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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Houseboats in Raccoon Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (115)
"This was a terrific quick visit, will be back next year for a longer stay. Boat was clean, deck was nice to sit and have a meal or watch the water and the activities. Recommend highly!"
The price is AU$683
includes taxes & fees
20 Feb - 21 Feb
Aqua Lodges at Hurricane Hole Marina
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Miscellaneous

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

10.0 out of 10, Exceptional, (4)
"Was just a teaser initial trip to Key West but staying on the water was awesome! Beautiful views and great amenities. Kevin and Captain Philip were great throughout the whole process including great local recommendations! One thing to note, if you are 6’ plus, will need to watch your head and the steps downstairs require concentration. As a shorter person (barely 5’!) it all worked perfectly for me! Look forward to staying again and taking the boat out next time! "
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
34’ Catamaran Sailboat
Interior

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (31)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Property grounds

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

9.8 out of 10, Exceptional, (17)
"Rented this nice boat for 2 nights for a two 60-somethings and three 20-somethings. From "A to Z" it meet or exceeded our expectations. Boat was a bit old, the carpets, etc. were more that a bit "dingy", and 5 adults certainly "maxed out" the space.... but we didn't care much. It was such a unique experience for our 3 younger guests who had NEVER been on a boat before. The harbor is very nice with good restaurants. etc. Jim our "check-in /out" guy was great. Jeff our captain for our 4 hour boat...
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Interior

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

10.0 out of 10, Exceptional, (2)
"We used our paddle boards to get back to the docks to uber around town. We also were able to pick up a pizza at the ocean wall! It was an amazing way to visit Key West! Very peaceful! Great Location! Definite ocean front! Can’t get any closer! Wonderful experience! Absolutely would do it again! "
The price is AU$565
includes taxes & fees
20 Feb - 21 Feb
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Fridge, microwave, oven, stovetop

LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

9.8 out of 10, Exceptional, (80)
"Loved the location, and the boat. it was a joy to stay on board "
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Cozy Houseboat “Wild One”
Property grounds

Cozy Houseboat “Wild One”

10.0 out of 10, Exceptional, (6)
"My friend and I absolutely loved staying on this sweet houseboat!!! It is charming and has everything you need for a relaxing stay! The sunset, sunrise and stars were beautiful. The owners are fantastic! Everything was explained well and communication before and after the stay was great! If we ever make it back to Florida, we will plan our trip around this VRBO!! It’s perfect!!! "
The price is AU$814
includes taxes & fees
2 Mar - 3 Mar
Cozy Houseboat “Wild One”
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Property grounds

Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!

10.0 out of 10, Exceptional, (1)
"Having done power cat trips in BVI and Exumas we thought it would be fun to stay on a boat during our visit to Key West. Having the hotel pool and amenities made it feel like a resort stay. The boat was clean and spacious. Only negative is you can’t flush the toilet paper and have to put"
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Luxury 62' Yacht! In a Beautiful Resort
Outdoor pool, a heated pool

Luxury 62' Yacht! In a Beautiful Resort

10.0 out of 10, Exceptional, (7)
"Excellent boat, excellent stay. Would love to return."
Luxury 62' Yacht! In a Beautiful Resort
Ocean views! <br>I didn’t do it too
Exterior

Ocean views! <br>I didn’t do it too

10.0 out of 10, Exceptional, (13)
"Located in a very quiet bay. Houseboat is super clean and Bill is great to work with - very responsive to questions and needs. There is not much in walking distance, so a golf cart (highly recommend), scooter, or bike would be necessary."
Ocean views! <br>I didn’t do it too
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

8.4 out of 10, Very good, (17)
"Owners communicated well. They had the sewage pumped out before we came & while we were there. At times we noticed an odor but Febreeze seemed to help. I am sure staying in the marina you have odors like that. I only used the microwave & it worked well - cooking free vacation. The A/C was cold, except when the breakers tripped. Glad my husband & son knew how to flip them back on. We were gone most of the time, only slept & showered there & watched OSU win!"
The price is AU$814
includes taxes & fees
20 Feb - 21 Feb
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Pool

Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!

10.0 out of 10, Exceptional, (4)
"Our stay was wonderful. Tom was extremely helpful with anything we needed and great person to work with.would definitely stay again. "
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Ocean views! <br>Luxury suites
Beach nearby

Ocean views! <br>Luxury suites

10.0 out of 10, Exceptional, (24)
"This is a hidden treasure. Quiet, secluded, great paddling. The hosts give great recommendations on paddling and dining. Perfect!"
Ocean views! <br>Luxury suites
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Property grounds

5 star resort living w/ pool! Family sized w/ full kitchen & great views!

6.8 out of 10, (17)
"Had alot of fun on this Classic...Host was very kind."
The price is AU$1,043
includes taxes & fees
26 Feb - 27 Feb
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
The Crystalmarine Suite – Rustic Luxury on the Sea
Interior

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0 out of 10, Exceptional, (3)
"We wanted a unique experience when visiting Key West and thought staying on the water would be fun. The house boat was charming and, even though the weather was cool, we enjoyed staying on the water. We are sure, during warmer weather, it would have been even better."
The price is AU$1,329
includes taxes & fees
1 Mar - 2 Mar
The Crystalmarine Suite – Rustic Luxury on the Sea
Happy’s Houseboat Key West
Exterior

Happy’s Houseboat Key West

9.2 out of 10, Wonderful, (19)
"This was one of our best stays ever! This boat is not fancy but served us well. Key West is busy and full of people, we had our own little piece of paradise for 2 nights. Fished right off the boat, had a little skiff of our own to go back and forth and Vaughn treated us well. We would love to come back someday! Thank you:)"
Happy’s Houseboat Key West
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Sun-loungers, beach towels

Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.

10.0 out of 10, Exceptional, (1)
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Double Cabin Luxury Power Motor Yacht in Key West
Miscellaneous

Double Cabin Luxury Power Motor Yacht in Key West

10.0 out of 10, Exceptional, (1)
"Absolutely perfect for our needs and surpassed our hopes. So close to Key West for the festivities and far enough away to relax and just enjoy our time together. Our host was fantastic and very accommodating!!"
Double Cabin Luxury Power Motor Yacht in Key West
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Interior

Southern Bell is a Beautiful Houseboat cozy and relaxing.

10.0 out of 10, Exceptional, (4)
"The houseboat was great. Right next to Key West in stock island. The host and his crew were excellent, couldn’t ask for a better stay and better people!"
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Reduced Rate! 46’ Yacht in Beautiful Resort!
Outdoor pool, a heated pool

Reduced Rate! 46’ Yacht in Beautiful Resort!

Reduced Rate! 46’ Yacht in Beautiful Resort!
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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Other property types in Raccoon Key

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aerial view

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (82)
"Great trip with 16 people for a 50th birthday party. Host was very helpful and informative throughout the trip. Great for large groups."
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (115)
"This was a terrific quick visit, will be back next year for a longer stay. Boat was clean, deck was nice to sit and have a meal or watch the water and the activities. Recommend highly!"
The price is AU$683
includes taxes & fees
20 Feb - 21 Feb
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (289)
"I had a great experience with my family!"
The price is AU$1,003
includes taxes & fees
13 Mar - 14 Mar
Hyatt Vacation Club at Sunset Harbor, 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.

Frequently asked questions

How much do houseboats in Raccoon Key cost?
You can expect to pay between and per night for a houseboat in Raccoon Key. Whatever your budget and wherever you plan to set sail, these floating getaways guarantee a holiday with a difference. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many houseboats are there in Raccoon Key?
There are houseboats in Raccoon Key. No matter if you’re taking a trip with the little ones or planning a break with your besties, Expedia will help you find a suitable getaway on the water.
What is there to do in Raccoon Key near my houseboat?
Whatever you love doing, Raccoon Key has plenty to keep you going. Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park are on most visitors’ schedules. Don’t leave without exploring Higgs Beach, Key West Aquarium and Boca Chica Nude Beach either. With Expedia’s hotel deals in Raccoon Key, you’ll be able to discover more fantastic attractions like these with the money you save.