
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.

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.

Casa Lola PR
In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your coupleâŠ. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come againâŠ..just enjoy.

On Beach Oceanfront Oasis | Private Pool, AC, WiFi
Tucked away in the safe, idyllic tropical rainforest of Costa Ricaâs South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, itâs home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.

Magical! Ocean view Cabana w/ Pool Spa on mountain
This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Strelitzia Skyloft Rooftop, Cenote & Infinity Pool
@thestrelitziaproject đ The highest rated Airbnbs in Playa! âïž The entire rooftop of this luxury home worth $1m+ is private for you! There is a reason generic apartments in town cost $70usd. Skyloft is unique. Your rooftop overlooks a stunning natural cenote and infinity pool. Climb the ladder to âThe Perchâ & enjoy incredible views over the jungle canopy as the sun sets. Experience a perfect nights sleep on our exquisite bamboo memory foam bed! We also offer stress free car rental!

Casa Encanto Rainforest Retreat
This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. Youâll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Art Beach House, boutique style luxury.
Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

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!

Glamping at Relaxing Atmosphere In Nature
Glamping at Relaxing Atmosphere In Nature (RAIN) provides a serene and private getaway where you can relish the magic of the rainforest, with the calming sounds of rain, birds, and the Coqui's call. Our latest cabin is outfitted with all the comforts to ensure your glamping experience is unforgettable. Comfortably immerse yourself in the forest's flora and fauna. Escape the bustle of modern life and unwind. We embrace and celebrate diversity; all are welcome!

Coastal Vista Casa | Santa Teresa Coast Views
Coastal Vista Casa | Santa Teresa Coast Views is a private, high-end luxury suite in Mal PaĂs with panoramic Santa Teresa coastline and jungle valley views. Designed for romance or focused solo stays, it features a plunge pool, gourmet kitchen, and seamless indoor-outdoor living in a secure, tranquil setting. Wake to birds and wildlife, then reach beaches, surf, and dining in minutesâideal for couples or a solo digital nomad seeking privacy and inspiration.

Waterfront Cottage, St. Croix US VI
"30 Steps to Paradise" Sweet and cool 1-bedroom cottage with large porch attached to a family home, with complete privacy. Hear the sound of the waves and walk to several beaches. Located near Jack's Bay on the south east tip of the island. The cottage has ceiling fans, no air-conditioning. The pool is available for guests. The other name for the cottage is "30 steps to Paradise" because it has 30 steps from the road to the entrance of the cottage.
Popular amenities for Caribbean Sea rentals with a pool
House rentals with a pool

Modern Villa with Pool Minutes to Grace Bay Beach

The Green House Mint - Ocean View, Private Pool

Ki Loft in Las 9 Gotas (The 9 Drops)

Villa Valeria, luxury 4BR in gated community.

Sureña. Charming Stone House with Pool

La Belle Vie Akumal, Luxury and Art facing the Sea

Private Oceanfront luxurious city villa with pool

La Casita: Private Heated Pool W/ Ocean Views
Apartment rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Casa Agosto | Tropical Oasis in Zama Village

The Ocean Ridge - Ocho Rios, Stunning Sea Views

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

The Quarry, Beachfront sub penthouse 150m to clubs

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach

Beachfront Luxury @ Mar Chiquita

VIEW OF PLAYA BONITA
Home rentals with a private pool

Amazing location in La Veleta! Walk to everything!

Gorgeous Colonial House near Cafes and Bars

Luxury Jungle Masterpiece Villa LaGĂș

Casa Pantheon Luxury Colonial House

Artistic Villa â Bkfst, cleaning & staff Included

Casa Calma, a True Oasis Pool, Security 24h

Condado Beach Views by Cesar 2501

Idyllic Beachfront Penthouse w/Private Plunge Pool
Destinations to explore
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