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Holiday rentals with a pool in Osa

Find and book unique homes with a pool on Airbnb

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Popular amenities for Osa rentals with a pool

House rentals with a pool

Superhost
Home in Uvita
4.86 out of 5 average rating, 157 reviews

Pura Uvita - Whale's tail ocean view, modern home

BrooksRating, 5 stars3 weeks ago
This place is absolutely incredible. My wife and I went for a long weekend for our 2nd anniversary and this bnb was the perfect location for just that. It’s secluded, peaceful, and the open air kitchen brings a fun jungle vibe to your stay. My favorite part of the house was the terrace and that beautiful view that comes with. AC in the bedrooms kept us nice and cool at night. And from reading other reviews I was a little worried about the drive up, but it’s not that bad get a 4X4 vehicle and send it! Big shout out to Loren for meeting us later than expected when we first arrived, that guy is a legend! The only recommendation I have is to stay as long as you possibly can!!!!
Guest favourite
Home in Uvita
4.95 out of 5 average rating, 56 reviews

Villa de Claris, Summer Special Pricing

AlexanderRating, 5 stars1 week ago
Cynthia welcomed My wife and I with open arms. Very sweet and informative about where we were staying, local recommendations, access to a gorgeous private beach and things to watch out for during our stay!
Guest favourite
Home in Uvita
4.99 out of 5 average rating, 104 reviews

Quiet Jungle Retreat w/Pool and private yoga deck

TaylorRating, 5 stars2 weeks ago
From the moment we arrived, this home had such a beautiful, welcoming, home-y feeling. It’s located in a fantastic area—surrounded by great restaurants and plenty of things to do. The pool was warm, clean, and incredibly refreshing—perfect for relaxing after a day out. The host was amazing! She went above and beyond, offering personalized restaurant recommendations (we tried several and loved them) and sharing tons of helpful details about local excursions and activities. She even offered to help us book them! While we only had time for the 90-minute massage (which was wonderful), we could tell she really knows her stuff and is passionate about making her guests’ stay unforgettable. Highly recommend this spot for anyone looking for a relaxing, well-located getaway with an exceptional host. We’d definitely stay again! 🌴✨
Guest favourite
Home in Bahía Ballena
4.95 out of 5 average rating, 42 reviews

Costa Rican Modern Luxury - Casa Bella Mia

TravisRating, 5 stars1 week ago
Amazing house, pool, and location - close to everything in Uvita, yet secluded. The pictures of the view from the deck and pool don't do it justice. The house was very clean, and the hosts were easy to communicate with. Would definitely recommend this home to others.
Guest favourite
Home in Uvita
4.86 out of 5 average rating, 70 reviews

Casita Nut

JessicaRating, 5 stars1 month ago
Beautiful and spacious Unit just as described. You can walk to nearby restaurants! We absolutely enjoyed our stay here!
Top guest favourite
Home in Tres rios de Coronado
4.99 out of 5 average rating, 85 reviews

Vue mer Ojochal- PickleBall et Piscine privé

PatRating, 5 stars4 months ago
Cecile and Carla are the most welcoming hosts who made our stay very enjoyable. The property is stunning - we especially loved the pickleball court and infinity pool. This place is perfect if you’re looking for a relaxing retreat away. There’s a lot to do in the neighboring towns but also a lot to do should you want more of a staycation experience given how expansive and beautiful her place is. While it can be difficult to learn the way up the mountain initially, Cecile was incredibly helpful and the roads held up well despite the rain. She anticipated our every need such as ensuring we had spare lamps in case of power outages with storms that are typical in Costa Rica. Please follow her instructions and get that 4x4! Also know that it is at least a 4hr drive from SJO. I highly recommend booking at least a week long stay here - it’s truly a jungle oasis with the best hosts who make you feel right at home and go above and beyond. Thanks for an incredible stay! 10/10 would book again.
Top guest favourite
Home in Puerto Jiménez
4.96 out of 5 average rating, 45 reviews

Steps to the Beach and Pool!

Erin & GriffinRating, 5 stars2 weeks ago
We had a wonderful stay in Playa Blanca!! I had no cell service/communication on my end due to data issues with my phone for several days before our arrival, but we found it without issue with the original directions Amanda has on the listing. Amanda and Jay were very friendly and welcoming. Our kids loved playing with their kids on the jungle gym and in the pool. This stay was at the end of a 10 day stay for us in Costa Rica and was the perfect cap for us to rest/reset and enjoy the last few days in the Osa. Its a large property and very quiet and peaceful (well except for the beautiful macaws making a ruckus in the almond trees!) We paddle boarded each morning on the calm gulf and saw sea turtles daily! They have built a wonderful little school house on property as well and have unique opportunities for kids to attend school/study abroad so to speak for those that may be interested. We highly recommend this property!
Guest favourite
Home in Osa
4.88 out of 5 average rating, 48 reviews

Ocean View Villa With Pool and Spectacular Sunsets

RachaelRating, 5 stars1 day ago
We had an absolutely incredible experience at Tayana’s home. The house was super clean and easy to access from the main road — there were 4 of us (two adults and two kids). It had everything we needed for a comfortable stay and then some. We spend the day at one of the local beaches, made dinner and usually watched an ocean storm from the bed. We saw so many gorgeous birds from the house, but the highlight for us was the toucans. They were everywhere (both kinds!). It was such a delightful experience. I hope to be back soon. Also, for those of you who read the reviews about construction, I didn’t hear much of anything. It was a serene location.

Apartment rentals with a pool

Superhost
Apartment in Uvita
4.83 out of 5 average rating, 12 reviews

Room 4 private apartment - Coliving Digital Nomads

MichaelRating, 5 stars1 month ago
Good value, and helpful host. Would stay again
Guest favourite
Apartment in Uvita
4.82 out of 5 average rating, 157 reviews

Apartamento con piscina privada

EveRating, 5 stars2 weeks ago
Excelente lugar , me encantó la privacidad del lugar , súper recomendado el anfitrión muy atento , muy bien equipado nos encantaría volver !
Guest favourite
Apartment in Uvita
4.91 out of 5 average rating, 102 reviews

Uvita - Moana Village V1 Studio

MauricioRating, 5 stars2 months ago
Marlene went above and beyond during our stay. If I come back to Uvita, I am definitely going to come back to this place!
Guest favourite
Apartment in Dominicalito
4.85 out of 5 average rating, 26 reviews

SpectacularOceanViewJungleVilla

Matt And CassieRating, 5 stars2 months ago
This place was absolutely amazing. It exceeded all of our expectations. It was very clean and the location was super close to restaurants, the beach, the little town, and waterfalls. Each morning, we grabbed coffee and sat out on the porch, listening to the howler monkeys and watching all the birds. I couldn't wait to get up every morning to do that!! It is in a complex, but the neighbors were super friendly, the pool was always available and absolutely beautiful to look at, walk out to and take a dip to cool off. It was a wonderful place to return to after a day out for complete relaxation.
Guest favourite
Apartment in Uvita
4.85 out of 5 average rating, 33 reviews

Digital Nomad Apartment in Bahia Ballena / Uvita

DannyRating, 5 stars1 month ago
This place is exactly as it looks and is described, which makes it a good Airbnb and good value (at the price as of April 2025 at least). Carles and his co-host communicate well and everything about the place is easy (easy to find, check-in, care for, etc). It isn't fancy but it is nice/well-built (small things like the shower water doesn't get all over the bathroom like with many similar shower setups) and comfortably arranged for 1-2 people with 2 desks for working etc. Would absolutely return. Downsides, if you want to know them: the immediate surrounding area is nothing special (it's in a nondescript small development), and there was quite a bit of noise in the morning, including starting at 5:30am on Saturday (this may be temporary/construction). It didn't interfere with my enjoyment, but it is good to know.
Apartment in Osa

Marisol- Ocean View Condo in Dominical

FranshescaRating, 5 stars1 month ago
Chelsea was such a great host, super helpful and on top of all communication, the view is so beautiful much more beautiful than the picture, pool is amazing and the surroundings are beautiful
Top guest favourite
Apartment in Uvita
5 out of 5 average rating, 11 reviews

Penthouse Beachfront Condo-Safe-Sleeps 8

TimothyRating, 5 stars4 days ago
We loved our stay! This condo is perfectly located between the path to the pools and the path to the beach. The condo was very clean and well equipped and looks just like the pictures. Great communication with the management company. There was security and it felt very safe and quiet. Would definitely recommend staying here!
Apartment in Ciudad Cortés

STAY AND PLAY - OSA GOLF

EstebanRating, 5 stars41 months ago
Fantastic Pool. Amazing sunsets. Great experience. Thank you Thannia.

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