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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Fleming Key houseboats

Exterior

1. 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 ￥14,778
￥43,375 total
includes taxes & fees
Aug 21 - Aug 22
Aqua Lodges at Hurricane Hole Marina
Exterior

2. 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, (41 reviews)
"Great set up!!!"
United States
Benjamin
The price is ￥26,530
￥63,956 total
includes taxes & fees
Sep 2 - Sep 3
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Interior

3. 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 ￥87,027
￥129,156 total
includes taxes & fees
Aug 23 - Aug 24
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Marina

4. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"Definitely a unique property. I would recommend this stay for younger or more agile people. Knowing in advance that you will be stepping off the dock into the boat and going down steep steps to get into the living quarters can be tricky. Great Marina View with Marina amenities."
United States
Julia
The price is ￥20,412
￥35,979 total
includes taxes & fees
Sep 19 - Sep 20
Key West Sailboat Getaway
Marina

5. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥28,724
￥76,837 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Houseboat
Terrace/patio

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

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Meadows
10.0 out of 10, Exceptional, (1 review)
"The host and place where amazing!"
United States
Shawn H.
The price is ￥134,496
￥190,470 total
includes taxes & fees
Aug 30 - Aug 31
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Marina

7. 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, (4 reviews)
"Everything was great!"
United States
Terri F.
The price is ￥30,520
￥64,656 total
includes taxes & fees
Sep 2 - Sep 3
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Terrace/patio

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.4 out of 10, Very Good, (13 reviews)
"The host Tina is amazing! "
United States
Denise B.
The price is ￥28,481
￥51,247 total
includes taxes & fees
Aug 27 - Aug 28
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Property grounds

9. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (8 reviews)
"The houseboat is located in a great marina with a nice place to eat, have a drink, and enjoy a swim. The houseboat is very comfortable and clean. The host has excellent communication. It is only 3 miles away from Duval St but far enough away to be serene."
United States
Michael
The price is ￥37,342
￥77,716 total
includes taxes & fees
Sep 2 - Sep 3
Docked in Paradise
1 bedroom, desk, bed sheets

10. 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.
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Marina

11. 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
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is ￥39,496
￥80,459 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
TV, offices

12. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is ￥55,853
￥116,315 total
includes taxes & fees
Aug 26 - Aug 27
Waterfront & Heated Pool - Break Awai Floating Villa
Interior

13. 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 ￥55,853
￥115,517 total
includes taxes & fees
Aug 23 - Aug 24
Waterfront & Heated Pool - Away Awai Floating Villa
Pool

14. 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 ￥66,457
￥84,258 total
includes taxes & fees
Aug 27 - Aug 28
Living the Dream Key West Style
Outdoor pool

15. 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 ￥83,704
￥162,207 total
includes taxes & fees
Sep 19 - Sep 20
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Property grounds

16. 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 ￥79,567
￥153,425 total
includes taxes & fees
Aug 21 - Aug 22
Luxury 2 stateroom Yacht FREE TIME
Private kitchen

17. 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 ￥78,957
￥168,536 total
includes taxes & fees
Sep 16 - Sep 17
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Interior

18. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is ￥68,514
￥161,890 total
includes taxes & fees
Sep 16 - Sep 17
Oceanfront - Break Awai x Away Awai Floating Villas
Dining

19. 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 ￥142,249
￥250,499 total
includes taxes & fees
Sep 19 - Sep 20
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Exterior

20. 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 ￥45,831
￥97,998 total
includes taxes & fees
Sep 1 - Sep 2
3-bedroom catamaran with pool and beach access in amazing Key West!
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

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Awesome"
Todd 2-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
194
Accommodation
61 Houseboats
Lowest Price
￥43,375
Highest Price
￥43,375

Frequently asked questions

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