Some info is shown in its original language. Translate

Holiday rentals with a pool in Caribbean Sea

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Caribbean Sea rentals with a pool

House rentals with a pool

Top guest favourite
Home in Quepos
4.99 out of 5 average rating, 136 reviews

Mountaintop Mansion Huge Ocean View Manuel Antonio

Tim And ChristaRating, 5 stars2 weeks ago
This house is lovely and the view is gorgeous. We spent much of our time on the porch enjoying the pool, hot tub and view. I highly recommend some time relaxing at the house. Fabian was very helpful in planning excursions. The beds were so comfortable and there was plenty of hot water! We also were grateful for enough seating for everyone in our party both outside and in the living room. We did have a 1 year old with us and that was challenging in the layout of the house but we made it work. Highly recommend this house and this area. So much to do! Do the daytime Mangrove tour and guided MA park tour. Pura Vida!
Guest favourite
Home in Montezuma
4.94 out of 5 average rating, 117 reviews

Luxury Cliffside Escape - Casa Cocobolo Villa

CourtneyRating, 5 stars2 months ago
I’ve had to take some time to fully articulate the experience we had. To put it simply, the photos do not do the home justice. The staff is just amazing. We had never been to Montezuma, and, what an amazing town. We had been to Costa Rica before, and if you’re looking for an authentic experience with people you trust, do yourself a favor and stay here. The home speaks for itself. It’s such a special place. Skip the popular & tourist towns and visit here. Amazing.
Top guest favourite
Home in San Nicolas
5 out of 5 average rating, 148 reviews

Ocean Front Family Vacation Home, at Baby Beach

KaylaRating, 5 stars3 weeks ago
I can’t say enough how lovely this home was. I have never stayed at an Airbnb so well equipped. It had everything we could possibly need and more, and made travel with young kiddos so much easier. Joost provided beach chairs, umbrellas, snorkels, sand toys, pool toys and so much more. The kitchen had every appliance, pan, utensils you could need, and the place itself was just beautiful with the most beautiful view. This place is a MUST STAY. Thank you Joost for putting so much thought into your place it was truly the most perfect stay.
Guest favourite
Home in Sosúa
4.97 out of 5 average rating, 177 reviews

Casa Cascada

DonnellRating, 5 stars1 month ago
The host was extremely professional. The house was exactly what is seen in the pictures. I would definitely recommend it to anyone looking to have a fun and peaceful vacation.
Superhost
Home in Puerto Nuevo
4.87 out of 5 average rating, 116 reviews

"Seaside Luxury" - Ocean Front, Private Pool, Wifi

JamesRating, 5 stars2 weeks ago
this was a great experience for our family. the location is great as it's right on the beach and just 40 minutes from San Juan. having now driven around the area a lot I do enjoy vega Baja where the house is more than surrounding areas. great local beach is close as well. the house is clean and comfortable. great kitchen for cooking. good Internet I worked a couple days. and amazing AC if you need it. just like the pictures show
Guest favourite
Home in Akumal
4.9 out of 5 average rating, 138 reviews

Casa La Belle Vie, lujo y arte frente al Caribe

JerryRating, 5 stars1 month ago
I loved this place. The views from each floor were so beautiful. The hosts were also amazing. They helped us with transportation, renting golf carts, making appointments for massages, having a cleaning lady, and to reserve the chef. All of which I recommend you do. Definitely a luxury experience!
Guest favourite
Home in Savegre de Aguirre
4.96 out of 5 average rating, 122 reviews

2BR Ocean Sunset + Jungle View, Infinity Pool & AC

TalonRating, 5 stars2 weeks ago
We had an unforgettable stay at this beautiful 2-bedroom property. The ocean sunset views were absolutely breathtaking every evening, and waking up to the sounds of the jungle was surreal. The unit was spotless, spacious, and fully equipped with everything we needed — the air conditioning was a huge plus in the warm climate! The infinity pool was the highlight of our trip — peaceful, clean, and surrounded by lush greenery with panoramic views of the ocean. It felt like our own private slice of paradise. The hosts were friendly, responsive, and made check-in seamless. You can tell this place is thoughtfully maintained with a lot of care. Whether you're relaxing poolside or enjoying the vibrant natural setting, this spot is perfect for anyone looking to unwind and take in the beauty of Costa Rica. Would absolutely stay here again. A perfect blend of comfort, nature, and luxury!
Guest favourite
Home in San Cayetano de Venecia
4.96 out of 5 average rating, 175 reviews

Quinta La Ceiba Modern Home with Pool in DairyFarm

BrunoRating, 5 stars1 week ago
I am a traveler with my family looking to build lifetime memories in Costa Rica. Jose and his mother were also there available for some excellent recommendations. From where to get seafood, the best kept secret hot water springs that the locals visit, to the most scenic ATV tours and how to get a massage on their gorgeous patio by the pool. What Jose and his family have built over generations exudes pride, beauty and tranquility. We have experienced good to very bad Air Bnb experiences over the years. There is always the voice in the back of my head, "I hope the home is as nice as it is described by the description and photos. "I can tell you first hand that it exceeded our expectations. It is clear that they take pride in making everyone's stay memorable. Final note, Jerry (the private chef) and his wife are the most down to earth couple. If you want to experience Costa Rica on a next level, one bite of their creations will take you there!

Apartment rentals with a pool

Guest favourite
Apartment in East End
4.88 out of 5 average rating, 267 reviews

Ocean View Sapphire Condo-Balcony & King Bed

JeAndraRating, 5 stars2 weeks ago
This stay was a 10/10!! The place looked exactly like the photos- beautiful with a balcony view. I also loved how this property has multiple bars and restaurants within walking distance. The beach was also calm, beautiful and had snorkeling and other activities readily available. Property is also close to Coki beach and red hook, which I found convenient because it made it easy to really pack our itinerary with as much stuff as possible while maximizing time.
Guest favourite
Apartment in Playa del Carmen
4.95 out of 5 average rating, 155 reviews

Awesome Penthouse- Outstanding Views/ Private Pool

GiannaRating, 5 stars1 week ago
Stay Cielo was an amazing host! Very helpful and responsive throughout our stay. The room was just as gorgeous as the pictures, with beautiful decor and a relaxing atmosphere. Everything was clean, comfortable, and thoughtfully arranged. We had a great experience and would definitely recommend staying here. We'd love to stay again!
Guest favourite
Apartment in East End
4.95 out of 5 average rating, 128 reviews

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

LukeRating, 5 stars6 days ago
Scott’s place was fantastic. Looked just like the photos and awesome location. Would highly recommend.
Guest favourite
Apartment in Isla Mujeres
4.93 out of 5 average rating, 137 reviews

NEW! Sotavento stunning POOL&OCEAN view 1bdr condo

RobertRating, 5 stars3 weeks ago
I had a fantastic stay! The place was clean, comfortable, and exactly as described. The host was welcoming and responsive, making everything easy and stress-free. I’d definitely stay here again and highly recommend it to others!
Guest favourite
Apartment in Cancún
4.86 out of 5 average rating, 345 reviews

Beautiful apartment with Ocean View

CharlotteRating, 5 stars4 days ago
Location location and comfortable!
Guest favourite
Apartment in Noord
5 out of 5 average rating, 119 reviews

Aruba Oceanfront Top Floor Condo Eagle Beach

DarrenRating, 5 stars1 month ago
if u go to Aruba,I would definitely stay here,beautiful condo,views breathtaking, pictures don't do it justice, thank u for sharing ur condo w us
Top guest favourite
Apartment in Playa Santa Teresa
4.98 out of 5 average rating, 177 reviews

Purapura _Jungle House w/ pool, walk to beach

SajinRating, 5 stars1 week ago
If I could give this place 6 stars I would. My fiance and I had the best stay ever! It’s conveniently close to the beach and restaurants. The pool is great and the condo was always clean. I really appreciated the hosts willingness and ability to accommodate for both early check in and late check out. We will definitely be coming back!
Superhost
Apartment in Luquillo
4.78 out of 5 average rating, 374 reviews

Ocean View-Elevated Luxury Suite(Remodeled)

JeoshaRating, 5 stars2 weeks ago
Me encantó. Sencillito pero espacioso y el “View” del balcón lo amé ! Perfecto para charlar en la noche con mi pareja y tomarnos un cafecito en la mañana viendo la playa.

Home rentals with a private pool

Guest favourite
Home in Santo Domingo
4.94 out of 5 average rating, 409 reviews

Gorgeous Colonial House near Cafes and Bars

KemiRating, 5 stars3 weeks ago
We loved staying at Susanne's place! The home is quite big and spacious with high ceilings. The location is excellent and walkable to everywhere in Zona Colonial. The kitchen was well equipped. We appreciated the many fans around the house because it was super hot in DR! The A/Cs in the bedroom were excellent and they do get nice and chilly (always remember to keep all doors and windows closed). The washer/dryer were wonderful to have (although be a little careful as it is right next to the beautiful pool). Susanne was helpful and always ready to help (e.g. offering to bring additional equipment when the wifi wasn't strong in the dining room area). It was also a nice touch to have cleaning service stop by one day. Beds and pillows were super comfortable. We also felt very safe. A little noise on some nights from next door music but nothing too bad. Bathrooms were spacious (hot water always came back even when shower was running for a little while). Highly recommend! Beautiful home!
Top guest favourite
Villa in Tulum
4.98 out of 5 average rating, 201 reviews

Luxury Jungle Masterpiece Villa LaGú

SvetlanaRating, 5 stars3 weeks ago
I stayed at Oscar’s place and it was the best stay I ever had. He was so helpful from start to finish, even when it came to other things such as transportation, and birthday decorations. The place is very clean and pleasant to stay at. The maid comes everyday and is so kind too. It’s very safe, and in a perfect spot. Close to the center and 10-15 min from beach. Thank you so much for this perfect experience. I would recommend this place to everyone. it’s better than any other !
Guest favourite
Villa in Santo Domingo
4.93 out of 5 average rating, 338 reviews

Casa Pantheon Luxury Colonial House

DavidRating, 5 stars3 weeks ago
Great stay! The place was clean, comfortable, and in a convenient location. The host was friendly and responsive. Everything went smoothly — I’d definitely recommend it and would stay again!
Guest favourite
Villa in CARTAGENA
4.87 out of 5 average rating, 154 reviews

Old City Villa - Breakfast & Housekeeping Included

SunnyRating, 5 stars2 weeks ago
Amazing stay, we had so much fun. It is in heart of the town and close to everything. House attended were so helpful and kind. We would stay again when we come to Cartagena.
Guest favourite
Townhouse in CARTAGENA
4.87 out of 5 average rating, 215 reviews

Walled City Luxurious Townhouse With Private Pool

SamRaatRating, 5 stars2 weeks ago
"Loved the vintage charm of this place! The host has done an incredible job preserving its character while offering modern conveniences. An unforgettable rooftop experience! We enjoyed the evening skyline, The apartment was absolutely spotless and beautifully decorated. Everything is at walking distance in the old city of cartagena. Our host went above and beyond to make sure we felt at home - communication was seamless with Ivan 👌 Last but not the least - the house help Rosa and her friend took care like a family from breakfast to lunch to dinner with such a delicious food ….. love and hats off to both 🫶
Guest favourite
Apartment in San Juan
4.9 out of 5 average rating, 263 reviews

Condado Beach Vistas by Cesar 2501

ArmandoRating, 5 stars2 weeks ago
Fantastic location, fantastic view and fantastic host. Nothing else to add. Definitely will book again.
Top guest favourite
Home in Playa del Carmen
4.95 out of 5 average rating, 103 reviews

Beachfront Casa Maeva 4 bedrooms-

EmilieRating, 5 stars1 week ago
We stayed at Casa Maeva for six nights and absolutely loved it. This was one of the best homes we have ever rented. The house itself was spacious with plenty of room to spread out and the beachfront location was stunning. Our children loved the pool, and we enjoyed grilling and eating outside in the evening under the palapa. The beds and sofa were very comfortable. Daily cleaning service was fantastic. The house manager, Cecilia, was incredibly helpful with everything we needed while we were there. The only downide was that there was a ton of sargassum (seaweed) on the beach while we were there - obviously nothing the owners could do about that. But it does omit an odor and made beach going on the entire eastern coast pretty undesirable. We hopped on the ferry and went over to Cozumel one day to get clear beaches. I highly recommend Casa Maeva, but would advise guests to check sargassum during the time of year they are booking their trip.
Guest favourite
Flat in Rincón
4.99 out of 5 average rating, 115 reviews

Idyllic Beachfront Penthouse w/Private Plunge Pool

SaraRating, 5 stars2 months ago
Hola Paradise has it all. The apartment looks exactly like the pictures, and Jeff and Rae made us feel right at home as soon as we arrived. The view from the wraparound porch is absolutely gorgeous with 360 degree views. The outdoor living space is perfect for enjoying a movie and a glass of wine after a long day at the beach. The pool was perfect for cooling off. The apartment itself is comfortable, private, and equipped with everything you might need to make the most of your vacation. Everything we needed was within a 10 minute drive, and the home’s central location on the west coast of the island allowed us to explore the beaches and restaurants of the north and the south easily. We had a really lovely time and are so sad to be leaving. I highly recommend Hola Paradise.

Destinations to explore