 1.7 km away. The… More

From US$ 1011 Book Now

Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Martin Family Fish Camp Villa Islamorada is nestled just 300 metres from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 12 guests. This 4-bedroom villa features opportunities… More

From US$ 823 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 the Lobster Trap Art Gift Shop and Gallery, located 3.4 km away. Offering a… More

From US$ 384 Book Now

Private Beach Private Overwater Dock Heated Pool Mahi Key

76321 Overseas Highway, Islamorada, United States Show map

At the 3-bedroom Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada villa, guests can enjoy snorkelling as well as a location in the immediate vicinity of the Lower Matecumbe Key. More

From US$ 1956 Book Now

Straight To The Islamorada Sandbar Charters

85920 Overseas Highway, Islamorada, United States Show map

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Antigua Place

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

Offering a location around 4 km from the Craig Key, the 3-bedroom Antigua Place Islamorada villa gives access to various tourist spots in the area. Suitable for up to 6 guests, the property offers… 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

Peninsula Villa Boat Dock Heated Pool Sunset Point

76414 Overseas Highway, Islamorada, United States Show map

Situated a stone's throw from the Lower Matecumbe Key, the 6-bedroom Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada is ideal for up to 12 guests. The holiday home features… More

From US$ 1939 Book Now

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

Situated 3.5 km from the Craig Key, the spacious 4-bedroom Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada can host up to 10 guests in Islamorada. To… 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 the Keys History & Discovery Center, located nearly a 10-minute… More

Book Now