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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Fleming Key houseboats

Exterior

1. 3-bedroom catamaran with pool and beach access in amazing Key West!

3-bedroom catamaran with pool and beach access in amazing Key West!
Stock Island
The price is AED 1,322
AED 2,604 total
includes taxes & fees
2 Sep - 3 Sep
3-bedroom catamaran with pool and beach access in amazing Key West!
Property grounds

2. Luxury 2 stateroom Yacht FREE TIME

Luxury 2 stateroom Yacht FREE TIME
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"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 3,527
AED 5,682 total
includes taxes & fees
2 Sep - 3 Sep
Luxury 2 stateroom Yacht FREE TIME
Private kitchen

3. 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 1,833
AED 3,916 total
includes taxes & fees
10 Aug - 11 Aug
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Terrace/patio

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
9.0 out of 10, Wonderful, (12 reviews)
"This was the best place I have ever stayed! Tina is an amazing host, the energy was magnificent! "
United States
Ashley S.
The price is AED 661
AED 1,175 total
includes taxes & fees
6 Aug - 7 Aug
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Pool

5. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is AED 1,543
AED 1,945 total
includes taxes & fees
18 Aug - 19 Aug
Living the Dream Key West Style
Marina

6. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is AED 735
AED 1,822 total
includes taxes & fees
2 Sep - 3 Sep
Cozy Houseboat
Dining

7. Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Stock Island
The price is AED 3,302
AED 5,752 total
includes taxes & fees
2 Sep - 3 Sep
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Exterior

8. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (39 reviews)
"Great stay and an excellent host! "
United States
Mike T.
The price is AED 611
AED 1,439 total
includes taxes & fees
3 Sep - 4 Sep
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Outdoor pool

9. 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)
The price is AED 1,943
AED 3,681 total
includes taxes & fees
2 Sep - 3 Sep
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
TV, offices

10. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is AED 1,286
AED 2,662 total
includes taxes & fees
10 Aug - 11 Aug
Waterfront & Heated Pool - Break Awai Floating Villa
Shower, hair dryer, towels, shampoo

11. 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 1,359
AED 2,734 total
includes taxes & fees
2 Sep - 3 Sep
Waterfront & Heated Pool - Away Awai Floating Villa
Marina

12. 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 1,390 total
includes taxes & fees
7 Aug - 8 Aug
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Marina

13. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Daniel was an amazing host! He was always available across multiple medias - phone text email in-person. Anytime I had a question or issue, he responded immediately and my concerns were rectified same day. While Daniel was touring me around the premises, he even gave me a lift on the skiff to pick up a bag of ice, and tipped the attendant! Daniel is a thoughtful host, and there were many things that made my Air B&B stay one-of-a-kind! I was 'Blown Away' ..."
United States
Jacqueline D.
The price is AED 474
AED 824 total
includes taxes & fees
27 Aug - 28 Aug
Key West Sailboat Getaway
Marina

14. 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, (3 reviews)
"Everything was great!"
United States
Terri F.
The price is AED 744
AED 1,520 total
includes taxes & fees
6 Aug - 7 Aug
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Marina

15. 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 2,025 total
includes taxes & fees
31 Aug - 1 Sep
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Property grounds

16. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Comfortable and affordable stay. Loved having access to the pool, etc."
United States
Jessica R.
The price is AED 859
AED 1,748 total
includes taxes & fees
3 Sep - 4 Sep
Docked in Paradise
Exterior

17. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (194 reviews)
"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"
United States
Emily
The price is AED 409
AED 1,076 total
includes taxes & fees
19 Aug - 20 Aug
Aqua Lodges at Hurricane Hole Marina
1 bedroom, desk, bed sheets

18. 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 1,074
AED 1,595 total
includes taxes & fees
12 Aug - 13 Aug
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Interior

19. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is AED 2,211
AED 4,559 total
includes taxes & fees
2 Sep - 3 Sep
Oceanfront - Break Awai x Away Awai Floating Villas
Interior

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

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Meadows
The price is AED 2,020
AED 2,987 total
includes taxes & fees
2 Sep - 3 Sep
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
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 Fleming Key Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Some added on fees that werent expected but place was very nice!"
Trey 4-night trip
Posted less than an hour ago
Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

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