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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

Superhost
Home in Tamarindo
4.7 out of 5 average rating, 88 reviews

Private Pool 3 Bed 6 to 8 Guests Great Open Spaces

NataliaRating, 5 stars1 week ago
The house is beautiful, as seen in the photos, it is a quiet area, the attention from the hosts was excellent, we always got a quick response to our questions, everything very clean, the instructions for access very clear, everything worked perfectly, I recommend it 100%, we had a great time!
Top guest favorite
Home in Playa Herradura
4.94 out of 5 average rating, 63 reviews

Private Pool, 3 Beds Home in Malaga Herradura #86

María Del MarRating, 5 stars1 week ago
The house is very nice and comes with everything you need to have a great time. Close to the Automercado and very safe. Peggy was always very attentive to our arrival and anything we needed. Fijo is a place we'll return to.
Superhost
Home in Río Oro
4.86 out of 5 average rating, 103 reviews

4BR Casa Peces Santa Ana, Indoor Pool & Sauna!

GerriccaRating, 5 stars1 week ago
Casa Peces is well maintained and comfortable. The home is spacious and the neighborhood was peaceful. The pool was perfect. It was very easy to communicate with both Martha and Jessica. I would absolutely stay at Casa Peces again on a future trip!
Guest favorite
Home in Cieneguita
4.82 out of 5 average rating, 28 reviews

Casa Bonita

MarlonRating, 5 stars3 weeks ago
The place is very accessible, the person in charge helped us a lot, the place is very nice with everything you need for a good time with friends, the pool is very clean. Towels and soaps, an oasis and parking for two cars.
Guest favorite
Home in Toa Alta
4.84 out of 5 average rating, 122 reviews

A Cozy Place Like Home.

RichRating, 5 stars5 days ago
Nelida, was very nice. She contacted me prior because I had concerns of the power outage in PR. She explained that power is typically restored within a day or two and her place has a generator. I had a Fantastic stay at her place. It was a very large space, and had comfortable beds. The master is incredible with an outside balcony. No issues here this was a 10/10 stay. Will rebook.
Superhost
Home in Oranjestad
4.92 out of 5 average rating, 146 reviews

Vacation Home! Big Pool Area! Near Beaches&Center!

ToddRating, 5 stars1 month ago
We stayed for 2 weeks and absolutely LOVED the house. Each bedroom does in fact have its own bathroom. There are a total of 5 bathrooms at the house. The kitchen is well equipped with everything you need to prepare very nice meals. Coffee maker, blender, toaster, microwave, oven all worked great! The best part??? The pool area & surrounding patio! There’s a large palm tree on the southeast side of the patio that offers wonderful shade during the early part of the day. A large umbrella can also be opened for more shade. Plenty of chairs, loungers and tables are around the patio. The changing color LED pool lights at night are gorgeous! We brought a small blue tooth speaker to add to the ambiance of the pool area. We used the patio’s gas grill 4-5 times and it works great! Right across the street is a grocery store and hardware store. Super convenient!! Overall a wonderful, safe, private and amazing place to stay! Definitely will do again!!
Guest favorite
Home in San Miguel
4.9 out of 5 average rating, 29 reviews

Family Garden Home

BermijoRating, 5 stars3 months ago
great place A+ community
Top guest favorite
Home in Pinilla
5 out of 5 average rating, 19 reviews

Dream Vacation home in Hacienda Pinilla with pool

CindyRating, 5 stars1 month ago
My second time staying at this Villa! We decided to bring my daughters and grandchildren so they could experience a part of Costa Rica. The kids loved the pool and enjoyed the beach. Best part of our vacation was the Chefs I hired to cook dinners for us, Chef Felix & Chef Arlen. Villa was perfect for multi generations to enjoy!

Condo rentals with a pool

Top guest favorite
Condo in Rockley
4.91 out of 5 average rating, 147 reviews

Spacious 2 Bedroom Luxury Condo.

HeleneRating, 5 stars2 weeks ago
This was our second stay at Browne’s Condominiums, which offers an excellent location—conveniently situated near a small shopping center and within walking distance of a grocery store (1.4 km) and the beautiful Carlisle Bay (3.4 km) renowned as one of the top beaches in the world. If walking is not your thing, buses, vans and taxis are plentiful to get you to your destination. Toby’s place provides a warm and inviting atmosphere, making it an ideal retreat for small families or couples. We encountered a minor issue with a piece of furniture, but it was addressed promptly and effectively. Given its increasing popularity, I found it fully booked for 2026, which speaks to its appeal. I highly recommend considering this condo for your stay, you will not be disappointed. We look forward to returning!
Guest favorite
Condo in Caye Caulker
5 out of 5 average rating, 12 reviews

CariVenta 2 bedroom condo with pool - 1A

AndreaRating, 5 stars3 days ago
We had an AMAZING stay at Steffi’s place! She was so kind and responsive, helped us book a taxi from the ferry, quick to replace water when we needed it. The place itself is great so good to have two rooms with king size beds for two couples as you don’t see that at many places. The kitchen had everything we needed and the space was way bigger than we expected! Pool was perfect and the roof rooftop was great for seeing the sunset and sunrise.
Superhost
Condo in Tulum
4.87 out of 5 average rating, 78 reviews

Beautiful Condo at the Bahia Principe KAAN-HA

JessRating, 5 stars3 months ago
Sami was a great host. He was proactive to ensure that we had everything we needed and were happy guests throughout our stay. The condo itself was simple and had everything we needed. The pools in the common area are beautiful and get great afternoon sun. The Kay Beach Club that is available for guests is excellent and the public beach access is great. There’s a sandy walk in to the ocean that was great for kids to play in. The Tulum Country Club grounds are beautiful and the selection of restaurants close by are delicious options. O’Tan had a neat farmers market on Saturday morning and had live music on Sunday night - both were awesome. All in all, we had a fantastic stay - thanks Sami!
Guest favorite
Condo in PR
4.83 out of 5 average rating, 179 reviews

Perfect Location 3bd2ba CondoVacation/Business

lillieRating, 5 stars2 weeks ago
Brad & Juanita condo was just right bed was conftoble water pressure was good The location was perfect, with many beaches nearby and We enjoyed exploring the area and found plenty of great dining options nearby. , our experience was amazing. We would highly recommend
Superhost
Condo in San Andrés
4.77 out of 5 average rating, 44 reviews

Dreamy pool side condo

CamilaRating, 5 stars2 weeks ago
Diana our stay was excellent !!! we hope to return, incredible everything from the friendliness of the people in charge to welcome us to you! Thank you very much, we were happy staying there
Superhost
Condo in Bejuco District
4.89 out of 5 average rating, 44 reviews

Lovely 2-bedroom condo with pool.

ErickRating, 5 stars1 week ago
The apartment located on the 5th floor has a magnificent ocean view. It has everything you need to spend a few days relaxing. We'll return if possible, and I recommend it to other users.
Superhost
Condo in Northside
4.74 out of 5 average rating, 110 reviews

Lovely condo with two pools

NeelumRating, 5 stars1 month ago
The place is just a 15 min walk to Megan's Bay but be warned that the walk is on the side of the road and there isn't a side walk but it was doable. Our AC broke the first night but they were able to get us a new room and the property is stunning with amazing views. Northside grind is a great place to get breakfast/lunch and the bar and grill on the property is good as well. Overall we loved our stay and hope to visit again soon!
Superhost
Condo in Jaco
4.79 out of 5 average rating, 24 reviews

Lovely 2bedroom condo with pool near beach/restos

YuránRating, 5 stars6 days ago
Everything was perfect, the apartment and the facilities are excellent, communication was very good with Ganita, very grateful for everything!!

Home rentals with a private pool

Guest favorite
Home in Santo Domingo
4.94 out of 5 average rating, 401 reviews

Gorgeous Colonial House near Cafes and Bars

KentRating, 5 stars1 month ago
Fantastic location in the Colonial Zone where everything is well within walking distance. Being in the midst of it allows you to experience the history and culture of the area. We felt very safe and residents were friendly and helpful. A great plus was having Susanne’s taxi friend available for transportation needs. Besides picking us up from the airport initially, we hired him to take us to the north end of the country and bring us back to Santo Domingo later. He goes anywhere in the country and gives a great rate to those who stay at Susanne’s property. We really enjoyed the total privacy of this roomy property. It has a nice plunge pool to relax in at any time. We’ve stayed at a number of airbnbs and this was one of our favorites.
Superhost
Villa in La Veleta, Tulum
4.84 out of 5 average rating, 119 reviews

Best location in Trendy La Veleta. Villa with Pool

QasiymRating, 5 stars1 week ago
The property was as described; 2 separate 2br 1 bath connected by the courtyard. We had issues with the water heater on the first level but they sent maintenance pretty quick. He ended up leaving access for us to get to it incase we had the same problem again. We did but we had it handled. The area in Tulum is undergoing a sewer repair or something like that. Several of the main streets are excavated with pipes laying around. It affects local access to the shops and commuting. Overall good stay and I would go back.
Top guest favorite
Villa in Tulum
4.97 out of 5 average rating, 199 reviews

Luxury Jungle Masterpiece Villa LaGú

EffieRating, 5 stars1 month 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, 329 reviews

Casa Pantheon Luxury Colonial House

DavidRating, 5 stars2 weeks ago
This was my second full-week stay at Casa Pantheon and once again, it was incredible. My first trip was August 2023 for my birthday and bachelor party. This time, it was for my friend’s first international trip and his birthday. We stayed from April 2–10, 2025. The property is beautiful, well-maintained, and perfectly located in the heart of Zona Colonial. The jacuzzi, sauna, and pool made it even better. Walking distance to great restaurants, bars, and historical sites. Pierre is an outstanding host — very responsive and professional. Every detail from check-in to check-out was seamless. Whether it’s your first visit or a return trip, Casa Pantheon gives you a real Dominican Republic experience. Thank you again, Pierre — we’re already looking forward to coming back!
Guest favorite
Villa in CARTAGENA
4.87 out of 5 average rating, 152 reviews

Old City Villa - Breakfast & Housekeeping Included

AlvaroRating, 5 stars1 month ago
Sebastian is a very accommodating host and always reply’s to any questions. The property was amazing, the rooms were comfortable and clean. The staff and cleaning crew were great, they made sure we were fed breakfast and took care of our laundry needs. Lastly, Luis from security was like part of our family. We had a really good relationship with Luis from Security and developed a friendly relationship. He was always there to greet us, open the door, and advised us on how to enjoy the city. The staff made this Airbnb experience excellent. Also the property is walking distance to all of the restaurants, bars, and stores. We were very happy of how beautiful the property looked and how well managed it was by the staff.
Superhost
Villa in Tulum
4.9 out of 5 average rating, 157 reviews

Casa Calma, a True Oasis Pool, Security 24h

BrynneRating, 5 stars5 days ago
Amazing stay! Went for a bachelorette, fit 5 woman well. Beautiful surroundings, peaceful and felt very safe
Guest favorite
Townhouse in CARTAGENA
4.87 out of 5 average rating, 209 reviews

Walled City Luxurious Townhouse With Private Pool

KeishaRating, 5 stars3 weeks ago
Amazing condo for our family of 5 (2 adults, 3 kids). Gorgeous decor, ample space, perfect location. Easy to walk to the lively areas of the walled city, but the condo itself was extremely peaceful. Perfect combination. Katia and Rosa were amazing! Rosa’s food was delicious. Ivan was also very responsive and kind in our communication. I would definitely want to stay here again for my next trip to Cartagena.
Guest favorite
Condo in San Juan
4.91 out of 5 average rating, 256 reviews

Condado Beach Views by Cesar 2501

ChaseRating, 5 stars1 month ago
This was our first time in Puerto Rico & we’re glad we were able to stay in such a nice Airbnb with no problems and a great host that was quick with the responses and super friendly. The property exceeded our expectations and we were blown away with how nice it was. The view alone was breathtaking. We would definitely stay again in the future!

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