Special offers and Exclusive deals

Search Hotels

2026-09-19
2026-09-20
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

Beachfront hotels in Islamorada

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

Book Now

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

Islamorada Oceanfront Luxury Living

87851 Old Highway, Apt M44, Islamorada, United States Show map

Located 20 minutes' walk from the Rain Barrel Sculpture Gallery, Islamorada Oceanfront Luxury Living apartment overlooks the sea. At this apartment, high-speed Internet access and a private parking… More

From US$ 462 Book Now

Is55Flr Captain'S Cove

227 El Capitan Dr, Islamorada, United States Show map

Located nearly 15 minutes' walk from Anne's Beach, Is55Flr Captain'S Cove Islamorada villa provides access to various tourist attractions in the vicinity. More

Book Now

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

Book Now

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

Book Now

Is12Flr Paradise Beach

245 Sunset Dr, Islamorada, United States Show map

Staying at Is12Flr Paradise Beach Islamorada villa, guests can visit Anne's Beach, which is just a 5-minute walk away. More

Book Now

Florida Keys Boat Trips Multi Activity

85920 Overseas Highway, Islamorada, United States Show map

More

From US$ 342 Book Now

Beacon Reef 301

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

Featuring a Jacuzzi, the 2-bedroom Beacon Reef 301 Villa Islamorada is located approximately 5 minutes' walk from History of Diving Museum and can host up to 4 guests. Guests can enjoy windsurfing… More

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

Book Now

Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub

101 Gulfview Dr Apt 202, Islamorada, United States Show map

The spacious Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub is situated a 15-minute walk from Anne's Beach and offers a complimentary fitness centre. Guests can make use of Wi-Fi for… More

Book Now

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

Book Now

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

Book Now

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

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

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

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

Casa Mar

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

Located within 20 minutes' walk of Anne's Beach, the 3-bedroom Casa Mar Villa Islamorada boasts a heated swimming pool with a hot tub. More

From US$ 657 Book Now

Palms 404

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

The 2-bedroom Palms 404 Villa Islamorada is located 3.8 km from the Lobster Trap Art Gift Shop and Gallery and provides windsurfing, snorkelling, and bowling for active guests. Offering a Jacuzzi… More

Book Now

Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Martin Family Fish Camp Villa Islamorada is nestled just 300 metres from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 12 guests. This 4-bedroom villa features opportunities… More

From US$ 823 Book Now

Beacon Reef 310

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

Offering a Jacuzzi for guests to unwind, the 2-bedroom Beacon Reef 310 Villa Islamorada is located within 5 minutes' walk of the History of Diving Museum. This Islamorada villa features opportunities… More

Book Now

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Islamorada, United States Show map

Situated within 10 minutes' walk of the Keys History & Discovery Center, the 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa entices guests with fishing in the area. Providing… More

From US$ 1005 Book Now

Palms 313

79901 Overseas Hwy Unit 313, Islamorada, United States Show map

During the stay at Palms 313 Villa Islamorada, guests can indulge in windsurfing, snorkelling, and bowling or visit the Lignumvitae Key Botanical State Park, located around 20 minutes' walk away. More

Book Now

Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

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

Book Now

Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

During the stay at Sunshine Place Islamorada villa, guests can indulge in windsurfing, snorkelling, and bowling or visit the Lobster Trap Art Gift Shop and Gallery, located 3.4 km away. Offering a… More

From US$ 384 Book Now

Palms 309

79901 Overseas Hwy., Islamorada, United States Show map

Staying at the 2-bedroom Palms 309 Villa Islamorada, guests can easily reach the Indian Key State Historic Site, located approximately a 20-minute walk away. Suitable for up to 5 people, this… More

Book Now

Palms 417

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

During the stay at Palms 417 Villa Islamorada, guests can indulge in a Jacuzzi and a sauna or visit the Lobster Trap Art Gift Shop and Gallery, located 3.8 km away. The 1-bedroom holiday home… More

Book Now

Palms 317

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

The 1-bedroom Palms 317 Villa Islamorada is located within a 6-km distance of the History of Diving Museum and provides a hot tub. With a maximum capacity of 3 guests, the Islamorada villa offers a… More

Book Now

Antigua Place

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

Offering a location around 4 km from the Craig Key, the 3-bedroom Antigua Place Islamorada villa gives access to various tourist spots in the area. Suitable for up to 6 guests, the property offers… More

Book Now

Sandglass 4

74980 Overseas Hwy 4, Islamorada, United States Show map

During the stay at Sandglass 4 Islamorada villa, guests can indulge in windsurfing, snorkelling, and diving or visit the 280-acre island "Lignumvitae Key Botanical State Park", located 5 km away. More

From US$ 696 Book Now

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 is ideal for up to 4 guests. Offering a hot tub, the accommodation is approximately 7… More

Book Now

Palms 301

79901 Overseas Hwy Unit 301, Islamorada, United States Show map

The 2-bedroom Palms 301 Villa Islamorada is located around a 10-minute drive from the Hurricane Monument and provides a Jacuzzi. The Islamorada villa boasts an indoor water park and spa therapy… More

Book Now

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 Michelle Nicole Lowe Art Gallery, located 15 minutes' walk away. More

From US$ 549 Book Now

Sirens Cove - Ocean Views, Game Room, Pool And Dock Access

84745 Old Hwy, Islamorada, United States Show map

Located just 8 minutes' walk from Windley Key Fossil Reef Geological State Park, Sirens Cove - Ocean Views, Game Room, Pool And Dock Access Islamorada villa offers opportunities for snorkelling, ping… More

Book Now

Tea Table Key

79775 Overseas Highway, Islamorada, United States Show map

Tea Table Key Villa Islamorada is located 4.4 km from the world-class museum "Florida Keys History and Discovery Center" and provides a Jacuzzi. More

Book Now

Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One

101 Gulfview Drive Apt 314 Building D, Islamorada, United States Show map

Situated 3.5 km from the Craig Key, the spacious 4-bedroom Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada can host up to 10 guests in Islamorada. To… More

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

Book Now

Oceanside Anglers Reef Home With Beach Pool And Kayaks

119 Anglers Way, Islamorada, United States Show map

Oceanside Anglers Reef Home With Beach Pool And Kayaks Islamorada is located a 5-minute walk from Windley Key Fossil Reef Geological State Park and offers guests to enjoy fishing. More

Book Now

The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access

84745 Old Hwy #8, Islamorada, United States Show map

Along with proximity to the Windley Key Fossil Reef Geological State Park, just 600 metres away, The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada villa offers opportunities for… More

Book Now

Beacon Reef 406

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

Beacon Reef 406 Villa Islamorada is situated just a 5-minute walk from the History of Diving Museum and offers a Jacuzzi, ensuring a more relaxing stay. This 2-bedroom villa features opportunities… More

Book Now