Windley Key Houseboats from CA $354

A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

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Our top choices for Windley Key houseboats

A row of floating cottages with balconies and outdoor seating, docked along a waterway.

1. Treasure Harbor

Islamorada

Laura

CA $354 total

includes taxes & fees

Oct 21 - Oct 22

2. Amazing boat in the heart of key largo with hotel amenities

Key Largo

CA $241 total

includes taxes & fees

Oct 30 - Oct 31

A boat docked at a marina with a flag, a ladder, and a name 'Interflute' on the side.

3. Perfect 3-bedroom boat in Key Largo for a relaxing getaway

Key Largo

CA $339 total

includes taxes & fees

Oct 23 - Oct 24

A parking area with covered parking spaces and a building with a balcony.

4. ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

Key Largo

Kevin J.

CA $412 total

includes taxes & fees

Nov 2 - Nov 3

A compact kitchen with a dishwasher, a microwave, and a sink. There is a window with a view of the outdoors, and a ceiling fan.

5. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Tavernier

Michelle P.

CA $634 total

includes taxes & fees

Oct 21 - Oct 22

A marina with a building labeled "Sea Horse" featuring a covered deck area, railings, and a clear view of the water.

6. 1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Tavernier

Ryan K.

CA $664 total

includes taxes & fees

Oct 22 - Oct 23

A floating house with a thatched roof, large sliding glass doors, and a wooden deck with a chair.

7. Premium Floating Bungalow by Stay Ombi

Key Largo

Deivys

CA $1,035 total

includes taxes & fees

Oct 26 - Oct 27

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Top Windley Key Hotel Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton

8/10 Good

"The property is beautiful, we had a gorgeous view, loved the walkways and facilities. Great location close to great restaurants, shops, snorkeling and kayaking trips. Our room was not ready until close to 5 p.m. when check-in is supposed to be at 4 p.m. Check-in was not welcoming, and the entire time we were there a dog was permitted to swim in the area where people were swimming."

Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"Every employee was very nice, tiki bartender was so friendly, the breakfast was amazing, big room with coffee and refrigerator were nice to have, pool, beach and kayaks were fun. easy parking and access right into the room, can’t wait to come back after the remodel. Sunset from the beach was a highlight."

Chesapeake Beach Resort

10/10 Excellent

"The room we had was exceptional, the view was awesome. The bar area was a nice amenity. Although this is a pet friendly hotel, seems like some people do not feel the need to pick up after their pets, if you know what I mean. So that was why I couldn’t give the grounds a five star."

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"We've stayed at many places over the years . This place and the room that we had were the best . Waking up in bed to a view of the ocean can't be beat. It is situated on the most luxurious of all the keys.. can't wait to return ."

Waterside Suites & Marina

10/10 Excellent

"The hotel was conveniently located, close to all the main attractions in Key Largo, which made it easy to get around. The room was cozy and comfortable. The only downside was that the room was on the second floor, which was a bit inconvenient. Overall, it was a nice stay and a good location for exploring the area."

Find out more about Windley Key

Windley Key Houseboats information

Number of reviews	408
Accommodation	18 Houseboats
Lowest Price	CA $354
Highest Price	CA $1,035

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windley Key houseboats

1. Treasure Harbor

2. Amazing boat in the heart of key largo with hotel amenities

3. Perfect 3-bedroom boat in Key Largo for a relaxing getaway

4. ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

5. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

6. 1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

7. Premium Floating Bungalow by Stay Ombi

Find vacation rentals that suit your style

Top Windley Key Hotel Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Lime Tree Bay Resort

Hampton Inn Key Largo Manatee Bay

Reefhouse Resort & Marina

Chesapeake Beach Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Waterside Suites & Marina

The Pelican Key Largo Cottages

Sunset Cove Beach Resort

Find out more about Windley Key

Windley Key Houseboats information

Explore a world of travel with Expedia

Search Houseboats in Windley Key from CA $354

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windley Key houseboats

1. Treasure Harbor

2. Amazing boat in the heart of key largo with hotel amenities

3. Perfect 3-bedroom boat in Key Largo for a relaxing getaway

4. ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

5. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

6. 1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

7. Premium Floating Bungalow by Stay Ombi

Find vacation rentals that suit your style

Top Windley Key Hotel Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Windley Key

Windley Key Houseboats information

Explore a world of travel with Expedia