The widest selection of unusual accommodations in Islamorada, FL

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

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

Check Out Family-Friendly Unusual Places to Stay in Islamorada, FL

Keep the whole group happy with exceptional beach access at our family-friendly unique stays in Islamorada, FL.

Fla Keys Luxury Houseboat, Prime Location-steps To Fun, Food & Water Adventures - Islamorada, FL
9.8 483 reviews
Islamorada, FL
09/10 – 12/10
£305/nighttotal: £915 (3 )

Fla Keys Luxury Houseboat, Prime Location-steps To Fun, Food & Water Adventures

1 2
houseboat , Islamorada, Village of Islands
This houseboat is located at Mile Marker 90, just south of Key Largo, offering easy access to the ocean and the bay via Tavernier Creek. The property has received excellent ratings from previous guests for its location, cleanliness and overall experience.
The houseboat spans 111 square metres and can accommodate up to four guests. It boasts a fully equipped kitchen, a terrace, a garden, a spa, a fitness centre, and parking, as well as access to a range of activities and services at the marina.
Houseboat ∙ 1 Bedroom ∙ 4 Guests - Islamorada, FL
Islamorada, FL
18/07 – 22/07
£243/nighttotal: £972 (4 )

Houseboat ∙ 1 Bedroom ∙ 4 Guests

1 4
boat , Islamorada, Village of Islands
The Baycation houseboat is located in Tavernier, at Mile Marker 90, in the upper Florida Keys, placing it 1.2 kilometres from Islamorada, Village of Islands, with six restaurants within walking distance.
This luxurious triple-level houseboat accommodates up to four guests in one bedroom and offers a full kitchen with a BBQ grill, convection oven, and ice maker, alongside recreational activities such as paddle boarding and kayaking directly from the vessel.
Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc - Islamorada, FL
9.3 42 reviews
Islamorada, FL
18/07 – 22/07
£327/nighttotal: £1308 (4 )

Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc

2 4
house , Tavernier
The Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc is situated in Tavernier, a short walk from Baker's Cay Resort Beach and Mariners Hospital, and within a 5km radius of Florida Keys Dive Center and Harry Harris Park. This resort is highly rated for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a relaxing and enjoyable stay.
The houseboat offers 46 square metres of space, featuring a bedroom, bathroom, and a terrace with stunning ocean views. Guests can enjoy the on-site swimming pool, spa, garden, and free WiFi in public areas, as well as explore the surrounding area with its beautiful beaches, parks, and dive centres.

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, fishing, and boating. You can find plenty of shops and restaurants along the Overseas Highway, and there are a number of great places to go kayaking, paddleboarding, and snorkeling. The area is also home to the History of Diving Museum, which is a great place to learn about the history of diving in the Florida Keys. If you're looking for something a little more adventurous, you can take a day trip to Key West, which is about 100 miles south of Islamorada. Key West is known for its vibrant nightlife, quirky shops, and historical sites.
  • What clothing or gear is recommended for the climate in Islamorada, FL?

    You'll definitely want to pack light, breathable clothing, as the weather in Islamorada is typically hot and humid. You'll also want to bring sunscreen, a hat, and sunglasses to protect yourself from the sun. If you plan on spending time on the water, you'll want to bring swimwear, water shoes, and a rash guard to protect your skin from the sun and the elements.
  • Is there Wi-Fi or good mobile phone coverage in and around Islamorada, FL?

    You'll find Wi-Fi available at most hotels, restaurants, and cafes in Islamorada. Mobile phone coverage is generally good, but there may be some areas where reception is spotty. If you're planning on spending a lot of time outdoors, you might want to consider bringing a portable Wi-Fi hotspot.
  • What other cities should you visit around Islamorada, FL?

    If you're looking for a more laid-back vibe, you can visit Marathon, which is located about 30 miles south of Islamorada. Marathon is known for its beautiful beaches, fishing, and boating. If you're looking for a more bustling atmosphere, you can visit Key West, which is about 100 miles south of Islamorada. Key West is known for its vibrant nightlife, quirky shops, and historical sites.
  • What should you know about unique stays in Islamorada, FL before booking?

    Islamorada has a number of unique accommodations, including waterfront homes, villas, and even a few bed and breakfasts. If you're looking for a truly unique experience, you can stay in a 'floating' hotel room at the Cheeca Lodge and Resort. The Cheeca Lodge is a historic resort that has been welcoming guests for over 60 years. It is located on a beautiful stretch of beach and offers a variety of amenities, including a spa, a restaurant, and a marina. The resort also has a number of unique accommodations, including a few floating hotel rooms that are located over the water. These rooms offer stunning views of the ocean and are a great way to experience Islamorada in a truly unique way.

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Explore Unique Stays with a Hot Tub in Islamorada, FL

Every premier waterfront unique stay in Islamorada, FL comes equipped with its own private hot tub.

Off-grid Islamorada Houseboat - Islamorada, FL
10 8 reviews
Islamorada, FL
21/06 – 26/06
£315/nighttotal: £1575 (5 )

Off-grid Islamorada Houseboat

1 2
barge , Islamorada, Village of Islands
This secluded houseboat in Islamorada, Village of Islands, offers complete privacy and unparalleled access to the Florida Keys' marine ecosystem, its precise location within the vast waterways determining proximity to specific landmarks.
The two-bedroom, one-bathroom floating accommodation sleeps four guests and features a kitchen, air conditioning, internet access, and provides a unique off-grid experience with opportunities for fishing and watersports.

Best pet friendly Islamorada, FL unique stays

Among the 120 accommodations in Islamorada, FL, here are the 4 best pet friendly unique accommodations

1.5 Bedroom, 1 Bath With Back Deck. Pet Friendly With 2 Queen And 2 Twin Beds. - Islamorada, FL
9.6 4 reviews
Islamorada, FL
24/07 – 26/07
£349/nighttotal: £698 (2 )

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

2 2
houseboat , Tavernier
This Tavernier houseboat, situated 0.8km from Mariners Hospital and within 4.8km of both the Florida Keys Dive Center and Harry Harris Park, offers a tranquil waterfront escape.
Sleeping up to four guests in two bedrooms and one bathroom, this self-catering vessel boasts air conditioning, Wi-Fi, and pet-friendly accommodation, with potential for fishing, kayaking, or paddleboarding directly from the boat.
Waterfront Sunset View Aqua Villa At Sea Biscuit @ Mangrove Resort Llc - Islamorada, FL
9.5 52 reviews
Islamorada, FL
21/06 – 26/06
£326/nighttotal: £1630 (5 )

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

2 2
house , Tavernier
This waterfront houseboat resort in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Mariners Hospital, offering easy access to both relaxation and healthcare. The resort boasts excellent user ratings and very good scores for location and cleanliness, ensuring a pleasant stay.
The 46 square metre houseboat features a comfortable layout with one bathroom, perfect for a couple or small family. Guests can enjoy a range of amenities, including a swimming pool, barbecue grills, and a tranquil garden, making it ideal for a relaxing getaway.
Waterfront Sunset View Aqua Villa Dolphin @ Mangrove Marina Resort - Islamorada, FL
9.8 63 reviews
Islamorada, FL
23/07 – 26/07
£350/nighttotal: £1050 (3 )

Waterfront Sunset View Aqua Villa Dolphin @ Mangrove Marina Resort

2 2
house , Tavernier
The Dolphin houseboat is located in Tavernier, Florida Keys, on the Bayside at Mile Marker 91.7, offering a peaceful escape from the hustle and bustle of the Keys. It is situated in a protected cove of Community Harbor, between Key Largo and Islamorada, and has excellent user ratings.
The houseboat has two bedrooms and one bathroom, accommodating up to five guests in a comfortable 56 square metres of space. The houseboat has a well-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and internet access, perfect for enjoying the beautiful surroundings and local attractions.
Florida Keys Boat Trips Multi Activity - Islamorada, FL
Islamorada, FL
28/06 – 01/07
£347/nighttotal: £1041 (3 )

Florida Keys Boat Trips Multi Activity

1 5
boat , Islamorada, Village of Islands
This Islamorada boat rental, located a short walk from Windley Key and 0.8km from Windley Key Fossil Reef Geological State Park, offers easy access to local attractions.
Sleeping up to 11 guests in one bedroom and one bathroom, this vessel boasts private beach access, proximity to Theater of the Sea (2.3km), and allows pets.

Browse Waterfront Unique Stays in Islamorada, FL

Explore beautiful coastal paths whilst basing your holiday at comfortable, coastal unique stays in Islamorada, FL.

Aqua Lodge Houseboat "Yellow Tail " - Islamorada, FL
9.6 77 reviews
Islamorada, FL
28/06 – 01/07
£388/nighttotal: £1164 (3 )

Aqua Lodge Houseboat "Yellow Tail "

1 5
houseboat , Tavernier

Discover 5-Star Unusual Places to Stay in Islamorada, FL

Hand-picked for quality, these luxury unique stays in Islamorada, FL blend coastal character with 5-star comfort.

Houseboat ∙ 1 Bedroom ∙ 4 Guests - Islamorada, FL
Islamorada, FL
18/07 – 22/07
£243/nighttotal: £972 (4 )

Houseboat ∙ 1 Bedroom ∙ 4 Guests

1 4
boat , Islamorada, Village of Islands

Best Unique Stays with a Pool in Islamorada, FL

Enjoy the luxury of an on-site pool during your coastal escape at these unique stays in Islamorada, FL.

Aqua Lodge Houseboat "Captain's Quarters" - Islamorada, FL
9.6 15 reviews
Islamorada, FL
22/06 – 02/07
£364/nighttotal: £3640 (10 )

Aqua Lodge Houseboat "Captain's Quarters"

2 2
houseboat , Tavernier
2/1 Floating Villa W/ Water View The Pelagic - Islamorada, FL
9.6 69 reviews
Islamorada, FL
09/07 – 12/07
£180/nighttotal: £540 (3 )

2/1 Floating Villa W/ Water View The Pelagic

1 5
barge , Islamorada, Village of Islands
Houseboat Offers A Rooftop Deck For Stunning Views Of The Sunrise And Sunset. - Islamorada, FL
9.4 404 reviews
Islamorada, FL
18/07 – 22/07
£433/nighttotal: £1732 (4 )

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

4 4
houseboat , Tavernier
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