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Islamorada, FL unique stays
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35 Unique places to stay in Islamorada, FL

Our Favorite Family Unique Stays in Islamorada, FL

Family vacations in a unique stay in Islamorada, FL offer one-of-a-kind accommodation near the water.

Islamorada Bungalow 3 - Islamorada, FL
9.6 84 reviews

Islamorada Bungalow 3

bungalow, Islamorada, Village of Islands
This cozy cottage is located in Islamorada, just a short distance from the center of the Village of Islands, offering easy access to the famous fishing spots and the breathtaking sunsets of the Florida Keys. It consistently receives excellent ratings for location, cleanliness, and user experience.
The bungalow features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like a private backyard, a community heated pool, a private porch, washer and dryer, bikes, and a security camera.
Aqua Lodge Houseboat -"Conch Shell" - Islamorada, FL
9.3 42 reviews

Aqua Lodge Houseboat -"Conch Shell"

boat, Tavernier
The Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc is located in Tavernier, Florida, just a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital. This unique houseboat offers a memorable experience on the water with excellent ratings for location, cleanliness, and overall user satisfaction.
The 500-square-foot houseboat features one bathroom and a range of amenities including a swimming pool, spa, garden, terrace, and parking. Guests can enjoy free Wi-Fi in public areas, a smoke-free environment, and easy access to nearby attractions like the Florida Keys Dive Center and Harry Harris Park.
Islamorada Bungalow 4 - Islamorada, FL
9.7 96 reviews

Islamorada Bungalow 4

bungalow, Islamorada, Village of Islands
This charming cottage is located in Islamorada, a village in the Florida Keys, close to the famous fishing spots and breathtaking sunsets of the area. The home has received excellent ratings for its location, cleanliness, and overall experience.
This cozy bungalow is 950 square feet and can accommodate up to four guests. Enjoy a private backyard, a community heated pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes to explore the area.
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups - Islamorada, FL
10 178 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups

bungalow, Islamorada, Village of Islands
This house is situated by the sea in Islamorada, Village of Islands, within 2 miles of San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park. It has excellent user, location and cleanliness ratings.
The house is suitable for families and groups, with 2 bedrooms and a guest capacity of 5. It includes a cozy interior with a fireplace, a fully equipped kitchen with a refrigerator and an oven, and a balcony. Guests can also enjoy amenities such as a water park, outdoor pool, spa tub, concierge services, a garden, and barbecue grills.

Best Islamorada, FL unique accommodations with a garden

The Everglade 2 Bedroom 1 Bath - Islamorada, FL
9.7 14 reviews

The Everglade 2 Bedroom 1 Bath

boat, Islamorada, Village of Islands
This Islamorada boat rental, boasting an Everglades-themed interior, offers a unique stay in the Village of Islands, conveniently located near Robbie's Marina and Theater of the Sea, with proximity to the Florida Keys Overseas Highway for easy access to other attractions.
The 2-bedroom, 1-bathroom vessel sleeps 7 guests and includes a kitchen with a refrigerator, air conditioning, and a garden, providing a comfortable base for exploring Islamorada's fishing charters, water activities, and local businesses.
The Salty Suite Islamorada House Boat - Islamorada, FL
10 3 reviews

The Salty Suite Islamorada House Boat

barge, Islamorada, Village of Islands
This unique floating accommodation, The Salty Suite, is anchored in a protected, shallow basin (1-4 ft deep) behind the World Wide Sportsman in Islamorada, Village of Islands, with land and restaurants less than 0.25 miles away.
This solar-powered houseboat offers a queen bed and an oversized couch for up to three guests, featuring air conditioning, a kitchen, a garden, parking, and complimentary kayak and paddleboard use, plus a $50 discount on Key King Charters excursions.
Aqua Lodge Houseboat "Tarpon" - Islamorada, FL
9.8 34 reviews

Aqua Lodge Houseboat "Tarpon"

boat, Tavernier
This houseboat in Tavernier is located within a 15-minute walk of Baker's Cay Resort Beach and Mariners Hospital, offering easy access to the area's attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The boat features one bedroom and one bathroom, and comes equipped with a kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking. Enjoy the waterfront location, relax in the private pool, and take advantage of the nearby beach, dive center, and park.
2/1 Floating Villa W/ Water View The Pelagic - Islamorada, FL
9.5 81 reviews

2/1 Floating Villa W/ Water View The Pelagic

barge, Islamorada, Village of Islands
This Islamorada barge rental, located in the Village of Islands, offers easy access to local attractions; precise distances to specific landmarks require further inquiry.
The two-bedroom, one-bathroom vessel sleeps six guests and features a full kitchen, Wi-Fi, air conditioning, and pet-friendly accommodations, perfect for exploring the Florida Keys' abundant marine life.

Frequently Asked Questions about unique stays in Islamorada, FL

  • What attractions are Islamorada, FL and the nearby cities famous for?

    Islamorada is known for its beautiful beaches, world-class fishing, and the Florida Keys Overseas Highway, a scenic drive that connects the islands. Theater of the Sea is a popular attraction in Islamorada, where you can see dolphins, sea lions, and other marine animals. Just a short drive away in Key Largo is John Pennekamp Coral Reef State Park, a great place to snorkel or scuba dive.
  • What clothing or gear is recommended for the climate in Islamorada, FL?

    You'll want to pack light, breathable clothing for the hot and humid weather. Don't forget your swimsuit, sunscreen, and sunglasses. You'll also want to bring a hat and comfortable walking shoes for exploring the area. And if you plan on doing any water activities, be sure to pack water shoes or sandals to protect your feet from the coral.
  • Is there Wi-Fi or good mobile phone coverage in and around Islamorada, FL?

    Most hotels and restaurants in Islamorada offer Wi-Fi, and mobile phone coverage is generally good. However, there are some areas, especially out on the water or in remote parts of the Keys, where service may be spotty. It's always a good idea to have a backup plan, like a portable Wi-Fi hotspot, just in case.
  • What other cities should you visit around Islamorada, FL?

    If you're looking to explore more of the Florida Keys, Key Largo and Marathon are both worth a visit. Key Largo is home to the John Pennekamp Coral Reef State Park, and Marathon is known for its beautiful beaches and the Seven Mile Bridge. You can also take a day trip to Key West, the southernmost point in the United States.
  • What should you know about unique stays in Islamorada, FL before booking?

    Islamorada has a variety of unique accommodations, from waterfront hotels to cozy bed and breakfasts. If you're looking for something special, consider staying in a houseboat or a condo on the beach. Just be sure to book in advance, especially during peak season.

Popular destinations

Traveler-Approved Unusual Accommodations with Jacuzzi in Islamorada, FL

Reward yourself with an unforgettable private soak in a hot tub or jacuzzi at these unique Islamorada, FL stays.

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups - Islamorada, FL
10 178 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups

bungalow, Islamorada, Village of Islands
This house is situated by the sea in Islamorada, Village of Islands, within 2 miles of San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park. It has excellent user, location and cleanliness ratings.
The house is suitable for families and groups, with 2 bedrooms and a guest capacity of 5. It includes a cozy interior with a fireplace, a fully equipped kitchen with a refrigerator and an oven, and a balcony. Guests can also enjoy amenities such as a water park, outdoor pool, spa tub, concierge services, a garden, and barbecue grills.

Best pet friendly Islamorada, FL unique stays

Among the 35 accommodations in Islamorada, FL, here are the 4 best pet friendly unique accommodations

Baycation Houseboat | Florida Keys Waterfront Stay - Islamorada, FL
9.8 493 reviews

Baycation Houseboat | Florida Keys Waterfront Stay

barge, Islamorada, Village of Islands
This houseboat is located at Mile Marker 90, at the northern edge of Islamorada, offering easy access to both the ocean and bay. The property has received excellent ratings for user experience, location, and cleanliness.
This floating home is 1190 square feet and comfortably accommodates up to four guests. The houseboat offers a fully equipped kitchen, a spacious living area, a triple upper deck, a pet-friendly environment, and a relaxing atmosphere.
1.5 Bedroom, 1 Bath With Back Deck. Pet Friendly With 2 Queen And 2 Twin Beds. - Islamorada, FL
9.6 4 reviews

1.5 Bedroom, 1 Bath With Back Deck. Pet Friendly With 2 Queen And 2 Twin Beds.

houseboat, Tavernier
This Tavernier houseboat, located 0.5 miles from Mariners Hospital and within 3 miles of the Florida Keys Dive Center, Harry Harris Park, and the Old Road Gallery, offers convenient access to local attractions.
This two-bedroom, one-bathroom vessel sleeps four guests and includes air conditioning, internet, and pet-friendly accommodations, perfect for exploring Tavernier's waterfront.
"Manatee" Houseboat With Rooftop Sunset View - Islamorada, FL
9.4 409 reviews

"Manatee" Houseboat With Rooftop Sunset View

boat, Tavernier
This houseboat resort is located in Tavernier, Florida, just a short walk from Baker's Cay Resort Beach and Mariners Hospital, and within a 3-mile drive of several other attractions. The property consistently receives excellent ratings from guests for its cleanliness, location, and overall experience.
The houseboat offers a unique waterfront experience with a spacious 900 square feet layout, featuring four bedrooms. Guests can enjoy amenities such as a rooftop terrace with stunning views, a swimming pool, a restaurant and bar, and free Wi-Fi in public areas.
Aqua Lodge Houseboat "Sea Biscuit" - Islamorada, FL
9.5 52 reviews

Aqua Lodge Houseboat "Sea Biscuit"

boat, Tavernier
The Waterfront Sunset View Aqua Villa at Sea Biscuit @ Mangrove Resort Llc is located in Tavernier, a short walk from Baker's Cay Resort Beach and Mariners Hospital, offering a convenient location near both relaxation and essential services. This houseboat resort has excellent user ratings and very good ratings for its location and cleanliness.
The 500-square-foot houseboat features a private terrace, a fully equipped kitchen, and a bathroom. Guests can enjoy amenities like a swimming pool, barbecue grills, and a restaurant, as well as access to nearby attractions like Florida Keys Dive Center and Harry Harris Park.

Top-Rated Oceanfront Unique Stays in Islamorada, FL

Wake up to the turquoise waters of the Florida Keys! Discover one-of-a-kind oceanfront escapes near the world-famous Robbie’s of Islamorada, the History of Diving Museum, and the stunning reefs of Hen and Chickens.

Aqua Lodge Houseboat "Sea Turtle" - Islamorada, FL
9.3 44 reviews

Aqua Lodge Houseboat "Sea Turtle"

barge, Tavernier

Best Unique Stays with a Pool in Islamorada, FL

Pool access at a unique stay in Islamorada, FL makes a swim the perfect complement to a day by the water.

Aqua Lodge Houseboat "The Grey Lady" - Islamorada, FL
9.8 77 reviews

Aqua Lodge Houseboat "The Grey Lady"

barge, Tavernier
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