Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Bungalows
Condos
Cottages
Estates
Homes
Lodges
Studios
Townhomes
Villas
Yachts
Barns
Cabins
Castles
Chalets
Farmhouses
Hotels

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Florida Keys Yacht Rentals with Online Payment(12)

12 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(33)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(10)
$650 - $695
per night
4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 night minimum stay
(36)
$350
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(24)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
$199
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 5 night minimum stay
(10)
$1,000 - $1,600
per night
2 - 6 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 6
2 - 6 night minimum stay
(6)
  • 4 BR,
  • 2 BA,
  • Sleeps 11
2 night minimum stay
 

Recent Florida Keys Reviews

Amazing stay for a great weekend in Key West!

5 of 5
We had such a wonderful time staying on the boat this past weekend. The harbor is beautiful, the boat was exactly as described, and we were able to get back and forth from Duval Street with ease.The owner, Alex, was a pleasure to work with and very helpful. I recommend this to anyone, and, as someone who's been to Key West many times, recommend this over a hotel any day! Thanks again Alex! Jason
  • Submitted: Oct 27, 2014
  • Stayed: Oct 2014

Great overall stay

5 of 5
Boat is as advertised. Marina is very welcoming with lots of amenities. Boat itself is a little old but well kept. Check in and check out were a breeze and everything went smoothly.
  • Submitted: Jun 15, 2014
  • Stayed: Jun 2014

Best time ever in Key West after 40 years of visiting Key West

5 of 5
I am a vistor of the Keys for more than 40 years and staying with KW Sailing Adventure is the best. You get the best of everthing Key West and it´s surrounding seas have to offer. Old Town Key West, the Hemingway house, the Mel Fisher museum, the Aquarium, the arquitecture, the ambiance, Historical bars and eateries, great shopping and Maollory Docks with it´s sunset show. And this is just the beginning. You get to enjoy the real reason we come to the Keys, the ocean. You get to enjoy the true wonder of the keys on and below the sea, sleep under the stars, eat FRESH seafood with pampering second to none. I will not stay anywhere else.
  • Submitted: Aug 8, 2010
  • Stayed: Mar 2010