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Vacation rentals with a pool in Caribbean Sea

Find and book unique homes with a pool on Airbnb

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Popular amenities for Caribbean Sea rentals with a pool

House rentals with a pool

Guest favorite
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 favorite
Home in San Nicolas
5 out of 5 average rating, 148 reviews

Ocean Front Family Vacation Home, at Baby Beach

KaylaRating, 5 stars2 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.
Top guest favorite
Home in Carolina
4.98 out of 5 average rating, 102 reviews

Villa Estrella PR (near Airport & Beach)

LeslieRating, 5 stars1 week ago
I recommend anyone traveling to PR to stay at Villa Estrella. The home is beautiful and exactly as pictured felt like home . The place was very clean and provided amenities including the pool . It exceeded the expectations of my family and I. Home is convenient because it is at a close distance to everything and in a great location .From the beginning hosts were also very responsive . Thank you again Khalil for being attentive at all times with any questions we had.The best part is that in addition they offer a car rental option . We rented the car for our trip and pricing is extremely reasonable. I highly recommend to anyone booking Villa Estrella to go with the car rental option if looking for a car rental . Thank you again Carlos looking forward to come back and staying at Villa Estrella.
Guest favorite
Home in Sosúa
4.97 out of 5 average rating, 177 reviews

Waterfall House

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 stars1 week 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
Top guest favorite
Home in Valladolid
4.94 out of 5 average rating, 175 reviews

Villa La Pausa — Valladolid

SaraRating, 5 stars3 weeks ago
The place was beautifully designed with stunning architecture and thoughtful details throughout. It felt peaceful, clean, and well-maintained — a truly memorable stay.
Guest favorite
Home in Saint-Barthélemy
4.96 out of 5 average rating, 148 reviews

North Star

CharlotteRating, 5 stars2 weeks ago
We absolutely loved our stay here! The location and the view cannot be beat. Thank you for a wonderful experience.
Guest favorite
Home in Río San Juan
4.93 out of 5 average rating, 118 reviews

VeoMar - Casita Axel 4 bdr villa w/ endless views

MichellRating, 5 stars3 weeks ago
Great place fausto very helpful and great person place exact as pictures highly recommend

Condo rentals with a pool

Top guest favorite
Condo in CARTAGENA
4.93 out of 5 average rating, 181 reviews

Luxury Oceanfront - Bocagrande Tourist Sector.

CurtisRating, 5 stars6 days ago
Our stay was great! Fantastic view with nice amenities! Will be staying here again!
Guest favorite
Condo in Isla Mujeres
4.93 out of 5 average rating, 137 reviews

NEW! Sotavento stunning POOL&OCEAN view 1bdr condo

RobertRating, 5 stars2 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 favorite
Condo in Panamá
4.92 out of 5 average rating, 110 reviews

CASA SAEMA -PRESTIGIOUS DUPLEX PENTHOUSE WITH TERRACES

OrtalRating, 5 stars3 weeks ago
10 out 10. Super responsive host. Place is beautiful, Pics dont do it justice. just to mention the upstairs bedroom does not have a door, its wide open. Tons of spaces to work from. Internet is good, AC is fantastic. Location can not be better. The pool area in the middle/inner court yard is lovely. We happen to be the only guest that weekend so it was pretty much available just for us. i would definitely recommend
Guest favorite
Condo in Cancún
4.86 out of 5 average rating, 345 reviews

Beautiful apartment with Ocean View

CharlotteRating, 5 stars1 day ago
Location location and comfortable!
Top guest favorite
Condo in San José
4.96 out of 5 average rating, 502 reviews

Architect's Apartment, 21st Floor, Amazing View

BrandeeRating, 5 starstoday
Beautiful apartment and beautiful views of the city especially at night. Not having AC wasn't even a problem there are plenty of fans and windows with a cool breeze coming in from being up to high.
Top guest favorite
Condo in Punta Cana
4.99 out of 5 average rating, 157 reviews

G38 Peaceful studio Oceanfront Punta Palmera

KathleenRating, 5 stars1 week ago
Communication was seamless! Olga was extremely responsive and considerate, ensuring our stay was comfortable from start to finish! Her recommendations and tips were very helpful. I can’t thank her enough, she really made my stay even better. She literally went above and beyond! This condo was absolutely like you see in the photos if not even better in person and beautifully decorated. The bed was huge and very comfortable. The kitchen area was pristine and stocked with important essentials. Excellent for the moments I wanted to cook something quickly. Although I absolutely enjoyed all the restaurants within this oasis. I felt safe and ventured out using the golf cart, taxis and walked throughout my stay and really fell in love with this area. I was taken aback by the breathtaking views from the balcony, waking up to the sea everyday was a dream come true. I will be back very soon! Thank you Olga for the best time ever!
Top guest favorite
Condo in Akumal
4.95 out of 5 average rating, 164 reviews

Come experience Mexican Paradise in Akumal #7

BengiRating, 5 stars2 weeks ago
the area is very nice if you want to be away from the crowds. the place was nice and spacey with the big windows everything was working and in good condition.
Superhost
Condo in La Veleta
4.85 out of 5 average rating, 124 reviews

Award Winner Penthouse Private Rooftop & Pool D9

MeredithRating, 5 stars3 weeks ago
This place was absolutely beautiful. The outdoor living area and rooftop pool were our favorite parts. Tons of space and we were able to walk to the market and restaurants nearby. Loved it!

Home rentals with a private pool

Superhost
Villa in La Veleta, Tulum
4.84 out of 5 average rating, 121 reviews

Best location in Trendy La Veleta. Villa with Pool

VeronicaRating, 5 stars1 month ago
Donna and Lauriane were amazing host. Lauriane helped us with everything we needed with not only the house but also on getting around the town and booking taxis. Thank you for everything was definitely a perfect location.
Guest favorite
Home in Santo Domingo
4.94 out of 5 average rating, 408 reviews

Gorgeous Colonial House near Cafes and Bars

KemiRating, 5 stars2 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 favorite
Villa in Tulum
4.98 out of 5 average rating, 200 reviews

Luxury Jungle Masterpiece Villa LaGú

EffieRating, 5 stars3 months ago
Staying at Villa LaGú was an incredible experience from start to finish for our bachelorette. From the moment we booked the space, Oscar was extremely quick to respond and proactive. It was our first time in Tulum, and he helped us with dinner reservations, activities, drivers, stocking the AirBnb, private chef experience, etc. we could not have planned the trip without him! The space is beautiful and great for groups, with beautiful rooms and bathrooms, and a beautiful common space that goes into the outdoor Terrace with the pool and hot tub. The staff was also excellent, with daily cleaning services. They quickly helped when we had a small plumbing issue and resolved it immediately! The space is nearby local restaurants and a short drive to downtown and the Tulum beaches. I highly recommend this BnB to anyone visiting and I would love to come back again!
Guest favorite
Villa in Santo Domingo
4.93 out of 5 average rating, 337 reviews

Casa Pantheon Luxury Colonial House

MariaRating, 5 stars3 weeks ago
This house is beautiful. There were two ladies there as housekeepers that were wonderful. Jennifer and Christina. They made breakfast every morning and took great care of us. They were both very kind and made the stay so much better. We also hired the driver that was suggested for the whole week (Rafael). He was amazing and so helpful. Everything was wonderful!
Guest favorite
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 favorite
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 🫶
Top guest favorite
Home in Playa del Carmen
4.95 out of 5 average rating, 102 reviews

Beachfront Casa Maeva 4 bedrooms

ThomasRating, 5 stars3 weeks ago
Great house with amazing views and beach access. Cecilia was so helpful answering questions and making recommendations. Rosie kept the house spotless. We had chefs come in (Daniella and Flor) who made us so many great meals. We walked to town a few times with our kids, which was fun. The only bummer was the amount of sea grass on the beach, but that’s a seasonal thing. Luckily there are plenty of places to go to adventure off to. Overall it was a great place to stay and enjoy.
Guest favorite
Apartment 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.

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