Sugarloaf Key, FL Houseboats from AED 1,094

A waterfront with a pier, calm water, and houses with palm trees in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Sugarloaf Key houseboats

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

1. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

AED 1,206 total

includes taxes & fees

15 Nov - 16 Nov

A balcony with a white wicker chair, a blue mat, and a red bench.

2. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Stock Island

Darren

AED 1,094 total

includes taxes & fees

16 Nov - 17 Nov

A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

3. Key West Sailboat Getaway

Stock Island

""Blown Away" is a wonderful option for travelers looking for a unique stay near Key West. David was a super helpful host. The boat was the perfect size for my friend and me to stay for the weekend. We really enjoyed the outside area on the boat and all the amenities in the marina. Definitely recommend Portside Bar and Grill for food close by. The shuttle from the front of the hotel was also great for exploring Duval."

Caroline W.

A cozy interior with a patterned sofa, a small table, and a decorative curtain.

4. 2-bedroom boat in fabulous Key West with kayaks

Stock Island

Chris

AED 803 total

includes taxes & fees

15 Nov - 16 Nov

A marina with multiple sailboats docked, clear skies, and calm water.

5. Cozy Houseboat

Stock Island

A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

6. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

Stock Island

Benjamin

AED 1,767 total

includes taxes & fees

15 Nov - 16 Nov

A white yacht named 'MÉDUSE' docked at a marina with other boats, palm trees, and a clear sky.

7. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

Stock Island

Erin S.

AED 1,417 total

includes taxes & fees

18 Nov - 19 Nov

A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

8. 3-bedroom catamaran with pool and beach access in amazing Key West!

Stock Island

AED 2,333 total

includes taxes & fees

15 Nov - 16 Nov

A bed with a quilted grey bedspread and two pillows with a tropical print design.

9. Counting Stars, sailboat. Resort and pool access

Stock Island

Andrea S.

A modern cafe with wooden tables and chairs, artwork on the walls, and a large window providing natural light.

10. Sailboat Stay • Marina Pools • 15 Min Key West

Stock Island

AED 1,575 total

includes taxes & fees

15 Nov - 16 Nov

A hot tub with a view of a marina and boats during sunset.

11. Living the Dream Key West Style

Stock Island

Zach C.

AED 1,943 total

includes taxes & fees

15 Nov - 16 Nov

A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

12. Docked in Paradise

Stock Island

Michael

AED 2,257 total

includes taxes & fees

22 Nov - 23 Nov

A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.

13. Waterfront & Heated Pool - Away Awai Floating Villa

Stock Island

Stefanie S.

A modern living room with a large window overlooking a marina with boats.

14. Waterfront & Heated Pool - Break Awai Floating Villa

Stock Island

A pool area with palm trees, lounge chairs, and umbrellas.

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

Stock Island

A modern kitchen with a large island, a seating area with a sofa and chairs, and a view of the marina through large windows.

16. Oceanfront - Break Awai x Away Awai Floating Villas

Stock Island

AED 4,421 total

includes taxes & fees

18 Nov - 19 Nov

A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

17. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

Meadows

AED 3,092 total

includes taxes & fees

25 Nov - 26 Nov

A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

18. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

Meadows

Shawn H.

AED 3,735 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Find vacation rentals that suit your style

Cottages

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Friendly staff, great adult pool and service. Allergy friendly food options, great location."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"The well known roosters are great and to be respected, however, they WILL wake you up at 4am, despite the (poor) quality earplugs provided by the hotel. The hotel in itself is basic and the room could do with some modernising and a spruce up, however it was very clean. The shower and the taps had the worst water pressure I’ve experienced in an hotel, the lift on the 2nd floor was broken. There’s really not many alternatives as the layout is somewhat chaotic, so trying to find another lift was not easy. When I reported this nobody was really bothered, more of shoulder being shrugged whilst we lugged 80kg down the steps. However, it’s a practical hotel with, my opinion a very high priced resort tax. The only benefit to this is the free shuttle to the touristy parts in the Keys. Breakfast was basic but ok, I am shocked at the sheer ‘disposable’ approach to the rubbish at such a large hotel chain. There’s nowhere in the breakfast hall to recycle all of their recyclable breakfast items & utensils. Plastic cups, plates, cutlery and cartons are all destined for landfill which I can’t comprehend in all honesty. Pool was nice and the staff at the bar were so welcoming and friendly, as were all of the staff. I’d stay here again but I think the price is overall quite high for what you get in return."

Frequently asked questions

Why book your houseboat in Sugarloaf Key with Expedia?

Reserving a houseboat in Sugarloaf Key is as simple as entering your travel dates and choosing the option that suits your style. On the lookout for a floating retreat that's inexpensive or upscale, or a stay that also includes a hot tub? Use Expedia's search filters to narrow your results even further and find your ideal match.

How can I find cheap houseboats in Sugarloaf Key?

If you're looking for good deals on houseboats in Sugarloaf Key, you'll want to add several filters to your search. Start by sorting your results by price so that the cheapest choices appear first on the page. Then, change your filters to suit your budget. Also, don't forget to sign up to our free rewards program, One Key™, for member-only offers. Expedia will help you find your perfect floating getaway whatever your budget or plans.

Explore a world of travel with Expedia

Midsize Car Rentals in Summerland Key

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sugarloaf Key houseboats

1. Aqua Lodges at Hurricane Hole Marina

2. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

3. Key West Sailboat Getaway

4. 2-bedroom boat in fabulous Key West with kayaks

5. Cozy Houseboat

6. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

7. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

8. 3-bedroom catamaran with pool and beach access in amazing Key West!

9. Counting Stars, sailboat. Resort and pool access

10. Sailboat Stay • Marina Pools • 15 Min Key West

11. Living the Dream Key West Style

12. Docked in Paradise

13. Waterfront & Heated Pool - Away Awai Floating Villa

14. Waterfront & Heated Pool - Break Awai Floating Villa

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

16. Oceanfront - Break Awai x Away Awai Floating Villas

17. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

18. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

Find vacation rentals that suit your style

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Southernmost Inn - Adults Only

Sugarloaf Key Hotel at KOA Resort

Ibis Bay Beach Resort

Parrot Key Hotel & Villas

Sugarloaf Key RV Resort & Cottages

La Concha Key West, Autograph Collection

Frequently asked questions

Explore a world of travel with Expedia

Search Houseboats in Sugarloaf Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sugarloaf Key houseboats

1. Aqua Lodges at Hurricane Hole Marina

2. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

3. Key West Sailboat Getaway

4. 2-bedroom boat in fabulous Key West with kayaks

5. Cozy Houseboat

6. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

7. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

8. 3-bedroom catamaran with pool and beach access in amazing Key West!

9. Counting Stars, sailboat. Resort and pool access

10. Sailboat Stay • Marina Pools • 15 Min Key West

11. Living the Dream Key West Style

12. Docked in Paradise

13. Waterfront & Heated Pool - Away Awai Floating Villa

14. Waterfront & Heated Pool - Break Awai Floating Villa

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

16. Oceanfront - Break Awai x Away Awai Floating Villas

17. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

18. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

Find vacation rentals that suit your style

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Frequently asked questions

Explore a world of travel with Expedia