
Vacation 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.

Ícaro: Rooftop Pool!_Private_Modern_Natural
Escape to a secluded 1750 sq. ft. industrial-style retreat, nestled in a lush farm just 2 km from La Fortuna's heart. This unique, windowless open-concept haven features a king-sized bed, a queen-sized sofa bed, and a fully equipped kitchen. An air system creates a refreshing breeze throughout the house, complemented by A/C for perfect comfort. Enjoy the rooftop pool with sunbathing, grilling and bar utensils. Explore the nearby creek and savor the tranquility of 32,000 sq. ft. of private land.

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!

Sol y Luna Mountain Retreat Hacienda
Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Strelitzia Skyloft Rooftop, Cenote & Infinity Pool
@thestrelitziaproject 🏆 The highest rated Airbnbs in Playa! ⭐️ 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 “The Perch” & 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!

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,

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!

Romantic Apartment few steps from beach
Wake up to the soothing melody of a mockingbird in the garden, as gentle sunlight filters through the lush greenery. Sip your morning coffee on the balcony, overlooking the tropical garden and sparkling crystal-clear pool, where the peaceful ambiance sets the tone for a romantic escape. Afterward, take a leisurely stroll through the vibrant garden or wander just a few minutes to the nearest beach with turquoise waters and soft white sands, perfect for a tranquil start to your day.

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!

Upper Casita Catalina in Tamarindo w Great Views
From this hilltop location above Tamarindo Bay, you will enjoy a panoramic view that is unbelievable. You’ll see what we mean when you get here! The Casita offers a King bed and a pull-down Queen bed, fully equipped with a private bathroom, kitchen, and a small balcony perfect for watching monkeys in the surrounding trees! You will also have access to the property's social space including a breezy covered terrace by the ocean-view pool and rooftop lounge!

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)

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 Jacuzzi Campfire area High-speed fiber optic Wi-Fi Located 1.5 kilometers from the main road on top of a private hill where you will be surrounded by flora and fauna. 1 day pass included to the nearby resort's hot springs Base rate for 2 people + $50 Additional person. A vehicle is recommended.
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