
Holiday rentals with a pool in Caribbean Sea
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Caribbean Sea
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Casa de las Lapas. Monkeys & Macaws!
Casa de las Lapas in Manuel Antonio is our gorgeous family home, set on 2.5 acres of lush tropical forest in a residencial gated community of luxury homes. Adjacent to Hotel Gaia’s forest reserve, home to the project that has reintroduced the scarlet macaws to the area, you are guaranteed to enjoy the sight of these magnificent birds every day. Being on a wildlife corridor you’ll also enjoy the visit of monkeys almost daily. Just a 5 minute drive to the National Park. Insta gram #casadelaslapas

Mayan-Inspired Luxe Villa & Concierge| Top Rated
Experience the epitome of Tulum-style elegance at our Bohemian Chic Residence with style, comfort, and convenience. TEMPLIA is a unique, luxurious 2BR/2BA home with a private pool, outdoor hot tub, and award-winning Mayan-inspired design with fully equipped kitchen, concierge service, fast WiFi, and any additional service needed. Discover a harmonious blend of luxury and comfort perfect for travelers who value design, privacy, and quality.. Unforgettable moments await in refined Tulum living!

Modern Villa+Private Pool+Ocean View+Gated+Beaches
This modern and secluded jungle paradise is surrounded by 40 acres of lush tropical forest with magnificent mangrove and ocean views, less than one kilometer away from one of the most stunning beaches in Costa Rica! The villa has a private pool, BBQ, and a fully equipped 2-bedroom guest house. The property is located 2 hours from San Jose's Juan Santa Maria International Airport (SJO), close to 3 National Parks: Manuel Antonio, Carrara, and Cangreja, with several restaurants and a market nearby.

2BR Townhouse with staff, gym, pool & beach access
Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Beachfront Luxury @ Mar Chiquita
Welcome to the secluded peaceful & modern Seaside Escape at Playa Mar Chiquita. Remodeled & furnished to give you a clean luxurious 5 star experience. Our top floor unit gives unmatched views of the Atlantic & legendary sunsets of Puerto Rico. Its beachfront patio is complete w/ gas grill sink & furniture. The sundeck leads you to an almost private beach while the soft patio lights adorning the tree will keep you under the stars all night. A quiet paradise with Mar Chiquita only steps away.

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball
Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Costa Rica jungle home: remodeled/waterfall path!
Serene, beautiful 2 BR/3BA open concept home with infinity pool bordering Manuel Antonio National Park. Last home on a quiet street in the community of Colina Monito. Frequented by wildlife as the house borders the National Park- it’s as though you’re staying in the park! Minutes away from shopping and local restaurants, yet private. Concierge service and maid service included along with many amenities. Short drive to the beach. Also NEW modern bathrooms and NEW path to the waterfall!

House of the Earth and the Sea - stunning luxury
Escape to La Casa Tierra y el Mar: A romantic luxurious mountain top sanctuary where architecture meets wilderness in Costa Rica's Nicoya Peninsula. Breathtaking ocean views, plunge pool, and wildlife at your doorstep. Gourmet kitchen, indoor outdoor living. Moments from pristine beaches, this architectural marvel offers the perfect blend of privacy, comfort, and adventure. Your secure and completely private tropical dream retreat awaits—where extraordinary design meets untamed nature.

Aruba Private Resort. Its All Yours and Only Yours
Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

Oceanfront Oasis: beach, private pool, AC & jungle
We are located in the idyllic tropical rainforest of the South Pacific Coast where the lush green jungle meets the blue pacific ocean. A region in Costa Rica that is regarded as one of the most biologically diverse places in the world. Zancudo is a sleepy village off the beaten path, unimpacted by mass tourism and crowds – yet supplying creature comforts with sodas, grocery shops, bars, eateries and plenty of activities for the solo traveler and families alike.

Villa Bromelia, A Volcano in your Garden!
The vacation villa with the closest and most SPECTACULAR view of Arenal Volcano. 10 minutes to downtown La Fortuna Fully equipped Private hot tub Grill and fire pit area Optic fiber high speed Wi-Fi Located 1.5 kilometers from the main road at the top of a private hill where you will be surrounded by flora and fauna. All guests can enjoy the 1-day pass to the nearby resort's hot springs Base rate for 2 people A vehicle is recommended.

Purapura _Jungle House w/ pool, walk to beach
Apartamento JUNGLE HOUSE Precioso alojamiento a nivel de jardín y piscina, con una amplia terraza, en una ubicación inmejorable en Santa Teresa. A distancia a pie de la playa, los mejores restaurantes y tiendas. Nuestro Jungle House dispone de piscina que comparte con otros huéspedes, con vistas al atardecer. Un alojamiento cómodo y céntrico, que te brinda todo lo que necesitas. Solo 300m de la playa Santa Teresa (4 minutos caminando)
Popular amenities for Caribbean Sea rentals with a pool
House rentals with a pool

Mountaintop Mansion Huge Ocean View Manuel Antonio

Beautifull Guest House with panoramic views

Ocean Front Family Vacation Home, at Baby Beach

Villa Estrella PR (near Airport & Beach)

Waterfall House

Romantic Luxe Oceanview 5 Acre Estate - Concierge

La Belle Vie Akumal, Luxury and Art by the Sea

Private Oceanfront luxurious city villa with pool
Condo rentals with a pool

Ada's Garden by the Sea Apt#1

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

"H2Oh What a Beach!" condo: Walk-out Beach Access!

VIEWS! Condo by Magen's Beach w/ POOL & generator!

The Quarry, Beachfront sub penthouse 150m to clubs

EAGLE BEACH - CAPTIVATING DIRECT OCEAN VIEW CONDO

G38 Peaceful studio Oceanfront Punta Palmera

Luxury PH Studio with a Private pool on 5th AVE.
Home rentals with a private pool

Gorgeous Colonial House near Cafes and Bars

Luxury Jungle Masterpiece Villa LaGú

Casa Pantheon Luxury Colonial House

Old City Villa - Breakfast & Housekeeping Included
Walled City Luxurious Townhouse With Private Pool

Condado Beach Views by Cesar 2501

Beachfront Casa Maeva 4 bedrooms

Idyllic Beachfront Penthouse w/Private Plunge Pool
Destinations to explore
- Shipping container rentals Caribbean Sea
- Aparthotel rentals Caribbean Sea
- Chalet rentals Caribbean Sea
- Hostel rentals Caribbean Sea
- Tent rentals Caribbean Sea
- Rentals with beach access Caribbean Sea
- Bungalow rentals Caribbean Sea
- Hotel rentals Caribbean Sea
- Rentals with an accessible height toilet Caribbean Sea
- Rentals with a balcony Caribbean Sea
- Rentals with a kayak Caribbean Sea
- Farmstay rentals Caribbean Sea
- RV rentals Caribbean Sea
- Rentals with lake access Caribbean Sea
- Townhouse rentals Caribbean Sea
- Yurt rentals Caribbean Sea
- Fitness-friendly rentals Caribbean Sea
- Rentals with outdoor seating Caribbean Sea
- House rentals Caribbean Sea
- Tower rentals Caribbean Sea
- Apartment rentals Caribbean Sea
- Dome rentals Caribbean Sea
- Cabin rentals Caribbean Sea
- Resort rentals Caribbean Sea
- Serviced apartment rentals Caribbean Sea
- Bed and breakfasts Caribbean Sea
- Rentals with breakfast Caribbean Sea
- Ski-in/ski-out rentals Caribbean Sea
- Rentals with a sauna Caribbean Sea
- Pet-friendly rentals Caribbean Sea
- Guesthouse rentals Caribbean Sea
- Rentals with a home theatre Caribbean Sea
- Holiday home rentals Caribbean Sea
- Villa rentals Caribbean Sea
- Earth house rentals Caribbean Sea
- Rentals with a fireplace Caribbean Sea
- Luxury rentals Caribbean Sea
- Boutique hotel rentals Caribbean Sea
- Beachfront rentals Caribbean Sea
- Rentals with a patio Caribbean Sea
- Tree house rentals Caribbean Sea
- Rentals with a hot tub Caribbean Sea
- Rentals with an accessible height bed Caribbean Sea
- Rentals with a washing machine and dryer Caribbean Sea
- Houseboat rentals Caribbean Sea
- Private suite rentals Caribbean Sea
- Rentals with a fire pit Caribbean Sea
- Family-friendly rentals Caribbean Sea
- Loft rentals Caribbean Sea
- Smoking-friendly rentals Caribbean Sea
- Waterfront rentals Caribbean Sea
- Campsite rentals Caribbean Sea
- Boat rentals Caribbean Sea
- Condo rentals Caribbean Sea
- Rentals with an EV charger Caribbean Sea
- Nature eco lodge rentals Caribbean Sea
- Ranch rentals Caribbean Sea
- Island rentals Caribbean Sea
- Tiny house rentals Caribbean Sea
- Cottage rentals Caribbean Sea