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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 guesthouse rentals

Family-friendly guest house rentals

Superhost
A light blue house is visible adjacent to a spacious wooden deck. Comfortable outdoor seating is arranged with colorful cushions, complemented by small potted plants. A yellow round table and chairs offer an inviting space for relaxation. Lush greenery surrounds the area, enhancing the tropical atmosphere.
Guesthouse in Añasco
4.92 out of 5 average rating, 219 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 favorite
The image offers an aerial view of a property featuring spacious green lawns and an array of trees. A stone pathway winds through the garden, connecting various areas. The structure on the left is surrounded by greenery, providing a sense of privacy and tranquility.
Guesthouse in Cabrera
4.81 out of 5 average rating, 137 reviews

Private studio with stunning ocean views

OscarRating, 5 stars2 weeks ago
Amazing place, cozy and beautiful sunrise. Will definitely come back.. Nelson’s mother was amazing
Superhost
Guesthouse in Isabela
4.84 out of 5 average rating, 132 reviews

CAMPOCOSTA: private property w/pool, near beach

KitzaRating, 5 stars3 weeks 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 favorite
A vibrant, two-story bungalow features a colorful exterior in shades of blue and yellow, surrounded by lush greenery and blooming flowers. A shaded balcony overlooks a small patio area with a wooden table and chairs, enhancing the inviting atmosphere of the garden setting.
Guesthouse in Punta Cana
4.9 out of 5 average rating, 262 reviews

La casita guesthouse

RaunniRating, 5 stars1 month ago
Local exactly as it is in the photos is very clean, very close to the public beaches and to good restaurants and is also very close to where the tours take place. The reception and communication with Jahel is very good, it makes us feel like we are at our house, we feel that you are visiting a family member, I cannot but comment on your puppy that is a charm and gives a special touch to the stay. Super and recommend and would come back for sure!
Top guest favorite
A charming exterior of the guesthouse is framed by lush green vines, with a terracotta-tiled roof and inviting yellow walls. An outdoor dining area is visible, featuring a table and chairs under shaded trees. Pathway with stone pavers leads up to the entrance.
Guesthouse in Miami Springs
4.91 out of 5 average rating, 291 reviews

Tropical & Private Bungalow/Pool

LilianaRating, 5 stars3 weeks ago
Marcy is a great host. super friendly and always attentive. She made us feel at home. The place is beautiful and cozy. For us was a very convenient location and relaxing. the place was clean and all stuff too. The beds are comfortable, the bedding clean and smells clean. I really recommend this place.
Top guest favorite
A spacious bedroom features a king-size bed adorned with a blue and white textured coverlet. Soft natural light filters through the window, illuminating the room, which includes a nightstand, dresser, and a comfortable bench at the foot of the bed.
Guesthouse in Sarasota
4.97 out of 5 average rating, 271 reviews

Sarasota guest house only 8 miles to Siesta Key

StacyRating, 5 stars1 week 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 favorite
A clear blue swimming pool reflects the sky, surrounded by a stone patio. Comfortable loungers invite relaxation, while lush greenery and a modern guest house in the background enhance the serene outdoor setting.
Guesthouse in Barrio Rio Grande
4.95 out of 5 average rating, 390 reviews

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

NateRating, 5 stars4 weeks ago
10/10, a beautiful tranquil stay! Thank you very much Vivienne and Ricardo!
Top guest favorite
The exterior of a quaint cottage is captured, featuring light-colored siding and blue accents. A pathway made of stone leads to the entrance, bordered by lush green grass and small shrubs. A blue canopy is positioned over part of the entrance area.
Guesthouse in Hobe Sound
4.8 out of 5 average rating, 158 reviews

Sandee's Cottage

JacquelynRating, 5 stars3 weeks 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!

Guest house rentals with a patio

Top guest favorite
A lush garden features a well-maintained lawn surrounded by tropical plants and trees. A shared hot tub is visible, set within a secluded area. The cozy indoor space showcases a kitchenette equipped with essential appliances and is accented by natural light filtering through the windows.
Guesthouse in West Palm Beach
4.97 out of 5 average rating, 312 reviews

Bungalow with Putting Green, Hot Tub, & Garden

WesleyRating, 5 stars4 days ago
Adam was very responsive and the accommodations were centrally located to all types of local activities.
Top guest favorite
Guesthouse in Jayuya
4.97 out of 5 average rating, 172 reviews

Pradera Country House

LindseyRating, 5 stars6 days ago
Beautiful property, lovely clean home, really cool area in the rain forest, refreshing pool, easy check in.
Superhost
A private outdoor area features a turquoise pool surrounded by lush greenery and stone pavers. A large umbrella offers shade over a lounge chair, while colorful pool floats, including a flamingo and a swan, rest on the water's surface. A decorative planter adds a touch of nature.
Guesthouse in Toa Alta
4.88 out of 5 average rating, 195 reviews

Under Sea guest house.

LuisRating, 5 stars5 days 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 favorite
A modern structure with large glass windows offers expansive views of the surrounding landscape. The exterior features a terracotta roof and a wooden deck leading to a manicured lawn, complemented by potted plants and outdoor seating.
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 favorite
A stylish living area is depicted, featuring a light-colored sofa and a striking abstract artwork. A compact kitchen with white cabinetry is visible, complemented by red bar stools at a counter. Bright lighting enhances the clean lines and modern aesthetic of the space.
Guesthouse in Cape Coral
4.91 out of 5 average rating, 129 reviews

Cute & Cozy

DavidRating, 5 stars1 week ago
A quiet overnight stay and a responsive host. I always find it interesting how folks make space within their space.
Guest favorite
A private outdoor area features a cozy swing sofa under a wooden pergola, surrounded by lush greenery. Several comfortable chairs are positioned around a small fire pit, creating a welcoming space for relaxation. Natural light filters gently through the surrounding trees.
Guesthouse in Sarasota
4.88 out of 5 average rating, 119 reviews

City Garden Cottage

ErinRating, 5 stars2 weeks ago
This place was very clean and quiet. The location is fantastic! I would happily stay here again.
Superhost
A resort-style swimming pool is surrounded by lush greenery and palm trees. The pool features a unique shape with a thatched-roof gazebo on one side. Sun loungers are arranged alongside the water, providing a relaxing area for guests. The vibrant blue water reflects the sky.
Guesthouse in Jaco
4.9 out of 5 average rating, 20 reviews

Guesthouse on Resort Style Site2

BrendaRating, 5 stars2 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
A well-maintained pathway lined with palm trees leads through the lush green landscape. The sun shines brightly above, creating a vibrant atmosphere. To the right, a cottage is visible, blending naturally into the tranquil setting surrounded by greenery.
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.

Guest house rentals with a washer and dryer

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

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

NanRating, 5 stars1 week 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 favorite
Guesthouse in Aguadilla
5 out of 5 average rating, 15 reviews

Breeze Villa 1

AndresRating, 5 stars1 week 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 favorite
A charming outdoor area is framed by tall palm trees, with a pathway of stepping stones leading to a light blue exterior. Two chairs are positioned near the entrance, surrounded by well-maintained grass and tropical foliage.
Guesthouse in West Palm Beach
4.88 out of 5 average rating, 74 reviews

Palm Tree Paradise Guest House

McKenyaRating, 5 stars1 week ago
great place and marvin was wonderful & accommodating
Guest favorite
A private bedroom features a comfortable queen bed dressed in white linens. A ceiling fan and wall-mounted mirror are present. Natural light filters through the window, with a wooden floor adding warmth to the space. A door leads to an adjacent area.
Guesthouse in Palmetto
4.91 out of 5 average rating, 35 reviews

Guest House central to Anna Maria and St Pete

MarkRating, 5 stars1 month ago
A beautiful home away from home. Very quiet & peaceful neighborhood. Very convenient to every things.
Top guest favorite
Lush greenery surrounds a charming structure, featuring large windows that invite natural light. Tropical trees and plants create a serene atmosphere, while a pathway leads to the inviting entrance. The nearby coastal landscape is hinted at in the background, completing the picturesque setting.
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 126 reviews

Pompano Beach Guesthouse on the ocean

CarolRating, 5 stars5 days 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.
Guest favorite
A wall-mounted dispenser features three compartments labeled for body wash, shampoo, and conditioner. The body wash is a warm orange color, while the shampoo and conditioner are white. The dispenser is installed against a tiled wall with white and grey hexagonal patterns.
Guesthouse in Miami
4.89 out of 5 average rating, 123 reviews

Cozy 1-Bedroom Private Guesthouse

ZanetaRating, 5 stars3 weeks ago
George’s guesthouse was perfect for my stay. I loved the fact that there is a kitchen and a full size fridge! There was plenty of space for me. I was comfortable and felt safe my entire trip. He is also responsive! If you are a party of 1 or 2, I definitely recommend his place.
Guest favorite
A charming exterior view of the guesthouse features a covered porch supported by white columns. Two wicker chairs with cushions are positioned around a small table. A potted plant adds greenery, and a window with white trim complements the blue siding of the house.
Guesthouse in Miami
4.87 out of 5 average rating, 46 reviews

Gables gated private guesthouse free parking wifi

MihirRating, 5 stars3 weeks ago
Great Airbnb would stay there again
Guest favorite
Guesthouse in West Palm Beach
4.94 out of 5 average rating, 263 reviews

Charming SoSo Apartment: Walk to Intracoastal

LouiseRating, 5 stars1 week ago
This was the first time that my husband ever stayed in an Air B & B and it was a great experience for us. The unit was super clean, tastefully decorated with comfortable furniture. It is in a very quiet residential neighborhood which is what we wanted. There are very helpful extras like bikes, helmets, beach towels and toys and even a beach bag. There is a small but super clean and efficient kitchen. I enjoyed my morning coffee at the kitchen table. - The host leaves great instructions about the TV and my husband figured it out pretty easily. I really enjoyed using the bikes and you can easily ride along the intercoastal. The bike ride to the beach is decent but not impossible. You can easily drive to several nearby beaches and I highly recommend having at least one meal at Benny's on the Beach. The hosts were very responsive but not intrusive at all. We stayed in the end of April. The AC worked perfectly . It was a comfortable, private and quiet unit and we would love to come back.

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