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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 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.
Charming House Boat With 2 Bedrooms And Wifi, Ac In Wonderful Islamorada - Islamorada, FL
10 5 reviews

Charming House Boat With 2 Bedrooms And Wifi, Ac In Wonderful Islamorada

houseboat, Islamorada, Village of Islands
This Islamorada houseboat, located in the Matecumbe district, offers convenient walking distance to the Florida Keys Brewing Co. and the Hurricane Monument.
The two-bedroom, one-bathroom vessel sleeps four and features a fully equipped kitchen with a lobster pot, microwave, and outdoor barbecue, plus air conditioning and a smart TV.
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.
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

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.
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 "Sea Turtle" - Islamorada, FL
9.3 44 reviews

Aqua Lodge Houseboat "Sea Turtle"

barge, Tavernier
This houseboat in Tavernier offers a unique on-the-water experience with stunning views and a serene atmosphere. It's conveniently located within walking distance of Baker's Cay Resort Beach and Mariners Hospital, and has received excellent user, location, and cleanliness ratings.
The boat has a spacious layout with one bedroom and one bathroom, accommodating up to two guests. It features modern amenities such as a fridge, microwave oven, air conditioning, and internet access. Guests can also enjoy the outdoor pool, terrace/balcony, garden, and parking. Nearby activities include scuba diving and snorkeling excursions offered by the Florida Keys Dive Center.
Aqua Lodge Houseboat "Captain's Quarters" - Islamorada, FL
9.6 15 reviews

Aqua Lodge Houseboat "Captain's Quarters"

houseboat, Tavernier
This houseboat is located in Tavernier, Florida, just a short walk from Baker's Cay Resort Beach and Mariners Hospital, offering easy access to the area's attractions. Guests rave about the unique experience and excellent ratings.
The houseboat features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like a kitchen, air conditioning, a swimming pool, and internet access, ensuring a comfortable and enjoyable stay.

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

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.
Florida Keys Boat Trips Multi Activity - Islamorada, FL
No reviews

Florida Keys Boat Trips Multi Activity

boat, Islamorada, Village of Islands
This Islamorada boat rental, sleeping up to 11 guests, is conveniently located near Windley Key (a 17-minute walk) and Windley Key Fossil Reef Geological State Park (0.5 miles), with Theater of the Sea just 1.4 miles away.
The one-bedroom, one-bathroom vessel offers private beach access with direct ocean views, pet-friendly accommodations, parking, and proximity to snorkeling opportunities.
Off-grid Islamorada Houseboat - Islamorada, FL
10 9 reviews

Off-grid Islamorada Houseboat

barge, Islamorada, Village of Islands
This secluded barge in Islamorada, Florida Keys, is accessible only by boat, offering complete privacy and proximity to various attractions requiring boat travel.
The two-bedroom, one-bathroom floating home sleeps four guests and features a kitchen, air conditioning, internet access, and stunning natural views, perfect for a unique off-grid getaway.
Florida Keys Boat Charters - Islamorada, FL
No reviews

Florida Keys Boat Charters

boat, Islamorada, Village of Islands
This Islamorada boat rental is centrally located, a short walk from Windley Key and Windley Key Fossil Reef Geological State Park, and within a few miles of Theater of the Sea and the History of Diving Museum.
Sleeping one, this vessel offers one bathroom, accommodates up to eleven guests, and allows pets, providing easy access to Islamorada's attractions including John Pennekamp Coral Reef State 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.

Bonefish: 2-bedroom House Boat In Serene Islamorada With Ac - Islamorada, FL
10 1 review

Bonefish: 2-bedroom House Boat In Serene Islamorada With Ac

houseboat, Islamorada, Village of Islands

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 "Tarpon" - Islamorada, FL
9.8 34 reviews

Aqua Lodge Houseboat "Tarpon"

boat, Tavernier
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