Special offers and Exclusive deals

Search Hotels

2026-10-25
2026-10-26
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

Hotels in City Centre Islamorada area of Florida Keys

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

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

Located nearly a 15-minute walk from Hurricane Monument, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa gives access to various tourist… More

From US$ 1071 Book Now

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

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

Located only a 6-minute walk from the world-class museum "Florida Keys History and Discovery Center", the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location… More

From US$ 1360 Book Now

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

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

Located just 6 minutes' walk from the class museum "Florida Keys History and Discovery Center", the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa… More

From US$ 1093 Book Now

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

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

Offering an outdoor swimming pool, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is situated merely 9 minutes' walk from Lobster Trap Art Gift… More

From US$ 722 Book Now

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

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

Located merely a 9-minute walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa features an outdoor… 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

Located just 1 km from Michelle Nicole Lowe Art Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa has a heated pool and is ideal for… More

From US$ 587 Book Now

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

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

Located nearly 25 minutes' walk from Indian Key State Historic Site, the 3-bedroom Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa provides access to various… More

From US$ 957 Book Now

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

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

Located merely 1.2 km from Upper Matecumbe Key Island, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa has an outdoor swimming pool and is… More

From US$ 605 Book Now

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

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

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

From US$ 872 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

La Jolla Resort Islamorada, located a 14-minute walk from History of Diving Museum, features Wi-Fi in public areas. This resort lies in proximity to the world-class museum "Florida Keys History and… More

From US$ 181 Book Now

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Islamorada, United States Show map

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa is located 25 minutes' walk from Lignumvitae Key Botanical State Park and invites guests to join fisheries. More

From US$ 1005 Book Now

Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

Situated about 10 minutes' walk from Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada entices guests with snorkelling, diving, and fisheries in the area. Providing guests… More

From US$ 549 Book Now

Little Bay Upper

82246 Overseas Hwy, Islamorada, United States Show map

Little Bay Upper Apartment Islamorada is 10 minutes' walk from Keys History & Discovery Center and can accommodate up to 6 guests. Wi-Fi and parking are also available at this apartment. More

Book Now

Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

The 4-bedroom Little Bay Prime Apartment Islamorada boasts a beachfront setting and in about 10 minutes' walk from Keys History & Discovery Center. Offering an aqua park and spa therapy, this… More

From US$ 1510 Book Now

Little Bay Compound

82246 Overseas Highway, Islamorada, United States Show map

Providing guests with an aqua park and spa therapy to ensure a memorable stay, the 6-bedroom Little Bay Compound Villa Islamorada is around a 10-minute walk from Keys History & Discovery Center. More

Book Now

Little Bay Lower

82246 Overseas Hwy, Islamorada, United States Show map

To enjoy your vacation in Islamorada, stay at the 2-bedroom Little Bay Lower Islamorada apartment, which is 2.2 km from Lignumvitae Key Botanical State Park and just 12 minutes' walk from Lobster… More

From US$ 621 Book Now

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

The 3-star Sunset Inn Islamorada, located merely 5 minutes' walk from the class museum "Florida Keys History and Discovery Center" and a mere 1.3 km from Gallery Morada, features a year-round outdoor… More

From US$ 107 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

Casa Morada Hotel Islamorada is located in Islamorada, 15 minutes' walk from History of Diving Museum, and offers a swimming pool. The hotel offers Wi-Fi throughout the property. More

Book Now

Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Staying at the 3-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada, guests can visit Hurricane Monument, which is a mere 14 minutes' stroll away. The Islamorada villa is… More

Book Now

Hadley Resort And Marina

82749 Overseas Highway, Islamorada, United States Show map

Offering an outdoor swimming pool, the 3-star Hadley Resort And Marina Islamorada is nestled in the entertainment district of Islamorada, a 19-minute stroll from Upper Matecumbe Key Island. Featuring… More

From US$ 147 Book Now

Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Situated around 5 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 4-bedroom Martin Family Fish Camp Villa Islamorada entices guests with windsurfing, snorkelling, and canyoning in the… More

From US$ 823 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star luxury Islander Resort Islamorada, located in a cultural neighbourhood, also stands within 25 minutes' walk of Hurricane Monument and provides guided tour service for better sightseeing. More

From US$ 204 Book Now

The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

The 5-star The Islands Of Islamorada hotel, located in the cultural district of Islamorada, approximately a 20-minute walk from Hurricane Monument, features views of the pool. Boasting a location a… More

From US$ 721 Book Now

The Caribbean Resort

117 South Carroll Street, Islamorada, United States Show map

Boasting the chance to relax by The Hok, situated nearly a 15-minute walk away, the 3-star The Caribbean Resort Islamorada also invites guests to go fishing. This Islamorada hotel lies in a shopping… More

From US$ 475 Book Now

Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Islamorada, United States Show map

Featuring a heated pool, the 4-bedroom Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada is located about 5 minutes' walk from Michelle Nicole Lowe Art Gallery and is suitable for up to 7… More

Book Now

Cheeca Lodge & Spa

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

Nestled in the cultural district of Islamorada, right around the corner from Matecumbe United Methodist Church, the luxury Cheeca Lodge & Spa Islamorada hotel features an adult pool and views of the… More

From US$ 185 Book Now

Little Basin Villas

84 Johnston Road, Islamorada, United States Show map

The 9-room Little Basin Villas Islamorada is located about a 5-minute walk from Anne s Beach and provides a swimming pool, ensuring a relaxing stay. More

Book Now

Beacon Reef 501

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

Featuring a fitness room for active guests, Beacon Reef 501 Villa Islamorada is just a 5-minute walk from History of Diving Museum. Located fairly close to Island Community Church, this 2-bedroom… More

Book Now

Beacon Reef 406

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

Located around 5 minutes' walk from History of Diving Museum, the 2-bedroom Beacon Reef 406 Villa Islamorada offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and parking, this… More

Book Now

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 world-class museum "Florida Keys History and Discovery Center", located an 18-minute walk away. The 2… More

Book Now

Beacon Reef 307

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

Located around a 5-minute walk from 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. This holiday… More

Book Now

Beacon Reef 222

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

Located just 5 minutes' walk from History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa Islamorada features an outdoor swimming pool and can accommodate up to 4 guests. This 2-bathroom villa… More

Book Now

Beacon Reef 306

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

The 2-bedroom Beacon Reef 306 Villa Islamorada is located within 5 minutes' walk of Island Community Church and offers a hot tub for guests' relaxation. This Islamorada holiday home can accommodate… More

Book Now

Beacon Reef 310

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

Offering guests to unwind in a Jacuzzi, Beacon Reef 310 Villa Islamorada is located 25 minutes' walk from Upper Matecumbe Key Island. Guests can enjoy windsurfing, snorkelling, and canyoning at the 2… More

Book Now

Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

The 118 m² Beacon Reef #204 Apartment Islamorada offers setting in a beach area of Islamorada, about a 5-minute walk from History of Diving Museum. Offering a terrace and barbecue, this 2-bedroom… More

Book Now

The Moorings Village

123 Beach Rd, Islamorada, United States Show map

Situated a 5-minute walk from Florida Keys Memorial, The Moorings Village Islamorada hotel offers a swimming pool. Featuring 7 rooms with views of the ocean, this resort is in the vicinity of Indian… More

From US$ 459 Book Now

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

Offering access to Hurricane Monument, which is only 0.9 km away, the contemporary 4-star Bayside Villas By Islander Resort Islamorada features a sundeck and a picnic area. The luxurious resort is… More

From US$ 191 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The oceanfront Chesapeake Beach Resort Islamorada enjoys a private location about 5 minutes' walk from Whale Harbor Marina and offers 45 rooms with views of the pool. Featuring a heated pool, the 3… More

From US$ 149 Book Now

Islamorada Modern Penthouse With Private Beach

80639 Old Highway, Islamorada, United States Show map

The 3-bedroom Islamorada Modern Penthouse With Private Beach villa is situated approximately 5 minutes' walk from FNX Club by Islamorada Fitness and offers guests to relax with a Jacuzzi. Offering an… More

Book Now