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2026-08-03
2026-08-04
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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$ 360 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$ 681 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

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

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

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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

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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

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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

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

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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

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

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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

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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

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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

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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

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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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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

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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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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

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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

Beacon Reef 306

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

Boasting a Jacuzzi, the 2-bedroom Beacon Reef 306 Villa Islamorada is located only 5 minutes' walk from the 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

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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Beacon Reef 222

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

The 2-bedroom Beacon Reef 222 Villa Islamorada entices guests to enjoy snorkelling and offers proximity to the History of Diving Museum, located just 300 metres away. The Islamorada villa can host up… More

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Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Situated about 5 minutes' walk from the 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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Little Basin Villas

84 Johnston Road, Islamorada, United States Show map

Situated nearly a 5-minute stroll from Elena Madden Studio Gallery, the 9-room Little Basin Villas Islamorada offers quick access to numerous city landmarks nearby. 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 merely 8 minutes' walk from the Windley Key Fossil Reef… More

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Snorkel In Islamorada'S Clear Blue Waters

85920 Overseas Highway, Islamorada, United States Show map

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

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

Located around a 25-minute walk from the Indian Key State Historic Site, Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist sites in… 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-room Little Bay Upper Apartment Islamorada, which is just 12 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and a mere 1.4 km from… More

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