
Vacation rentals with a pool in Playa Herradura
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Top-rated rentals with a pool in Playa Herradura
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Playa Herradura rentals with a pool
House rentals with a pool

Villa Vetiver⁂ OCEAN VIEW ⁂4BEDROOMs⁂PRIVATE POOL
Overall great stay and comfortable for our group. However some cautionary items to be aware of. The driveway to reach to the top of the property is quite steep, and in the rain the car skidded and wouldn’t get to the top of the hill. Need to have a vehicle if you’re going in and out with luggage. Good bit of wildlife you will encounter in the rooms and bathroom. There is only a hot water heater in the main bathroom.

Punta Leona, close to beach, AC, private pool.
As usual, great house, great host, great stay. Sylvia is responsive and sorts out any issue you have, if you even have an issue. Have and would stay again

Casa Morocco, Suite N3
location, location, location! everything was just in reach - coffee moon, fresh pastries, breakfast and lunch. The beach was a 10 minute trek away. Will definitely visit again

Casa Harmony ON THE BEACH
Great location, a short walk from the beach. Spacious bedrooms and living area. Maud is a very considerate and accommodating host.

“Villa Sanctuary”
Chris is the Man! For context, my girlfriend and I had another bnb in the area that lost power and water for 2 days! I had to book an emergency stay and Chris accommodated and responded swiftly even though it was very short notice. We fell more in love with his property than our original one lol. 10/10 stay loved the vibezz.

Casa Luna FULL HOUSE
Excelente atención y servicio, Val fue muy amable, la comunicación vía whats fue fluida y correcta, entendió nuestras necesidades para tener una gran experiencia no solo en la casa si no que también en las actividades turísticas, definitivamente si volvemos a CR buscaríamos a Val and Oscar. 100% recomendado.

5 Beds • Relaxing Home • Private Pool & BBQ Wifi
Excelente estancia, todo muy bonito.Solo los guardas de la entrada principal eran muy lentos y como que no se comunicaran entre ellos fue lo único medio incomodo

Casa con piscina privada condominio Arenas
Muy buena ubicación en Herradura, cerca de restaurantes y supermercado. Un lugar muy seguro y la casa cumple con las condiciones para vacacionar o utilizar de paso. El anfitrión muy amable y siempre atento.
Condo rentals with a pool

Colina Condo Casa Las Lapas, Los Sueños Resort
The accommodations were perfect for our 2 families. We had 6 people and had plenty of space. The kitchen had everything we needed to make meals- we found a local fish vendor and loved making a casada dinner! The location was perfect- we had access to everything. We had parking for our golf cart and car. Carlos was very responsive when we contacted him about needing more toilet paper. We would not hesitate to stay here again!

Luxury Beach Front Condo with pool. Fifth floor.
This condo is as pictured. Breath-taking views of the ocean. The two bedrooms are spacious, and it was a huge benefit that both bedrooms had their own private bathroom. The washer and dryer were an added bonus- and allowed us to pack light and do laundry while on the trip!! The host was excellent, providing helpful tips for the area to ensure we not only had a great time, but that we were safe. They recommended an excellent tour-guide of sorts who provided safe and dependable transportation from/to San Jose airport. They also took us on a tour to Manuel Antonio National Park. Fees were very reasonable. The pool in this facility was excellent, clean and well appointed deck with nice lounge chairs. There was a nice clean bathroom near the pool and a security guard always on duty. From a safety perspective, we really appreciated the gated facility and that there were staff/guards there 24/7. The neighborhood itself, we felt very safe walking around, never had an issue.

Apartment with ocean views & beach access
Nos encantó nuestra estadía este fin de semana. El apartamento estaba impecable, muy bonito, bien equipado. La ubicación es excelente, con fácil acceso, la playa a solo unos pasos y piscinas muy lindas para disfrutar y relajarse. Además, la atención de Carla fue excelente: muy amable y atenta en todo momento. Sin duda, un lugar al que volveríamos. ¡100% recomendado!

Best option in Jaco! Views+Location+Luxury
Excellent location and spacious condo, right on the beach! We loved the recommendations all within a quick walk! Definitely recommend!

Designer condo, spacious patio, pool, nature views
Perfect spot n Jaco. Nice condo, great pool and very quiet. The location is nice in regard to the Jaco strip. Stephanie is amazing and super helpful.

Beachfront Ocean View Condo - Jaco Beach
The host, Eric, had everything laid out super early on checking in information. The place was easy to find, safe entry way, elevator, and keyless entry. Very responsive does matter the hour of the day. A storm issues knocked out water messaged him it was resolved in minutes. Suggested restaurants nearby for the time of day. Shared information about the area. Parking is available it is gated and secured if car rental is your option. The location is 1 and half or less from SJO (Uber. $122 est) easy to come in but have tip leaving out cause they will decline trip if you don’t have at least $20 cash due to tolls cost and distance. Location was perfect away from strip of restaurants, casinos, local shops, and excursions. I would wait to book excursions off the Avenida Pastor Díaz save deposits for ATV rental or excursions vs Viator website. Food suggestions: Local Grill, Sunrise Brunch, El Manglar all amazing foods

Walk to Playa Blanca Punta Leona from luxury condo
Very comfortable, very spacious, well appointed and comfortable. A/C worked great without any problems. It's a steep walk down to the beach but also only a short distance, so no problem unless maybe if you have mobility issues. Nearest restaurant is not walkable. I brought my own food and the kitchen was well equipped and included everything needed. Internet was spotty, on-again, off-again. Tech equipment (cable, internet, wifi) worked ok when the internet was working but could use an upgrade as equipment is quite outdated. Instructions on how to get things working/re-started were a bit cryptic and referred to equipment which, I believe, had been replaced. Minor gripe - batteries in almost all remotes were dead and I had to replace. A great place for a peaceful stay away from daily noise, but also away from common amenities so plan accordingly. I'd recommend and will probably stay here again.

Los Suenos Resort One bedroom ocean view private plunge pool
Beautiful place to escape from the city! Has everything you need!
Quick stats about vacation rentals with a pool in Playa Herradura
Total rentals
500 properties
Nightly prices starting at
G$6,273 GYD before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
430 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with dedicated workspaces
260 properties have a dedicated workspace
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- Jaco Beach
- Santa Teresa
- Playa Blanca
- Tambor Beach
- La Sabana Park
- Manuel Antonio National Park
- Playa Mal País
- Los Delfines Golf and Country Club
- Playa Cuevas
- Hotel Punta Leona
- Poás Volcano National Park
- Playa Santa Teresa
- Parque Diversiones
- Marina Pez Vela
- Playa Boca Barranca
- La Iguana Golf Course
- Juan Castro Blanco National Park
- La Cangreja National Park
- Cariari Country Club
- Carara National Park
- Playa Gemelas
- La Cruz del Monte de la Cruz
- Playa Cabuya
- Playa Mal País