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

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Sugarloaf Key houseboats

Exterior

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

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.4 out of 10, Good, (38 reviews)
"Our stay was good. Yacht was as described. There were fans provided in the bedrooms downstairs so we were comfortable. There is an info book provided which helped a lot. "
United States
Faith C.
The price is AED 680
AED 1,561 total
includes taxes & fees
29 Jun - 30 Jun
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Exterior

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (190 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is AED 327
AED 984 total
includes taxes & fees
30 Jun - 1 Jul
Aqua Lodges at Hurricane Hole Marina
2 bedrooms, free WiFi, bed sheets

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
9.2 out of 10, Wonderful, (11 reviews)
"If you are looking for a fun adventure stay this is the place for you, host was amazing from start to finish. Ocean views at sunset are amazing!"
United States
Barry
The price is AED 661
AED 1,190 total
includes taxes & fees
29 Jun - 30 Jun
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Marina

Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
The price is AED 408
AED 740 total
includes taxes & fees
5 Jul - 6 Jul
Key West Sailboat Getaway
Pool

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
The price is AED 815
AED 3,100 total
includes taxes & fees
1 Jul - 2 Jul
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Pool

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is AED 1,175
AED 1,473 total
includes taxes & fees
28 Jun - 29 Jun
Living the Dream Key West Style
Marina

Cozy Houseboat

Cozy Houseboat
Stock Island
The price is AED 735
AED 1,862 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Houseboat
Property grounds

Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Houseboat was lovely! We truly enjoyed our stay. Josh was very responsive and helpful and the amenities at the marina and hotel were excellent."
United States
Susan T.
The price is AED 955
AED 1,911 total
includes taxes & fees
29 Jun - 30 Jun
Docked in Paradise
Marina

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
10.0 out of 10, Exceptional, (1 review)
"The marina was beautiful boat was quiet, relaxing close to everything but far enough away from the craziness of downtown. Plentyto do close by in and it’s a short drive to Key West my girlfriend said it was by far the best Mother’s Day ever couldn’t be happier. "
United States
Tyler L.
The price is AED 1,028
AED 1,892 total
includes taxes & fees
1 Jul - 2 Jul
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Marina

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

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Stock Island
10.0 out of 10, Exceptional, (6 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
United States
Erin S.
The price is AED 1,047
AED 1,657 total
includes taxes & fees
28 Jun - 29 Jun
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Fridge, stovetop, coffee/tea maker, toaster

Super-Cozy boat in Key West!

Super-Cozy boat in Key West!
Key West
7.2 out of 10, Good, (10 reviews)
"Polite host, very helpful and for Weekend stay in a boat, it's worth it."
United States
Thulasi
Super-Cozy boat in Key West!
Property grounds

Luxury 2 stateroom Yacht FREE TIME

Luxury 2 stateroom Yacht FREE TIME
Stock Island
10.0 out of 10, Exceptional, (1 review)
"My family and I had a wonderful stay on the boat. We had everything we could possibly need and then some. We would love to book the boat again next time we are down in Key West. Thank you for such a great experience. Cor (host) was great with our last minute booking and JD did a fantastic job setting everything up for us. A BIG Thank You from your Texas friends."
United States
Jennifer S.
The price is AED 1,980
AED 3,636 total
includes taxes & fees
29 Jun - 30 Jun
Luxury 2 stateroom Yacht FREE TIME
1 bedroom, desk, bed sheets

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Affordable, Adventurous Houseboat on-the-water in Key West Florida
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Wonderful getaway on the water! Quite the adventure! Comfy bed! Clean and well stocked! Would do it again!"
United States
lisa w.
The price is AED 1,015
AED 1,499 total
includes taxes & fees
4 Jul - 5 Jul
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
The price is AED 826
AED 1,398 total
includes taxes & fees
30 Jun - 1 Jul
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Private kitchen

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought. "
United States
Michelle C.
The price is AED 1,649
AED 3,720 total
includes taxes & fees
30 Jun - 1 Jul
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Property grounds

Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is AED 1,286
AED 2,648 total
includes taxes & fees
28 Jun - 29 Jun
Waterfront & Heated Pool - Away Awai Floating Villa
Dining

Key West Luxury Houseboat

Key West Luxury Houseboat
Stock Island
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay in Key West. Brad was very welcoming."
United States
Christopher A.
Key West Luxury Houseboat
Marina

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Stock Island
The price is AED 1,047
AED 2,011 total
includes taxes & fees
28 Jul - 29 Jul
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
TV, offices

Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is AED 2,527
AED 4,155 total
includes taxes & fees
28 Jul - 29 Jul
Waterfront & Heated Pool - Break Awai Floating Villa
Outdoor pool

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

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stock Island
10.0 out of 10, Exceptional, (1 review)
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sugarloaf Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"It is a wonderful property. Not close to Old Town but the hotel offers a free shuttle so that was wonderful but we loved the location and the property. Will stay there when we return."
Jason 5-night trip
Posted less than an hour ago
Hampton Inn Key West FL

Frequently asked questions

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