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Guesthouse vacation rentals in Caribbean

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Caribbean guesthouses

Family-friendly guesthouses

Superhost
Guesthouse in Añasco
4.92 out of 5 average rating, 220 reviews

Casita Linda (Cute Little House)

CherylRating, 5 stars3 months ago
Mel and Jeff are great. We were actually in the bigger house so I will review that. The location is perfect. Great day trips to beaches, waterfalls, lighthouse and wonderful restaurants! We had everything we needed in the house. Clean, comfortable beds and everything you need. It was a wonderful week. Thank you Mel & Jeff!
Guest favourite
Guesthouse in Cabrera
4.81 out of 5 average rating, 139 reviews

Private studio with stunning ocean views

EsmerlinRating, 5 stars1 week ago
Majestic place and gold-value hosts. Every minute is enjoyed at this location.
Superhost
Guesthouse in Isabela
4.84 out of 5 average rating, 132 reviews

CAMPOCOSTA: private property w/pool, near beach

KitzaRating, 5 stars1 month ago
I had an exceptional stay at this lovely Airbnb just steps away from the beach. The location is ideal—close to excellent restaurants and offering stunning views that made the entire trip feel special. The property is spacious, clean, and well-maintained—perfect for a family gathering or group getaway. It had everything we needed for a comfortable and relaxing stay. The host was incredibly friendly, responsive, and made sure we felt welcome from start to finish. I highly recommend this place and would gladly return in the future. One area for improvement would be the outdoor space directly in front of the rooms. It could benefit from more regular upkeep, as there were some stains, scattered leaves, and occasional dog waste that took away from the otherwise beautiful surroundings. That said, it didn’t take away too much from the overall experience, and I would still highly recommend this property. I’d gladly return in the future!
Guest favourite
Guesthouse in Punta Cana
4.9 out of 5 average rating, 263 reviews

La casita guesthouse

LydieRating, 5 stars1 month ago
Adorable and beautiful place, Jahel and Karim are very welcoming... We recommend this place very clean and close to all amenities. We'll be back for a future stay...
Guest favourite
Guesthouse in Little Bay
4.86 out of 5 average rating, 228 reviews

Your oasis with spectacular views and private pool

CindyRating, 5 stars1 month ago
Pelin is an amazing host. Her rental is beautiful and the patio was so relaxing. we watched iguana and even saw one monkey. the pool was gorgeous and the bed so comfortable. we had an amazing time exploring the island and coming back to the rental to relax. thank you
Top guest favourite
Guesthouse in Sarasota
4.97 out of 5 average rating, 271 reviews

Sarasota guest house only 8 miles to Siesta Key

StacyRating, 5 stars2 weeks ago
Our stay at Paulett's guest house was perfect. Her guest house exceeded our expectations. Clean, comfortable, well stocked with everything we needed. It was also easy to maintain while we were there. She had plenty of cleaning supplies, vacuum and a washer/dryer. The neighborhood was quiet and well maintained as well. We enjoyed the private outside space in the back of the house as well. It was a serene place relax after a day at the beach and visiting with family. We would highly recommend Paulett's guest house. We can't wait to return!
Guest favourite
Guesthouse in Barrio Rio Grande
4.95 out of 5 average rating, 390 reviews

Clean & Breezy Solar/Grid Casita : pool, ac, wifi

NateRating, 5 stars1 month ago
10/10, a beautiful tranquil stay! Thank you very much Vivienne and Ricardo!
Guest favourite
Guesthouse in Hobe Sound
4.8 out of 5 average rating, 159 reviews

Sandee's Cottage

JacquelynRating, 5 stars1 month ago
Our stay here was memorable. The location is perfect-walkable to the beach, restaurants, and the neighborhood. The yard at the cottage is fenced in so my little guy could run around and chase lizards freely. The cottage itself had all the necessary items you would find yourself needing for a few days near the beach. The items you would need to make a few meals for yourself. And the ability to do laundry is so useful, especially with kiddos. There were toys and puzzles for my kiddo too! The cottage reminded me of camping when I was a kid. Nothing fancy, just what you needed. We would definitely recommend this space!

Guesthouses with a patio

Top guest favourite
Guesthouse in Southwest Ranches
5 out of 5 average rating, 12 reviews

Poolhouse Haven

AndrewRating, 5 stars2 months ago
Lesley's place was excellent and very clean. The pool house was very comfortable and private. Lesley and Chris were incredible hosts and made me feel right at home. I highly recommend this place.
Top guest favourite
Guesthouse in West Palm Beach
4.97 out of 5 average rating, 312 reviews

Bungalow with Putting Green, Hot Tub, & Garden

WesleyRating, 5 stars1 week ago
Adam was very responsive and the accommodations were centrally located to all types of local activities.
Top guest favourite
Guesthouse in Jayuya
4.97 out of 5 average rating, 173 reviews

Pradera Country House

LindseyRating, 5 stars2 weeks ago
Beautiful property, lovely clean home, really cool area in the rain forest, refreshing pool, easy check in.
Superhost
Guesthouse in Toa Alta
4.88 out of 5 average rating, 195 reviews

Under Sea guest house.

LuisRating, 5 stars1 week ago
We came to “Under the sea” because of my birthday. First I want to say this was a last minute book and we nailed it choosing this place! Right when we arrive we were amazed on how Omar and his wife brought the concept of “Under the Sea” to life. The entrance, the patio, the bathroom, the bedroom, the sounds, I mean everything. Me and my wife love the ocean so, this was the perfect place. If you want somewhere close to everything, peaceful, if you want attention to detail, this is the place. #UndertheSea
Guest favourite
Guesthouse in San Antonio
4.89 out of 5 average rating, 9 reviews

The RoofTop House Loft

MarielRating, 5 stars4 months ago
Breathtaking views and location! Perfect for a holiday escape!
Guest favourite
Guesthouse in Sarasota
4.88 out of 5 average rating, 120 reviews

City Garden Cottage

Anne-AudreyRating, 5 stars3 weeks ago
Small yet very cute house, enough for too people. Very well placed :)
Superhost
Guesthouse in Jaco
4.9 out of 5 average rating, 20 reviews

Guesthouse on Resort Style Site2

BrendaRating, 5 stars3 months ago
The studio space has everything you need. The terrace was wonderful to have. The kitchenette was well stocked. The pool was fantastic, and a great place to spend the afternoon. You can walk about a km to the Main Street with all the shops and restaurants. Ronette provided lots of tips for the area. Walk up to the Mirador, it’s a great hike. The air conditioning worked well. All the comforts of home.
Superhost
Guesthouse in Bridgetown
4.85 out of 5 average rating, 34 reviews

Escape to Peace.

ShabnamRating, 5 stars2 months ago
We stayed at Kashka's property for 4 days. The land surrounding the cottage is stunning and the cottage itself has plenty of space and beautiful custom wood work. We saw green monkeys and horses in the neighboring properties. Kashka is friendly and around when you need him. We recommend this spot to anyone wanting to enjoy a peaceful and nature-driven stay.

Guesthouse rentals with a washer and dryer

Guest favourite
Guesthouse in Hialeah
4.95 out of 5 average rating, 148 reviews

Perfect Getaway‼️ 2 Miles from MIA & 8 To UR Cruise

NanRating, 5 stars2 weeks ago
Pedro & Eva are great hosts! Their hosted house looks new and very clean. They have the most complete amenities and supplies in the kitchen that we have seen in Airbnb. They also have two beach chairs, umbrella, and coolers for use. Washer and driers are in the unit and they provide everything you need for laundry. They are extremely responsive and we always get their replies in 5 min. They offer us great privacy and wash the grill for us after our first use. Great host and highly recommend!!
Top guest favourite
Guesthouse in Aguadilla
5 out of 5 average rating, 15 reviews

Breeze Villa 1

AndresRating, 5 stars2 weeks ago
This is our second time staying at Janet's place and we absolutely love it. The place is clean, spacious, and cozy. It is very close to the airport and only a few minutes away from our favorite beach crash boat. We'll definitely be back.
Guest favourite
Guesthouse in West Palm Beach
4.88 out of 5 average rating, 74 reviews

Palm Tree Paradise Guest House

McKenyaRating, 5 stars2 weeks ago
great place and marvin was wonderful & accommodating
Top guest favourite
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 127 reviews

Pompano Beach Guesthouse on the ocean

CarolRating, 5 stars1 week ago
Our 3rd visit to the Guest House. We enjoy the “Old Florida Bungalow” feel of the place while it’s fully modern & very comfortable inside. Access to the beach directly from the property is such a treat. A nice shaded deck between the Guest house & Main house is great for outdoor dining or coffee. Pompano is a busy place but the Guest House feels very quiet & relaxing.
Top guest favourite
Guesthouse in Naples
4.95 out of 5 average rating, 19 reviews

Charming guest quarters in a separate building

CarrieRating, 5 stars1 month ago
A Perfect Stay at the Guest Cottage! We thoroughly enjoyed our time at the guest cottage! Kathleen had thought of every detail to ensure our comfort. From the use of the washer/dryer and laundry soap to all the little touches that made our stay so convenient, she really understands what guests need. The setting was peaceful and private, surrounded by beautiful plants and flowers in a lovely neighborhood. It was an easy drive to the Naples beach area. There are plenty of grocery stores and restaurants nearby. We felt right at home and comfortable. We will definitely return and recommend this lovely spot! Thank you, Kathleen!
Top guest favourite
Guesthouse in Naples
4.97 out of 5 average rating, 143 reviews

Whispering Pines 2 bedroom guest house

KimberlyRating, 5 stars2 weeks ago
Wonderful place to stay while we were in the area for a college visit and vacation! The description of the house and amenities was spot-on with an ideal location for us. Restaurants and beaches were within a short driving distance and the neighborhood was peaceful and safe. Most importantly, Ashley was a wonderful host-she was extremely responsive and helpful, even when we asked the most trivial of questions and she always responded quickly. Finally, the lodging was affordable, making it an all-around ideal place to stay and we would definitely stay here again if we are ever back in the area!
Guest favourite
Guesthouse in Miami
4.89 out of 5 average rating, 124 reviews

Cozy 1-Bedroom Private Guesthouse

MarenRating, 5 stars2 weeks ago
We had a great time staying at the place. There was everything we needed,also for cooking, and the location was good, for example, to supermarkets or even the center of Miami. the property is located in a quiet area and is great for two people and several days stay. George was a super host always friendly and responsive to our messages. George is a great host. We felt very comfortable.
Guest favourite
Guesthouse in Miami
4.87 out of 5 average rating, 47 reviews

Gables gated private guesthouse free parking wifi

KevinRating, 5 stars2 weeks ago
Great location for unit that is pefect for 1-2 people. Very clean with comfortable bed.

Destinations to explore