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2026-06-27
2026-06-28
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Hotels in City Centre Islamorada area of Florida

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

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

Offering a spa centre to ensure a relaxing stay, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is located 0.7 km from the Lobster Trap Art Gift Shop and… More

From US$ 1093 Book Now

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

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

Offering spa therapy and a play area to ensure a memorable stay, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located merely 9… 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 Anne s Beach, which is merely 1.2 km away. More

From US$ 484 Book Now

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

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

Situated 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery, Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers guests to relax by a year-round… More

From US$ 722 Book Now

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

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

Staying at the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Michelle Nicole Lowe Art Gallery, which is only 12 minutes'… More

From US$ 896 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 provides spa therapy and a play area for guests' leisure, and is about a 25-minute walk from… More

From US$ 587 Book Now

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

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

Offering a location 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 gives… More

From US$ 605 Book Now

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

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

84 Johnston Ave Unit #6, Islamorada, United States Show map

Staying at Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is just 1.2 km away. More

From US$ 872 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

Situated 4.3 km from the Windley Key Fossil Reef Geological State Park, the charming La Jolla Resort Islamorada features Wi-Fi in public areas, and complimentary private parking on site. There is a… More

From US$ 181 Book Now

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Islamorada, United States Show map

Located nearly 25 minutes' walk from the Indian Key State Historic Site, the 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa provides access to various tourist attractions in the… More

From US$ 1005 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. Guests can make use of Wi-Fi for both… More

From US$ 621 Book Now

Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

The beachfront Little Bay Prime Apartment Islamorada is situated in the beachfront, 10 minutes' walk from the History of Diving Museum, and comes with 4 bedrooms. Guests can make use of Wi-Fi for… More

From US$ 1510 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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Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

During the stay at Little Bay Cottage Islamorada, guests can indulge in windsurfing, snorkelling, and diving or visit the Indian Key State Historic Site, located a 25-minute walk away. More

From US$ 549 Book Now

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

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Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

Located only 150 metres from the class museum "Florida Keys History and Discovery Center", the 3-star smoke-free Sunset Inn Islamorada features Wi-Fi in public areas and a car park on site. The inn… More

From US$ 107 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

The 5-star Casa Morada Hotel Islamorada offers access to the Upper Matecumbe Key, which is located a mere 1.1 km away. There is also a charging station for electric vehicles. More

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The Oasis

82703 Old Highway, Islamorada, United States Show map

Situated just 1.7 km from Anne s Beach, the 3-bedroom The Oasis Villa Islamorada features a terrace with views of the sea. More

From US$ 1964 Book Now

Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Located about 5 minutes' walk from the Lobster Trap Art Gift Shop and Gallery, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada includes a terrace with views of the… More

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Hadley Resort And Marina

82749 Overseas Highway,, Islamorada, United States Show map

The comfortable 3-star Hadley Resort And Marina Islamorada is situated around a 10-minute stroll from an own beach and features a swimming pool with loungers. The smoke-free hotel is in an… More

From US$ 228 Book Now

Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Featuring snorkeling trips to make your visit more entertaining, Martin Family Fish Camp Villa Islamorada is 17 minutes' walk from the Gallery Morada. Guests can enjoy snorkelling, diving, and… More

From US$ 823 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star Islander Resort Islamorada offers quick access to the world-class museum "Florida Keys History and Discovery Center", which is approximately 5 minutes' walk away. With views of the sea… More

From US$ 204 Book Now

The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

Situated nearly 20 minutes on foot from the Michelle Nicole Lowe Art Gallery, the 4-star The Islands Of Islamorada hotel offers a peaceful retreat at a swimming pool with a hot tub. This Islamorada… More

From US$ 2000 Book Now

The Caribbean Resort

117 South Carroll Street, Islamorada, United States Show map

The smoke-free The Caribbean Resort Islamorada, located in the cultural district of Islamorada, nearly a 20-minute walk from the Hurricane Monument, features views of the ocean. This 3-star hotel… More

From US$ 350 Book Now

Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Islamorada, United States Show map

Situated merely a 7-minute walk from the Hurricane Monument, Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada offers guests to relax by a private pool. Featuring a hot tub, this holiday… More

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Heart Of Morada

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

Offering a terrace overlooking the sea, the 4-bedroom Heart Of Morada Villa Islamorada is located merely a 6-minute walk from Anne s Beach. More

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Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82, Islamorada, United States Show map

Positioned approximately a 5-minute ride from the History of Diving Museum and a few moments from the Matecumbe United Methodist Church, the exclusive 5-star Cheeca Lodge & Spa Islamorada hotel… More

From US$ 185 Book Now

3 Lux Ensuites Walk Boat Island

84 Johnston Road, Islamorada, United States Show map

Located merely a 5-minute walk from Matecumbe United Methodist Church, the 4-bedroom 3 Lux Ensuites Walk Boat Island offers quick access to various city attractions in the vicinity. Providing guests… More

From US$ 705 Book Now

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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Beacon Reef 501

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

The 2-bedroom Beacon Reef 501 Villa Islamorada is nestled within 5 minutes' walk of Island Community Church and provides a hot tub. Featuring sea views, this Islamorada holiday home invites guests to… 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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Beacon Reef 301

83201 Old Hwy Unit 301, Islamorada, United States Show map

Located about 5 minutes' walk from Island Community Church, the 2-bedroom Beacon Reef 301 Villa Islamorada provides guests with a Jacuzzi. This beachfront villa features opportunities for windsurfing… More

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Beacon Reef 306

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

The 2-bedroom Beacon Reef 306 Villa Islamorada is situated only 5 minutes' walk from the History of Diving Museum and provides a hot tub for a relaxing stay. This holiday home features opportunities… More

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Beacon Reef 222

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

Situated around 5 minutes on foot from the History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa Islamorada ensures a great leisure experience by offering snorkelling. Offering Wi-Fi, the… More

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Beacon Reef 310

83201 Old Highway #310, Islamorada, United States Show map

Located within 5 minutes' walk of the History of Diving Museum, the 2-bedroom Beacon Reef 310 Villa Islamorada offers opportunities for windsurfing, snorkelling, and canoeing in the area. Offering a… More

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Beacon Reef 503

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

Situated nearly 5 minutes' walk from the History of Diving Museum, the 2-bedroom Beacon Reef 503 Villa Islamorada entices guests with snorkelling, diving, and fishing in the area. Offering a hot tub,… More

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Beacon Reef Condo Oceanside

83201 Old Highway #204, Islamorada, United States Show map

The spacious Beacon Reef Condo Oceanside is located within a 10-minute drive of Indian Key State Historic Site and entices guests with a Jacuzzi and a sauna. The apartment is only a short distance… More

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Beacon Reef 406

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

Beacon Reef 406 Villa Islamorada is merely a 5-minute walk from Island Community Church, offering guests to unwind at a hot tub. This 2-bedroom villa features opportunities for snorkelling, diving… More

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Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

The beachfront 118 m² Beacon Reef #204 Apartment Islamorada lies in a beach area, only 1.7 km from the world-class museum "Florida Keys History and Discovery Center" and nearly 25 minutes on foot… More

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The Moorings Village

123 Beach Rd, Islamorada, United States Show map

Located only 14 minutes' walk from the Indian Key State Historic Site, the 3-star The Moorings Village Islamorada hotel features Wi-Fi throughout the property and a charging station for electric… More

From US$ 459 Book Now

Islamorada Beach - Beachfront, Fire Pit & Pool

83407 Old Highway, Islamorada, United States Show map

Located just a 10-minute walk from Island Community Church, Islamorada Beach - Beachfront, Fire Pit & Pool villa offers a terrace with a view over the sea. Providing guests with Wi-Fi and free… More

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Bungalow House

32 Park Road, Islamorada, United States Show map

Bungalow House Islamorada is situated a 5-minute walk from the Whale Harbor Marina, featuring such comforts as Wi-Fi and parking. More

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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 Indian Key State Historic Site. Located not far from the Portside Studio & Gallery, the… More

From US$ 191 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The 3-star Chesapeake Beach Resort Islamorada is located on a private beach, 950 metres from the History of Diving Museum and features a 24-hour front desk and wake-up service. Located 5 km from the… More

From US$ 149 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 offers a Jacuzzi for additional relaxation. Providing guests… More

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