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Islamorada, FL unique stays
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120 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.

Charming House Boat With 2 Bedrooms And Wifi, Ac In Wonderful Islamorada - Islamorada, FL
10 3 reviews
Islamorada, FL
10/09 – 10/12
$605/nighttotal: $1815 (3 )

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

2 2
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.
Houseboat ∙ 1 Bedroom ∙ 4 Guests - Islamorada, FL
Islamorada, FL
01/01 – 05/31
$301/nighttotal: $45150 (150 )

Houseboat ∙ 1 Bedroom ∙ 4 Guests

1 2
boat , Islamorada, Village of Islands
The houseboat Baycation is located in Tavernier, Mile Marker 90, in the upper Florida Keys, positioning it between Key Largo and Islamorada and offering access to Tavernier Creek for Oceanside and Bayside adventures. This renovated 44'x15' triple-level vessel accommodates up to 4 guests with a master bedroom, sleeper couch, and extendable single sleeper, featuring a full galley with a BBQ grill and an upper deck "floating rooftop paradise" with panoramic views, all within walking distance to 6 restaurants, bars, and live-music venues.

Best Islamorada, FL unique accommodations with a garden

Aqua Lodge Houseboat "Tarpon" - Islamorada, FL
9.8 34 reviews
Islamorada, FL
07/30 – 08/06
$423/nighttotal: $2961 (7 )

Aqua Lodge Houseboat "Tarpon"

1 2
houseboat , 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.
Perfect Escape To The Ocean - Islamorada, FL
9.6 52 reviews
Islamorada, FL
10/09 – 10/12
$561/nighttotal: $1683 (3 )

Perfect Escape To The Ocean

1 2
barge , Islamorada, Village of Islands
This solar-powered barge, offering unique floating accommodation in Islamorada, Village of Islands, is situated in the Florida Keys with convenient access to local attractions, though precise distances aren't specified.
The 2-bedroom, 1-bathroom vessel sleeps four guests and features a kitchen, air conditioning, parking, internet, and modern amenities, providing a private and eco-friendly getaway.
Aqua Lodge Houseboat "Captain's Quarters" - Islamorada, FL
9.6 15 reviews
Islamorada, FL
08/07 – 08/23
$489/nighttotal: $7824 (16 )

Aqua Lodge Houseboat "Captain's Quarters"

2 4
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.
Houseboat 2bd, 1 Bath Private Keys Cottage Mullet - Islamorada, FL
9.7 412 reviews
Islamorada, FL
10/09 – 10/12
$341/nighttotal: $1023 (3 )

Houseboat 2bd, 1 Bath Private Keys Cottage Mullet

2 2
boat , Islamorada, Village of Islands
This boat is located in Islamorada, just a short drive from the Overseas Highway and close to the village's attractions. It has received excellent ratings for location, cleanliness, and user experience.
The boat has two bedrooms and one bathroom, making it ideal for a small family or group of friends. It comes equipped with a kitchen, air conditioning, and a garden, and offers a 20% discount on private boat rentals.

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.

Destinations nearby

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.

Tea Table Key - Islamorada, FL
Islamorada, FL
08/07 – 08/23
$3685/nighttotal: $58960 (16 )

Tea Table Key

6 4
island , Islamorada, Village of Islands
This private island estate, Tea Table Key, is located in Islamorada, Village of Islands, Florida Keys, offering exclusive seclusion just a short drive from Miami.
This six-bedroom, six-bathroom private island retreat accommodates up to 12 guests and features a waterfront swimming pool, private dockage, and a full kitchen, ideal for boaters and families seeking a secluded island lifestyle.

Best pet friendly Islamorada, FL unique stays

Among the 120 accommodations in Islamorada, FL, here are the 1 best pet friendly unique accommodations

Waterfront Sunset View Aqua Villa At Sea Biscuit @ Mangrove Resort Llc - Islamorada, FL
9.5 52 reviews
Islamorada, FL
06/21 – 06/26
$437/nighttotal: $2185 (5 )

Waterfront Sunset View Aqua Villa At Sea Biscuit @ Mangrove Resort Llc

2 2
houseboat , 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.

2/1 Floating Villa W/ Water View The Pelagic - Islamorada, FL
9.6 69 reviews
Islamorada, FL
07/30 – 08/06
$318/nighttotal: $2226 (7 )

2/1 Floating Villa W/ Water View The Pelagic

1 2
barge , 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 "Calypso" - Islamorada, FL
9.7 73 reviews
Islamorada, FL
10/17 – 10/26
$626/nighttotal: $5634 (9 )

Aqua Lodge Houseboat "Calypso"

3 6
houseboat , Tavernier
Aqua Lodge Houseboat "Yellow Tail " - Islamorada, FL
9.6 77 reviews
Islamorada, FL
10/09 – 10/12
$463/nighttotal: $1389 (3 )

Aqua Lodge Houseboat "Yellow Tail "

1 2
houseboat , Tavernier
Houseboat Offers A Rooftop Deck For Stunning Views Of The Sunrise And Sunset. - Islamorada, FL
9.4 404 reviews
Islamorada, FL
06/28 – 07/01
$634/nighttotal: $1902 (3 )

Houseboat Offers A Rooftop Deck For Stunning Views Of The Sunrise And Sunset.

4 5
houseboat , Tavernier
Aqua Lodge Houseboat "Sea Turtle" - Islamorada, FL
9.3 44 reviews
Islamorada, FL
07/01 – 07/08
$395/nighttotal: $2765 (7 )

Aqua Lodge Houseboat "Sea Turtle"

1 2
houseboat , Tavernier
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