Beginning of main content

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Key West Houseboats

Key West: 3 BR, 2 BA Luxury Yacht; Special Now!
Key West: 3 BR, 2 BA Luxury Yacht; Special Now!
Key West, FL
$237
Guests staying at this houseboat can enjoy a fitness center, barbecue grills, and a garden.
KEY West Livin' Beautiful 50' Yacht With 3 Bed, 2 Bath Sleeps 6
KEY West Livin' Beautiful 50' Yacht With 3 Bed, 2 Bath Sleeps 6
Key West, FL
A fitness center and a sauna are features at this houseboat.
Sail Boat Catamaran / House Boat/ Key West
Sail Boat Catamaran / House Boat/ Key West
Key West, FL
At this houseboat, guests have access to features like laundry facilities. This smoke-free houseboat also has barbecue grills.
Artsy Houseboat Wake up on the Water in Key West
Artsy Houseboat Wake up on the Water in Key West
Key West, FL
This houseboat is a smoke-free houseboat.
Luxurious House Boat - Casa Verità
Luxurious House Boat - Casa Verità
Key West, FL
Guests of this houseboat enjoy sun loungers and beach towels.
57 Foot Private Catamaran, Come and Enjoy key West in Style!
57 Foot Private Catamaran, Come and Enjoy key West in Style!
Key West, FL
Guests of this houseboat enjoy features like an outdoor pool, a fitness center, and barbecue grills.
See the Sunrise From Your Sailboat!
See the Sunrise From Your Sailboat!
Key West, FL
This houseboat is a smoke-free houseboat.
Ile Du Soleil
Ile Du Soleil
Key West, FL
This houseboat is a smoke-free houseboat.
You Wont Find a Better Location for Your Key West Stay
You Wont Find a Better Location for Your Key West Stay
Key West, FL
This houseboat is a smoke-free houseboat.

Key West Accommodation by the Lake

Pier House Resort & Spa
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
$225
4.5/5 (58 reviews)

The Pier House is our favorite place to stay. The location is perfect, rooms are nice, and the private beach is amazing! We stayed there in September for my best friend's birthday and we already booked again for the end of the month. Highly recommended!

Reviewed on Oct 7, 2020
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. The front desk has multilingual staff on hand 24/7 ...
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4.0 out of 5.0 Zero Duval St., Key West, FL
$229
4.5/5 (57 reviews)

Fantastic location, Friendly staff, Beautiful Waterfront Views. Could not ask for more!

Reviewed on Sep 20, 2020
Guests staying at Ocean Key Resort - A Noble House Resort enjoy access to a full-service spa, an outdoor pool, and free WiFi in public areas. Valet parking is ...
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 out of 5.0 5950 Peninsular Avenue, Key West, FL
$139
4.4/5 (100 reviews)

Best experince ever. Great place i love it. I have a great time. I will reccommed to all my friends and family.

Reviewed on Oct 12, 2020
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour fitness center. If you drive, self parking is USD ...
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4.0 out of 5.0 601 Front St, Key West, FL
$229
4.4/5 (52 reviews)

I did a lot of research on which hotel to stay at. We have always stayed at AirBNBs, but with Covid, they are hard to come by. The Hyatt is without a doubt the best place to stay at. walk to everything, ocean view, beach area, water toys, etc. Do yourself a favor and stay here. You will not regret ...

Reviewed on Jul 28, 2020
At Hyatt Centric Key West Resort and Spa, guests enjoy a marina, an outdoor pool, and a 24-hour fitness center. Valet parking is available for USD 27 per night. ...
Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
$238
4.3/5 (184 reviews)

The perfect location for our family of 4. I chose this place because we were looking for a resort with a beach. It's one of the few in Key West with a beach. The resort itself is huge. It has 3 pools and a beach perfect for the kids. There are plenty of places to hang out and just relax or to sit ...

Reviewed on Oct 12, 2020
Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is offered for USD 31.50 per day. ...
Hyatt Residence Club Key West, Windward Pointe
Hyatt Residence Club Key West, Windward Pointe
3.5 out of 5.0 3675 South Roosevelt Boulevard, Key West, FL
$299
4.2/5 (9 reviews)

Negatives: no gym, loud next to airport, limited eating, far from things to do on other side of island. Positives: Nice staff, nice property, great rooms, nice pool Overall it was nice and what we expected except for no gym and limited eating at property but almost everyone on the island delivers ...

Reviewed on Jun 28, 2020
At Hyatt Residence Club Key West, Windward Pointe, guests have access to an outdoor pool, a spa tub, and free WiFi in public areas. Free parking is available ...
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 out of 5.0 2801 N Roosevelt Blvd, Key West, FL
$149
4.2/5 (43 reviews)

Landscaping was outstanding. Rooms were very nice. Close to restaurants.

Reviewed on Feb 13, 2020
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a fitness center, and free WiFi in public areas. Valet parking is available for ...
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 out of 5.0 3031-41 N Roosevelt Blvd, Key West, FL
$109
4.0/5 (48 reviews)

Good stay. Clean rooms. Also like that the hotel is located far enough away from the hustle and bustle of Duvall street. The only negative is that the air conditioner was noisy and kept turning on regardless of the temperature setting I selected. 2 of the 3 nights of my stay I had to turn it off ...

Reviewed on Oct 19, 2020
Guests of Courtyard by Marriott Key West Waterfront have access to an outdoor pool, a 24-hour fitness center, and a spa tub. If you drive, take advantage of ...
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5.0 3101 N. Roosevelt Blvd, Key West, FL
$104
3.9/5 (88 reviews)

We love Tracy, minor issue with room at check in he fixed it ASAP. Free shuttle, great food, loved the tortoise exhibit, the birds and the iguanas! We also saw a horseshoe crab and a casiopia jellyfish! Will definitely stay there again!

Reviewed on Sep 21, 2020
Guests of Ibis Bay Beach Resort have access to a marina, a full-service spa, and an outdoor pool. Transportation is made easy with an area shuttle for a fee. ...
Map

What are the top Stock Island houseboat rentals?

  • Boca Chica Basin Houseboat: This 27-foot sailboat is accessible by a 5-minute kayak ride—which you can also use for paddling around nearby. Grill on the deck, then eat outside as you watch the sunset. Choose from two cozy bedrooms when it’s time to get some rest.
  • Southern Crosser: This 3-bedroom houseboat for rent in Key West is docked in Stock Island Marina Village, which has a pool, fitness center and area shuttle. Bonus: You can take this boat out on the water for a daily fee, and they’ll throw in snorkel and paddleboard gear, too.

What are the best luxury houseboat rentals in the Florida Keys?

  • New Town Luxury Yacht: This Key West houseboat is docked at a resort marina, complete with an infinity pool, restaurants and beach shuttles. But it’s what’s inside that counts: a Keurig coffee maker, TVs in every room and loungers on the bow are just a few of the touches that make this houseboat a top luxury pick.
  • The Free Spirit: Docked on the southeast corner of Stock Island, this 75-foot yacht has it all: a gourmet kitchen, living room and dining room, air conditioning and multiple sundecks. You can even have a cook or captain on staff or charter the boat for a day trip out to sea.

What are the best stationary houseboat rentals in Key West?

  • Le Secret Yacht: With a 5-minute walk to tons of Old Town attractions like the Little White House and Audubon House, you can’t get a better location. When you’re not exploring the area, you can soak up the sea air in the on-board hot tub or enjoy a meal in the living room or on the stern seating area.
  • Key West Livin’: This houseboat rental in Key West is the best of all worlds: the 50-foot yacht is stationary, but there’s a smaller boat moored to it that’s available for charters. The boat sleeps up to six and has a full kitchen and eating area, so bring all your friends along for a fishing trip or getaway to remember.

Hotel Options in Key West

See all 1,725 Properties in Key West
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.