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2026-06-29
2026-06-30
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Apartments and B&Bs in Islamorada

Seaside Sanctuary In Islamorada

105 Carroll Street, Islamorada, United States Show map

The 4-bedroom Seaside Sanctuary In Islamorada villa is located only a 6-minute walk from Hurricane Monument and features a swimming pool as well as a terrace for guests' pleasure. More

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Casa Blanca @ Islamorada. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants

115 Anglers Way, Islamorada, United States Show map

Staying at Casa Blanca @ Islamorada. Beach/Heated Pool. Kayak/Paddle To Sandbar. Best Restaurants, guests can visit History of Diving Museum, which is nearly a 10-minute ride away. More

From US$ 540 Book Now

Beautiful Water Views From Every Room In The House Home

101 San Juan Dr, Islamorada, United States Show map

Nestled 25 minutes' stroll from Founders Park, 3-bedroom Beautiful Water Views From Every Room In The House Home entices guests to explore various tourist destinations nearby. Guests can enjoy… More

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Palms 314

79901 Overseas Hwy Unit 314, Islamorada, United States Show map

The beachfront Palms 314 Villa entices guests to enjoy water sports activities, windsurfing, and snorkelling and is located 3 km from such natural sites as Indian Key Historic State Park. Offering Wi… More

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Ocean Harbour K31

87851 Old Highway K31, Islamorada, United States Show map

During the stay at the beachfront Ocean Harbour K31 Villa, guests can indulge in a Jacuzzi or visit Windley Key Fossil Reef Geological State Park, located 4.3 km away. The 2-bedroom villa features… More

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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

The spacious 325 m² Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada is located in Islamorada, around a 25-minute stroll from the Lower Matecumbe Key… More

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Midnight Runner

50 Schooner Bay Road, Islamorada, United States Show map

Crossland Gallery is placed approximately 3.5 km away, and San Pedro Catholic Church is within 15 minutes' walk of Midnight Runner Villa Islamorada. More

From US$ 1807 Book Now

Beautiful 2 Bedroom With Boat Slip Home

130 Columbus Dr, Islamorada, United States Show map

The 2-bedroom Beautiful 2 Bedroom With Boat Slip Home is located a short distance from Lower Matecumbe Key Island and allows guests to enjoy cycling and fishing. More

From US$ 272 Book Now

This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo

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

Offering spa facilities such as a Jacuzzi, the beachfront 2-bedroom This Condo Is Located In One Of Islamorada'S Most Prestigious Condo Complexes, Condo is situated a 5-minute walk from Island… More

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Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex Condo

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

The 2-room Direct Oceanfront With Private Staircase To Beach Prestigious Islamorada Condocomplex Condo is located approximately a 25-minute walk from Upper Matecumbe Key Island and offers Wi-Fi for… More

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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, merely 5 minutes' walk from the History of Diving Museum. Featuring a Jacuzzi and a sauna, this 2… More

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180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay Condo

74980 Overseas Hwy 4, Islamorada, United States Show map

The spacious 180 Degrees Of Ocean Views, Sitting On A Large Lagoon That Opens To Florida Bay Condo is located 4.8 km from Indian Key Historic State Park and 15 minutes on foot from Lower Matecumbe… More

From US$ 727 Book Now

Gated Estate Duplex On The Bay With Dockage Apts

82246 Overseas Hwy, Islamorada, United States Show map

Located within 20 minutes' walk of Anne s Beach, 2-room Gated Estate Duplex On The Bay With Dockage Apts Apartment gives access to a number of tourist attractions in the area. The opportunity for… More

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The Maison Unit 203

80639 Old Highway, 203, Islamorada, United States Show map

Nestled a 13-minute walk from the Michelle Nicole Lowe Art Gallery, The Maison Unit 203 Villa Islamorada entices guests to explore various tourist destinations nearby. More

From US$ 1551 Book Now

Darling Condo With Panoramic Views Of The Atlantic Ocean Condo

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

Set 10 minutes by car from Hurricane Monument, 2-room Darling Condo With Panoramic Views Of The Atlantic Ocean Condo comprises a balcony and a sitting area overlooking the pool. Guests can make use… More

From US$ 168 Book Now

Floating Home With Stunning 360 Views

Islamorada, Islamorada, United States Show map

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Peaceful Palms A2

Islamorada, United States Show map

Situated a 9-minute stroll from Windley Key Island, the 3-bedroom Peaceful Palms A2 Villa offers a heated pool, a wellness area for guests to relax in. Featuring access to a terrace, the property is… More

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Fisherman'S Gem Home

113 Iroquois Drive, Islamorada, United States Show map

Offering a location around a 25-minute walk from Craig Key Island, the 2-bedroom Fisherman'S Gem Home Islamorada gives access to various tourist spots in the area. More

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Pineapple Beach

130 Aregood Lane, Islamorada, United States Show map

Featuring Wi-Fi throughout the property, Pineapple Beach Islamorada sits about a 10-minute drive from Tavernier Towne II Shopping Center. Guests travelling by car can also use free private parking on… More

From US$ 3162 Book Now

Exceptional Venetian Shores Home With Pool, Dock And Boat Lift, Home

105 Severino Drive, Islamorada, United States Show map

The 3-bedroom Exceptional Venetian Shores Home With Pool, Dock And Boat Lift, Home is located within 25 minutes' walk of Islamorada and provides a private pool, ensuring a relaxing stay. Guests can… 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

To enjoy your vacation in Islamorada, stay at the spacious 188 m² Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment, which is only 1.2 km from Anne's… More

From US$ 1446 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

Located 25 minutes' walk from the Lower Matecumbe Key, the spacious Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada overlooks the sea. This apartment… More

From US$ 1899 Book Now

Updated Unit With Beautiful Florida Bay Sunsets Condo

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

Offering a heated swimming pool, Updated Unit With Beautiful Florida Bay Sunsets Condo is situated within 25 minutes' walk of Lignumvitae Key Botanical State Park. The 2-bedroom apartment offers a… More

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Treasure Cove

117 Sandy Cove Ave, Islamorada, United States Show map

Situated just 1.5 km from Anne's Beach, the 3-bedroom Treasure Cove entices guests to explore various tourist attractions in the area. More

From US$ 293 Book Now

Shades Of Palm At The Maison - Special Florida Resident Rates

80639 Old Highway, 204, Islamorada, United States Show map

Nestled within 500 metres of Elena Madden Studio Gallery, Shades Of Palm At The Maison - Special Florida Resident Rates Villa Islamorada entices guests to explore various tourist destinations nearby. More

From US$ 1929 Book Now

2Nd Floor Duplex On Gated Bayfront Property Apts

82246 Overseas Hwy, Islamorada, United States Show map

The 2-room 2Nd Floor Duplex On Gated Bayfront Property Apts Apartment is located around 15 minutes' walk from Upper Matecumbe Key Island and offers Wi-Fi for either business or leisure. Guests may… More

From US$ 593 Book Now