Special offers and Exclusive deals

Search Hotels

2026-09-18
2026-09-19
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Unrated hotels in Islamorada

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

The comfortable Ragged Edge Resort & Marina Islamorada is nestled nearly a 10-minute walk from the Rain Barrel Village and features a heated pool. Boasting access to the History of Diving Museum… More

From US$ 244 Book Now

Anglers Reef Paradise

110 Anglers Way 110, Islamorada, United States Show map

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

From US$ 382 Book Now

Key Lime Cottage In The Heart Of Islamorada

76777 Overseas Highway, Islamorada, United States Show map

Located just steps from the Lower Matecumbe Key, 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 the Indian… More

From US$ 326 Book Now

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

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

Offering a wellness centre and an outdoor swimming pool for guests' leisure, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is situated just 1 km from the… More

From US$ 1093 Book Now

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

Situated around 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 2-bedroom Anglers Reef Vacation Rental Islamorada villa entices guests with canoeing, cycling, and fishing… More

From US$ 365 Book Now

Anglers Reef Getaway

135 Anglers Way, Islamorada, United States Show map

Anglers Reef Getaway Villa Islamorada offers proximity to such city sites as Windley Key Island, located just 500 metres away. More

From US$ 450 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

Book Now

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

Matecumbe Resort

76261 Overseas Highway Unit 105, Islamorada, United States Show map

4.2 km from Anne's Beach, Matecumbe Resort Islamorada includes 32 rooms. The resort is located about 5 minutes' walk from the Lower Matecumbe Key and within 10 minutes' drive of the 280 - acre island… More

Book Now

Topsider Resort

75500 Overseas Highway Unit 5, Islamorada, United States Show map

Located 1.1 km from the Lower Matecumbe Key, Topsider Resort Islamorada offers access to tourist attractions throughout Islamorada. The aparthotel also provides guests with a safe deposit box. More

Book Now

Bud N' Mary'S Marina

79851 Overseas Highway, Islamorada, United States Show map

Bud N' Mary'S Marina Islamorada hotel is located 3.4 km from the Michelle Nicole Lowe Art Gallery and offers a restaurant. More

From US$ 247 Book Now

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

Book Now

Pineapple Beach

130 Aregood Lane, Islamorada, United States Show map

During the stay at Pineapple Beach Islamorada villa, guests can indulge in cycling and fishing or visit the Rain Barrel Village, located 2.5 km away. Featuring a hot tub, this holiday home is 25… More

From US$ 2875 Book Now

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

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

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

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is nestled 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 6 guests. More

From US$ 722 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

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 hosts up to 8 guests and provides proximity to the Windley Key Fossil Reef Geological… More

From US$ 723 Book Now

Pristine Islamorada Pool Home With Ocean View And Dockage

148 Anglers Way, Islamorada, United States Show map

Located about 6 km from Hurricane Monument, Pristine Islamorada Pool Home With Ocean View And Dockage provides access to various tourist attractions in the vicinity. More

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

Islamorada Modern Penthouse With Private Beach

80639 Old Highway, Islamorada, United States Show map

Located only a 7-minute walk from the Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa is suitable for 7 guests and provides a Jacuzzi for a truly… More

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 the 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

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

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

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

Located a mere 600 metres from the Windley Key Fossil Reef Geological State Park, Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool villa provides an outdoor swimming pool as well as… More

From US$ 727 Book Now

Bella

109 Valencia Drive, Islamorada, United States Show map

During the stay at Bella Villa Islamorada, guests can indulge in bowling and billiards or visit the 45 - acre Founders Park, located 20 minutes' walk away. More

Book Now

Is39Flr Tollgate Tides

205 Tollgate Blvd, Islamorada, United States Show map

Situated about 10 minutes by car from the Lower Matecumbe Key, Is39Flr Tollgate Tides Villa Islamorada entices guests to explore various tourist attractions in the area. Guests can enjoy fishing at… More

Book Now

Luxury 3Br Coastal Escape In Islamorada

80639 Old Highway, Apt 309, Islamorada, United States Show map

Luxury 3Br Coastal Escape In Islamorada apartment boasts a convenient location merely 9 minutes on foot from Lignumvitae Key Botanical State Park. Situated just moments from FNX Club by Islamorada… More

Book Now

Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key

76311 & 76321 Overseas Highway, Islamorada, United States Show map

At Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada, guests can enjoy snorkelling as well as a location within easy reach of the Lower Matecumbe Key. More

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

Paradise Palms Islamorada

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

Paradise Palms Islamorada villa entices guests to enjoy snorkelling, canoeing, and ping-pong and offers proximity to the Windley Key Fossil Reef Geological State Park, located only 0.7 km away. More

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

Palms 407

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

During the stay at the 2-bedroom Palms 407 Villa Islamorada, guests can indulge in windsurfing, snorkelling, and bowling or visit the Michelle Nicole Lowe Art Gallery, located 3.2 km away. Featuring… More

Book Now

Beacon Reef 501

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

The 2-bedroom Beacon Reef 501 Villa Islamorada is nestled nearly 5 minutes' walk from Island Community Church and entices guests with a hot tub. Located within 2 km of the Lobster Trap Art Gift Shop… More

Book Now

Islamorada Beach - Beachfront, Fire Pit & Pool

83407 Old Highway, Islamorada, United States Show map

Offering a terrace overlooking the sea, Islamorada Beach - Beachfront, Fire Pit & Pool villa is located only a 5-minute walk from Whale Harbor Marina. The 6-bedroom holiday home features an outdoor… More

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

West Plaza Del Lago

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

Situated approximately 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. Suitable for up to 5 guests,… More

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

Casario Islamorada

United States, Islamorada, United States Show map

At Casario Islamorada apartment, Wi-Fi and a private parking lot are also provided. More

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

Book Now

Islamorada Oceanfront Luxury Living

87851 Old Highway, Apt M44, Islamorada, United States Show map

Located 20 minutes' walk from the Rain Barrel Sculpture Gallery, Islamorada Oceanfront Luxury Living apartment overlooks the sea. At this apartment, high-speed Internet access and a private parking… More

From US$ 462 Book Now

Waterfront Ocean Access Canal Kamp Key Homes

76412 Overseas Highway, Islamorada, United States Show map

The 3-bedroom Waterfront Ocean Access Canal Kamp Key Homes Islamorada hosts up to 6 guests and provides proximity to the Lower Matecumbe Key, situated just a 5-minute walk away. This Islamorada villa… More

From US$ 450 Book Now

Florida Keys Boat Charters

85920 Overseas Highway, Islamorada, United States Show map

More

From US$ 324 Book Now

Is55Flr Captain'S Cove

227 El Capitan Dr, Islamorada, United States Show map

Located nearly 15 minutes' walk from Anne's Beach, Is55Flr Captain'S Cove Islamorada villa provides access to various tourist attractions in the vicinity. More

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

Book Now

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

Book Now

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. The 2-bedroom villa features… More

Book Now

Is12Flr Paradise Beach

245 Sunset Dr, Islamorada, United States Show map

Staying at Is12Flr Paradise Beach Islamorada villa, guests can visit Anne's Beach, which is just a 5-minute walk away. More

Book Now