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2026-11-02
2026-11-03
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Unrated hotels in Islamorada

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

Anglers Reef Paradise

110 Anglers Way 110, Islamorada, United States Show map

Anglers Reef Paradise Islamorada villa is located 5 minutes' walk from 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 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

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 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

Matecumbe Resort

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

Matecumbe Resort Islamorada offers proximity to Anne's Beach, which is located nearly 10 minutes away by car. More

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Topsider Resort

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

Located merely 13 minutes' walk from Lower Matecumbe Key Island, Topsider Resort Islamorada offers access to tourist attractions throughout Islamorada. The aparthotel also provides guests with a safe… More

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Matecumbe Resort

76261 Overseas Highway 503, Islamorada, United States Show map

Matecumbe Resort Islamorada offers guests access to Anne's Beach, which is 4.2 km away. This hotel also includes a car park. 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 lies 2.9 km from a natural paradise like Indian Key Historic State Park, and features 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 nearly a 5-minute walk from Lower Matecumbe Key Island and 3.8 km from San Pedro… More

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Pineapple Beach

130 Aregood Lane, Islamorada, United States Show map

Featuring a swimming pool, Pineapple Beach Islamorada villa is suitable for up to 10 people and is located 10 minutes' drive from Rain Barrel Village. Providing guests with Wi-Fi and a private… 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

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

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

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

Located 9 minutes' walk from Lobster Trap Art Gift Shop and Gallery, Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is suitable for 6 guests and provides a… More

From US$ 722 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

Situated only 0.7 km from Windley Key Fossil Reef Geological State Park, the 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is ideal for up to 7 guests. Providing guests… 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 accommodates up to 8 guests and offers proximity to 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 only 5 minutes' walk from Windley Key Fossil Reef Geological State Park, the 2-bedroom Pristine Islamorada Pool Home With Ocean View And Dockage boasts an outdoor swimming pool and can… More

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

84 Johnston Ave Unit #8, Islamorada, United States Show map

Along with proximity to 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

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

Waterfront 4Br,4Ba Home - Private Pool And Beach - Golf Cart - Dock - Sleeps 9

135 Gulfview Drive, Islamorada, United States Show map

Staying at Waterfront 4Br,4Ba Home - Private Pool And Beach - Golf Cart - Dock - Sleeps 9 Islamorada, guests can visit Craig Key Island, which is approximately a 10-minute ride away. More

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Islamorada Modern Penthouse With Private Beach

80639 Old Highway, Islamorada, United States Show map

Located just a 7-minute walk from Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa invites guests to enjoy a Jacuzzi. Located fairly close to FNX… More

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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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Luxury 3Br Coastal Escape In Islamorada

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

Located merely 9 minutes on foot from Lignumvitae Key Botanical State Park, the 3-bedroom Luxury 3Br Coastal Escape In Islamorada apartment accommodates up to 8 guests. The apartment enjoys a… More

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Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key

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

Situated right around the corner from Lower Matecumbe Key Island, the 7-bedroom Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada is ideal for up to 14 guests. 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

The 3-bedroom Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment features a convenient location nearly a 25-minute walk from Lower Matecumbe Key… More

From US$ 1446 Book Now

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

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

Located only a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa features an… More

From US$ 605 Book Now

Casario Islamorada

United States, Islamorada, United States Show map

Guests will be able to enjoy activities like snorkelling, canyoning, and fisheries. 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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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 Lower Matecumbe Key Island, situated just a 5-minute walk away. This Islamorada… 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

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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Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

10610 San Remo Dr, Islamorada, United States Show map

The 3-bedroom Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida is located around 20 minutes' walk from the 45-acre Founders Park and provides diving, canyoning, and… 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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Florida Keys Boat Trips Multi Activity

85920 Overseas Highway, Islamorada, United States Show map

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From US$ 342 Book Now