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2026-08-01
2026-08-02
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Unrated hotels in Islamorada

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

Located approximately 10 minutes on foot from Bluewater In The Keys, the comfortable Ragged Edge Resort & Marina Islamorada features Wi-Fi throughout the property and a private parking lot on site. More

From US$ 360 Book Now

Anglers Reef Paradise

110 Anglers Way 110, Islamorada, United States Show map

Situated about a 5-minute walk from the Windley Key Fossil Reef Geological State Park, Anglers Reef Paradise Islamorada villa entices guests with snorkelling, diving, and cycling in the area. More

From US$ 382 Book Now

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

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

Providing guests with a wellness centre and a year-round outdoor swimming pool to ensure a memorable stay, the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! More

From US$ 1093 Book Now

Margaritaville

87380 Overseas Highway, Islamorada, United States Show map

Margaritaville Islamorada villa is located 25 minutes' walk from the 45 - acre Founders Park and invites guests to enjoy a terrace. The 2-bedroom holiday home hosts up to 6 guests and provides them… More

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Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway, Islamorada, United States Show map

Offering sea views, Executive Bay Islamorada By Sofla Vacations villa is situated only 0.7 km from the Rain Barrel Sculpture Gallery. This 8-room holiday home features opportunities for snorkelling… More

From US$ 150 Book Now

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

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

Located merely a 7-minute walk from the Windley Key Fossil Reef Geological State Park, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers snorkelling, ping pong, and… More

From US$ 467 Book Now

Matecumbe Resort

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

Matecumbe Resort Islamorada offers 32 rooms a 10-minute drive from Anne's Beach. The Lower Matecumbe Key is 50 metres from this hotel, and the 280 - acre island "Lignumvitae Key Botanical State Park"… More

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Topsider Resort

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

Topsider Resort Islamorada provides proximity to the Indian Key Historic State Park, which is located approximately a 10-minute drive away. This Islamorada aparthotel features safety facilities… 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

Situated a few steps from the Lower Matecumbe Key, the elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel offers air-conditioned rooms, Wi-Fi… More

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Bud N' Mary'S Marina

79851 Overseas Highway, Islamorada, United States Show map

Situated about a 25-minute stroll from the Lignumvitae Key Botanical State Park, Bud N' Mary'S Marina Islamorada hotel includes a restaurant. More

From US$ 247 Book Now

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

Situated a 6-minute walk from Windley Key Island, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. The 2-bedroom villa features opportunities for canoeing… More

From US$ 365 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

Offering sea views, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is situated 650 metres from the Windley Key Fossil Reef Geological State Park. The 3-bedroom holiday home hosts… 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

The 3-bedroom Isla Key Acai - 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$ 896 Book Now

Key Lime Cottage In The Heart Of Islamorada

76777 Overseas Highway, Islamorada, United States Show map

Located right around the corner from the Lower Matecumbe Key, 2-bedroom Key Lime Cottage In The Heart Of Islamorada boasts a heated pool and can accommodate up to 5. Providing guests with Wi-Fi and… More

From US$ 681 Book Now

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

84 Johnston Avenue Unit #4, Islamorada, United States Show map

Situated just 500 m from the class museum "Florida Keys History and Discovery Center", the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is… More

From US$ 1360 Book Now

Islamorada Modern Penthouse With Private Beach

80639 Old Highway, Islamorada, United States Show map

Located approximately 5 minutes' walk from FNX Club by Islamorada Fitness, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa gives easy access to various tourist attractions in the… More

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

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

Offering a location about 15 minutes' walk from Anne s Beach, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist… More

From US$ 722 Book Now

Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

A1, 84745 Old Highway, Islamorada, United States Show map

Offering karaoke for a delightful experience, Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa is located within a 700-metre distance of the Windley… More

From US$ 723 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

Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located just an 8-minute… More

From US$ 394 Book Now

Pineapple Beach

130 Aregood Lane, Islamorada, United States Show map

Located 2.5 km from the Rain Barrel Sculpture Gallery, Pineapple Beach Islamorada villa features a private swimming pool, a hot tub, ensuring a relaxing stay. More

From US$ 2875 Book Now

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

84 Johnston Ave Unit #3, Islamorada, United States Show map

The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa accommodates up to 6 guests and offers proximity to the Lobster Trap Art Gift Shop and Gallery… More

From US$ 590 Book Now

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

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

Situated just 1 km from the Michelle Nicole Lowe Art Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore… More

From US$ 587 Book Now

La Dolce Vita Villa

116 Stromboli Dr, Islamorada, United States Show map

Staying at the 3-bedroom La Dolce Vita Villa Islamorada, guests can easily reach the Lobster Trap Art Gift Shop and Gallery, located approximately 6 km away. This Islamorada holiday home is suitable… More

From US$ 333 Book Now

Beacon Reef 501

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

Beacon Reef 501 Villa Islamorada is situated just a 5-minute walk from the History of Diving Museum and offers a hot tub, ensuring a more relaxing stay. This 2-bedroom villa features opportunities… More

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Heart Of Morada

81906 Overseas Highway #3, Islamorada, United States Show map

At the 3-bedroom Heart Of Morada Villa Islamorada, guests can enjoy canoeing and cycling as well as a location nearly 5 minutes' walk from the Hurricane Monument. More

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Private Beach Private Overwater Dock Heated Pool Mahi Key

76321 Overseas Highway, Islamorada, United States Show map

Located just around the corner from the Lower Matecumbe Key, the 3-bedroom Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada villa offers opportunities for snorkelling in the area. More

From US$ 1956 Book Now

Casa Mar

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

Casa Mar Villa Islamorada enjoys a convenient location, 4 km from the Craig Key, and offers guests to unwind in a hot tub. The 3-bedroom holiday home features a heated pool and is ideal for up to 6… More

From US$ 657 Book Now

Antigua Place

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

Staying at the 3-bedroom Antigua Place Islamorada villa, guests can visit Anne's Beach, which is only 1.8 km away. Offering windsurfing, snorkelling, and fishing, the Islamorada holiday home is… More

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Beacon Reef 406

83201 Old Hwy Unit #406, Islamorada, United States Show map

Featuring a Jacuzzi, the 2-bedroom Beacon Reef 406 Villa Islamorada is located about 5 minutes' walk from the History of Diving Museum and can host up to 4 guests. Providing guests with Wi-Fi and… More

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Paradise Palms Islamorada

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

During the stay at Paradise Palms Islamorada villa, guests can indulge in snorkelling, canoeing, and ping pong or visit the Michelle Nicole Lowe Art Gallery, located 4.5 km away. Located within a 10… More

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Anglers Reef Getaway

135 Anglers Way, Islamorada, United States Show map

Situated 3 km from the 45 - acre Founders Park, Anglers Reef Getaway Villa Islamorada entices guests to explore various tourist attractions in the area. More

From US$ 450 Book Now

Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

Situated approximately a 10-minute walk from the Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada entices guests with snorkelling, diving, and fishing in the area. More

From US$ 549 Book Now

Palms 404

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

Offering a Jacuzzi for a relaxing experience, Palms 404 Villa Islamorada is located a 20-minute walk from the Lignumvitae Key Botanical State Park. The 2-bedroom villa features opportunities for… More

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Lyons Landing

105 Severino Drive, Islamorada, United States Show map

The 4-bedroom Lyons Landing Villa Islamorada is located approximately 20 minutes' walk from the Rain Barrel Village and welcomes its guests to enjoy windsurfing, snorkelling, and diving. More

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Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

At the 4-bedroom Martin Family Fish Camp Villa Islamorada, guests can enjoy windsurfing, snorkelling, and canoeing as well as a location about 5 minutes' walk from the Lobster Trap Art Gift Shop and… More

From US$ 823 Book Now

Palms 417

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

The 1-bedroom Palms 417 Villa Islamorada is located about 20 minutes' walk from the Indian Key State Historic Site and provides windsurfing, snorkelling, and diving for active guests. Offering a hot… More

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Palms 317

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

During the stay at the 1-bedroom Palms 317 Villa Islamorada, guests can indulge in a hot tub or visit the Indian Key State Historic Site, located about 20 minutes' walk away. This 1-bathroom villa… More

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Beacon Reef 503

83201 Old Highway #503, Islamorada, United States Show map

During the stay at Beacon Reef 503 Villa Islamorada, guests can indulge in a hot tub or visit the class museum "Florida Keys History and Discovery Center", located an 18-minute walk away. The 2… More

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Villa Riolo

130 Columbus Dr, Islamorada, United States Show map

Situated right around the corner from the Lower Matecumbe Key, the 2-bedroom Villa Riolo Islamorada is ideal for up to 6 guests. More

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Little Bay Upper

82246 Overseas Hwy, Islamorada, United States Show map

Little Bay Upper Apartment Islamorada is 10 minutes' walk from the Keys History & Discovery Center and can accommodate up to 6 guests. Offering an indoor water park and a wellness centre, this… More

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Little Basin Villas

84 Johnston Road, Islamorada, United States Show map

Staying at the 9-room Little Basin Villas Islamorada, guests can easily reach Anne s Beach, located nearly 5 minutes' walk away. More

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Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

The 4-room Little Bay Prime Apartment Islamorada enjoys a beachfront location around a 10-minute walk from the Keys History & Discovery Center. The maximum occupancy at this apartment is 12 guests. More

From US$ 1510 Book Now

Sandglass 4

74980 Overseas Hwy 4, Islamorada, United States Show map

Situated about 15 minutes' walk from the Lower Matecumbe Key, the 5-bedroom Sandglass 4 Islamorada villa provides access to numerous tourist attractions in the area. Suitable for up to 12 guests, the… More

From US$ 696 Book Now

Peninsula Villa Boat Dock Heated Pool Sunset Point

76414 Overseas Highway, Islamorada, United States Show map

The 6-bedroom Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada hosts up to 12 guests and provides proximity to the Lower Matecumbe Key, situated only a 5-minute stroll away. Guests can… More

From US$ 1939 Book Now

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

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

Featuring a year-round outdoor swimming pool for guests' relaxation, Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is located nearly 25 minutes' walk from the… More

From US$ 957 Book Now

Fl Keys Venetian Shores Waterfront With Ocean Access, Pool

141 Stromboli Drive, Islamorada, United States Show map

Located approximately 25 minutes' walk from the 45-acre Founders Park, Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada villa has a swimming pool and is ideal for up to 8 guests.… More

From US$ 1011 Book Now

Palms 309

79901 Overseas Hwy., Islamorada, United States Show map

Palms 309 Villa Islamorada enjoys a beachfront location, a 10-minute drive from the Lobster Trap Art Gift Shop and Gallery, and offers guests to unwind in a hot tub. Guests can enjoy snorkelling… More

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Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

Accommodating up to 3 guests, the 1-bedroom Sunshine Place Islamorada villa is situated 3.8 km from renowned cultural sites such as the Rain Barrel Sculpture Gallery. The property features… More

From US$ 384 Book Now

Beacon Reef 307

83201 Old Hwy #307, Islamorada, United States Show map

Located about a 5-minute walk from the History of Diving Museum, the 2-bedroom Beacon Reef 307 Villa Islamorada is suitable for 4 guests and provides a Jacuzzi for a truly relaxing stay. Guests can… More

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Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Islamorada, United States Show map

During the stay at Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa, guests can indulge in fishing or visit the Indian Key State Historic Site, located 25 minutes' walk away. Located 2.2 km… More

From US$ 1005 Book Now