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Houseboat holiday rentals in Caribbean

Find and book unique houseboat rentals on Airbnb

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Popular amenities for houseboat rentals in Caribbean

Family-friendly houseboat rentals

Boat in Tavernier
4.67 out of 5 average rating, 24 reviews

"Manatee" Houseboat with rooftop sunset view

ElizabethRating, 5 stars41 months ago
Great customer service and very friendly staff We stayed on the Manatee boat and it was very clean with some minor issues the staff would be happy to attend to if I asked them. We just didn’t use the tv much, but it wouldn’t turn off so we just placed it on soft music and used it for a sleep aid 🤷🏻‍♀️🥰 Mike, the guy there recommended we stay in the Grey Lady next time but this was a great experience for us.
Boat in Tavernier
4.61 out of 5 average rating, 18 reviews

Aqua Lodge Houseboat -"Conch Shell"

AnabellRating, 5 stars78 months ago
Great host; very attentive! Great experience, clean, and ad is accurate.
Boat in Tavernier
4.88 out of 5 average rating, 48 reviews

Aqua Lodge Houseboat "Yellow Tail "

SaraRating, 5 stars2 months ago
We stayed at this wonderful houseboat as we began our trip to the Florida Keys and it was perfect! We saw manatees, enjoyed dinner at the outdoor bar with locals, and had a beautiful view of the sunset. Great location with a wonderful host!
Home in Bocas del Toro
4.88 out of 5 average rating, 24 reviews

Bocas Villas

SarahRating, 5 stars7 months ago
A quiet paradise over the water. The only sounds were birds and waves, and the occasional boat passing by. Connect to the ocean and nature day and night by watching birds and fish and bats right from your dinner table. If you're looking for some peace and quiet - this is the place for you!
Bungalow in PA
4.56 out of 5 average rating, 45 reviews

Private Bungalows

DaurenRating, 5 stars5 months ago
We had such a lovely time staying at Ingrid’s house. The bungalow on the water was really cute and had everything we needed for a comfortable stay. Ingrid was a wonderful host. We snorkeled every day and went to town a couple of times for lunch and to purchase some groceries. We cooked every day so stock up on supplies. There are staples in the cabin like basic spices and oil. Such a peaceful and picturesque spot. We hope to be back soon.
Bungalow in Isla Colón
4.75 out of 5 average rating, 81 reviews

Deluxe over the water bungalow with great sea view

KaterinaRating, 5 stars14 months ago
We were 3 adults and we were all so excited with the house. So warm and beautiful with a very friendly host!clean and very lovely. It was a bit far from the town (25min walk) so we had the privacy we needed.Totally recommend it for an affordable option on such a fancy place!!
Boat in Tavernier
4.17 out of 5 average rating, 12 reviews

Aqua Lodge Houseboat "Sea Biscuit"

TrishRating, 5 stars13 months ago
We loved our little stay, clean quiet and exactly as described
Boat in Tavernier
4.8 out of 5 average rating, 20 reviews

Aqua Villa Houseboat "Dolphin" with upper deck

JodiRating, 5 stars3 months ago
Fully enjoyed staying on this tiny house on the water. Bed was comfy, loved the upper and lower deck and access to the Dive Bar and the food truck meant we could kick back and relax and not need to go anywhere. Local musicians at night and corn hole and a fire pit rounded out the experience. Loved our quick stay!

Houseboat rentals with a patio

Guest favourite
Houseboat in Key West
4.94 out of 5 average rating, 18 reviews

Shanty Pineapple Key West

IsabelRating, 5 stars1 week ago
Amazing! Loved this unique experience, you get a chance to disconnect from the outside world and relax with the ocean breeze. 10/10 experience would 100% do again!
Guest favourite
Houseboat in Islamorada
4.87 out of 5 average rating, 23 reviews

2/1 Aqua Lodge with Full Kitchen

CherylRating, 5 stars4 weeks ago
This was the first time staying on a houseboat and it was well worth it! We were only able to stay the one night to fit it into our schedule. Toni was very responsive. She even moved our stay before we checked in to another house boat because the a/c was not working in the one we booked. There were 3 of us staying and we had plenty of room. The beds were comfy. There is a deck from which you can view beautiful sky colors around sunset. We would recommend staying at this resort if you would like to switch things up from a typical hotel stay.
Houseboat in Key Colony Beach
4.64 out of 5 average rating, 22 reviews

Delightful Aqualodge! Cabana Club Access! Sailfish

ThomasRating, 5 stars4 months ago
Enjoyed our stay at the Aqualodge! We’ve always wanted to stay on a boat and now we have! Place looked just as good as pictures! Great bedding and mattresses were really comfortable! Use of bikes/kayaks and the Cabana Club outstanding!
Superhost
Boat in Marathon
4.73 out of 5 average rating, 71 reviews

Private 45’ Luxury Yacht

Janice Rating, 5 stars1 month ago
A wonderful experience! We enjoyed our week on the Yacht, "Comfortably Numb". The Host was exceptional. Keliy, was very clear and attentive. She recommended bike rentals, local attractions, beach location, and views from the deck. The place smelled fresh and clean. The indoor temperature was cool. The humidity was controlled. We loved the bean bag seats to watch the sunrise and sunsets from the deck. The indoor accommodations was very large, roomy, and comfortable. We plan to reserve this place again in the future. We learned alot since we are are planning to purchase a yacht for full time living and charter boat fishing. Keliy was a sweetheart with engaging communication as we asked lots about boating questions. Our first visit to The Keys was amazing. Thank you! Janice Correa & Captain Bernie Kohler
Superhost
Place to stay in Marigot Bay
5 out of 5 average rating, 7 reviews

Delightful over the water cabin Mango Beach.

GraceRating, 5 stars5 months ago
The place is beautiful. I wouldn’t recommend staying in Marigot bay the whole time. There’s not a lot of great food options, all with the same, fairly limited menu. The local food is the best option - jerk chicken, stews, etc, but even those are not as good as the rest of the island. This place is only accessible by boat - you need what’s app to get on and off the cabin to get food. The beach is walking distance and there’s some food and beverages served when you get chairs during the day. The hike along the property (Billy goat trail) is stunning. It’s really very very beautiful, but it’s not a great place to see the island. Also being a sound machine - sound travels across the water and it can be fairly loud.
Top guest favourite
Houseboat in Palmetto
4.93 out of 5 average rating, 27 reviews

Houseboat Kayaks Fishing Crabbing & Sunsets

MarshaRating, 5 stars1 week ago
Loved our stay. Deanna was more than helpful and wonderful. We'll definitely be returning.
Top guest favourite
Houseboat in Key West
5 out of 5 average rating, 62 reviews

Key West Outpost: eco-vacation

FrankRating, 5 stars1 day ago
This place was a dream come true. Greta way to detach from the everyday stress and chaos. We loved everything from the tranquility to the scenery. We enjoyed kayaking and paddle boarding as well as some fishing. Saw some bonet head sharks and some barracuda. Caught some snapper. Can’t say it enough this place was amazing and will for sure be coming back. Thank you!!
Superhost
Houseboat in Stock Island
4.83 out of 5 average rating, 24 reviews

Stella on Stock Island

JayRating, 5 stars2 weeks ago
Very nice experience on a houseboat! The place was clean and well equipped for a houseboat. The upper deck was a great place for an evening glass of wine and a morning coffee. Close enough to all the action in Key West. Very comfortable!

Waterfront houseboat rentals

Guest favourite
Houseboat in Marathon
5 out of 5 average rating, 19 reviews

Adventurers escape breathtaking off-grid houseboat

YulieskaRating, 5 stars2 weeks ago
A great experience, beautiful place. Joe is fantastic. Always attentive and willing to help.
Guest favourite
Houseboat in Key West
5 out of 5 average rating, 47 reviews

Charming Houseboat in Key West

AmberRating, 5 stars1 week ago
This was our second stay with Sergey and certainly not our last! He is a great host and made sure we had the best stay! The houseboat is out of this world! The location couldn’t be better. It’s so peaceful and plenty to do around the boat. Quick drive into town. Sergey is always available to answer questions or anything else we needed. We loved the kayaks, houseboat roof, and snorkeling around the boat. The trip of a lifetime! Thank you again, Sergey!! We hope to see you again soon!
Superhost
Boat in Jupiter
4.41 out of 5 average rating, 37 reviews

Sea Chateau ~ Jupiter Motor Yacht

ChrisRating, 5 stars9 months ago
Our stay in Jupiter was great. Location on the water gave us opportunity to fish off the rental and soak up some sun. Walking distance to waterfront restaurants and close to the beach/inlet. Our fishing charter even picked us up at the houseboat. Overall, we had a great experience.
Guest favourite
Boat in Tavernier
4.91 out of 5 average rating, 372 reviews

Island Sanctuary Islamorada

MelanieRating, 5 stars2 weeks ago
Amazing place! I loved everything about the boat and the location. Kelly was also very helpful and gave us clear instructions. A unique experience that I would recommend to anyone!
Superhost
Houseboat in Big Pine Key
4.79 out of 5 average rating, 33 reviews

1 Bedroom Aqualodge # 6 Tarpon

StephanieRating, 5 stars3 weeks ago
Great place , due to personal reasons my stay was short but would have loved to have more time!
Houseboat in Fort Lauderdale
4.37 out of 5 average rating, 49 reviews

Beach front House with kayaks and water sports!!

ClelaRating, 5 stars30 months ago
Since I was a child I’ve wanted to see the inside of a real houseboat and this was the perfect opportunity. I booked for my family to stay here a few days before our cruise began and it definitely added to the wonderment of the vacation. Taylor even had a couple paddle boards brought to us. It may be a slightly older houseboat but I loved the charm of it. It’s really really fun. My family is still talking about “the boat before the cruise”, and I know they’ll remember it long after.
Superhost
Houseboat in Key West
4.81 out of 5 average rating, 320 reviews

Key West Houseboat Paradise

AbbyRating, 5 stars3 weeks ago
WOW. I feel like it's hard to describe such an incredible stay at a wonderful place. Brad was beyond welcoming, and made us feel right at home. Upon entering the location, it was very clean and exactly how described. The beautiful back deck was incredible and all the wildlife around. The neighborhood was very low-key, all around were very nice and good at conversation. Any questions or accommodations we needed Brad was right there and easy to get ahold of. We already have our next trip planned with Brad and hope to continue to see him and support him for the rest of our times to Key West. This has hands down been the best vacation we have ever had and can not recommend Brad's place enough!!!
Guest favourite
Boat in Key West
4.91 out of 5 average rating, 313 reviews

Tiki Suites ~ The Grand Tiki

JonathanRating, 5 stars3 weeks ago
The tiki was incredible, we had ama amazing time. The only thing is that the tiki is not 20 minutes from the dry tortuga national park, we had to go by sea plane because the timing of shuttle to and from the tiki did not allow to use the ferry. Regardless the tiki experience itself was really incredible just make sure to add in the expenses for the shuttle back and forth.

Destinations to explore