
Holiday rentals with a pool in Caribbean Sea
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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

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.

Romantic Luxe Oceanview 5 Acre Estate - Concierge
You'll fall in love with Casa Mariposa's privacy, tranquility and fabulous Pacific Ocean and rainforest views. This elegant, luxurious, gated, comfortable house on 5.5 acres of rain forest is 700 feet above sea level in a quiet community near Parque National Marino Ballena. Close to dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required. Message me to have our concierge arrange curated tours, private chef and spa services!

Ba Ko | Pool+garden luxury cabin
Ba Ko ("your place" in indigenous bri-bri language) is an eco-friendly stylish cabin in the outskirts of Puerto Viejo. It's close to the village downtown (walking distance or 5 minute bike ride), but located in a quieter nice area. All the property (the cabin and the surrounding garden with pool) is private and for the exclusive use of the guests. Lay all day long on the hammock, chill out in the pool, or go to the amazing beaches (Cocles, Chiquita, Punta Uva) and enjoy the town night vibes.

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.

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.

Airstream With Pool, Amazing Ocean & Nature Views
This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Casita Silencio - Special Offer until 30 November.
SPECIAL OFFER - Reduced to $250 until November 30th 2025. Casita Silencio is a romantic and secluded haven. Nestled above the fishing village of Mal Pais, fringed by the Cabo Blanco Nature Reserve, with stunning jungle and ocean views. Silencio offers the opportunity to embrace Costa Rica’s wildlife including Capuchin and Howler monkeys and exotic birds. A truly unique experience! Silencio is one of 2 private casitas ( see Tranquilo ) on the 9 acre gated estate of Brisas del Cabo.

Luxury villa on the Cloud Forest + Infinity Pool
Sumérgete en la tranquilidad y belleza natural con esta espectacular casa en medio del bosque, diseñada para ofrecerte una experiencia única de lujo y relajación. Esta propiedad combina elegancia moderna con el encanto de la naturaleza. Despierta con los sonidos del bosque y disfruta de la paz que solo este entorno natural puede brindar. La casa ofrece privacidad total, pero se ubica en el corazón de Monteverde a corta distancia en auto de restaurantes locales y tiendas.

Aruba Oceanfront Gem- Stunning sunsets
Located on the 4th floor of Tides Building- Azure Beach Residences with a Spectacular and Relaxing view to Palm beach and Eagle Beach. Which is rated in the top 10 best beaches in the entire Caribbean, unmatched in the Aruba. You will just a few steps from the white sand and the crystalline water, some of the amenities are two swimming pools, jacuzzi, gym, restaurant, social house and more. Perfect for couples. Maximum of 3 guests. Check our discounts for long stays.

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.

les Ramiers
Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!
Popular amenities for Caribbean Sea rentals with a pool
House rentals with a pool

Mountaintop Mansion Huge Ocean View Manuel Antonio

Luxury Cliffside Escape - Casa Cocobolo Villa

Ocean Front Family Vacation Home, at Baby Beach

Villa Estrella PR (near Airport & Beach)

Private 2BR Villa | Pool + Manuel Antonio Views

Costa Rica jungle home: remodeled/waterfall path!

La Belle Vie Akumal, Luxury and Art by the Sea

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

"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

Sail Away II-WOW Beachfront to Paradise Remodeled

Modern apt ,EagleBeach,Sea view,Oasis condominium

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

EAGLE BEACH - CAPTIVATING DIRECT OCEAN VIEW CONDO

Beachfront • King • W/D • By RH • Pool • Marina
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
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