
Holiday rentals with a pool in Isla de Culebra
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Top-rated rentals with a pool in Isla de Culebra
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Costa Bonita Suite Culebra
Nuestra suite elegantemente decorada con un estilo costero, tonos suaves y muebles comodos que invitan a la relajacion. La cocina totalmente equipada te permite preparacion de tus comidas favoritas. El balcon es el lugar perfecto para disfrutar de comidas al aire libre con mesa para 4 personas. Cuenta con cama king size, sofa cama queen y smartTV 55’’. El complejo ofrece piscina comunitaria y muelle privado para dejar y recoger pasajeros. Todo nuevo para que disfruten de una estadia inolvidable

1BR/W - Spectacular Ocean View/Pool/Walk to Beach
"Villa del Sol" is a delightful, modern villa with our 2BR apartment upstairs and two spacious 1BR apartments below. Perched up high with panoramic views of the ocean, it is just a 5-minute walk from two secluded beaches. Fully gated, it has a paved drive and parking, and an in-ground pool. This charming 1BR apartment has high quality furniture and furnishings, a fully equipped kitchen, a large bedroom, flatscreen TV, WIFI & AC. * * * CLICK ON "Show More" BELOW TO CONTINUE THE DESCRIPTION * * *

Casa Anya @ Hilltop (private infinity plunge pool)
Imbuing Culebra’s magic with passionate India, Kavita’s native land, Casa Anya wraps you in contemporary airy spaces caressed by Indian linen. Savor bay and lush mountain vistas from a soothing rainfall grotto shower leading to a private plunge pool, and a full kitchen for romantic dining. Sliding doors to the deck invite in sunsets, stars, and enchanting breezes with chirping coquís. Fall into a king bed, and wake to pink dawns. Anya means grace in Hindi; let it grace your Caribbean dreams.

Surf Side, Private Salt Water Pool, Ocean View
Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.

Secluded Villa with Stunning Views & Dipping Pool
Villa Melones is located on a one-acre property high above Melones Beach. Enjoy breathtaking ocean views and spectacular sunsets throughout this 3BR/3.5BA home that features large covered deck for lounging and dining, full kitchen, spacious well decorated bedrooms with ensuite bathrooms and a beautiful refreshing dipping pool. Villa Melones is conveniently located just a five minute drive from town while still enjoying the privacy and seclusion that travelers desire on their island getaway.

Casa Sunny
NEW immaculately kept saltwater pool. House sleeps 6. Two queen bedrooms and one bedroom with 2 twin bed and one bathroom. Beach amenities. You only need to bring clothes and shoes, a toothbrush and toothpaste (or get that here), we have everything else ready for you! Our TouchStay guest guide includes trip planning support with links to ferry tickets and flight options with a map to all the places you need to know about on the island. Ask us for the perfect 2- or 3-night trip recommendation!

Casa Aquabella | Ocean View Villa w/ Private Pool
Casa Aquabella is a unique ocean-view villa with a private infinity pool, located just above iconic Zoni Beach. Designed for guests seeking space, privacy, and tranquility, this thoughtfully laid-out 4-bedroom, 4-bath villa offers stunning ocean views, lush tropical landscaping, and a serene setting ideal for families, couples, or groups traveling together. From the multi-level decks, enjoy sweeping views toward St. Thomas and Culebrita, and be enchanted by Culebra’s star-filled night skies.

“Casita Agua” @ Campo Alto
***Newly Updated*** Relax and refresh at this unique and tranquil island getaway. Set in the tropical hillside of Mount Resaca, Casita Agua at Campo Alto is the perfect escape while visiting our beautiful island! Spend your days adventuring and your evenings relaxing in the pool. Our casita provides the perfect space for single travelers or couples looking to get away from it all! This studio unit features a dedicated plunge pool, queen bed, kitchenette and custom bath.

Breathtaking Oceanfront Vistas by the Reef
Escape to your own Caribbean paradise at our cliffside retreat overlooking one of Culebra’s coral reefs. Sip cocktails by the infinity pool as the sun sets over turquoise waters, then stroll down to the beach for snorkeling among colorful fish and sea turtles. Thoughtfully designed indoor/outdoor living spaces, fully equipped kitchen and panoramic views from every room make this home a serene haven for couples, families & friends seeking both relaxation and adventure.

Serene 2 bdrm. Pool w view + perfect for families.
Private, spacious and light-filled 2 bdrm apartment w/ 10-foot ceilings on top of a quiet hill. 3min. from beach and 5 min. from the main town of Isabel Segunda. This property was designed for the view! Every day you will be able to see the island, ocean, and the famous Vieques sunset from your private deck or the pool. Beach gear, one snorkel set, and inflatable paddleboard included. Lg bdrms with comfortable queen beds + pullout coach. Full kitchen+bbq grill.

Quiet 3 bdrms. 3 min to Zoni. Private. 33' pool.
Located only a short 7 min. walk, 2 min. drive, from the beautiful Playa Zoni, exposed to warm (yet cooling) Eastern Trade Winds, with magnificent views of Culebrita and the Virgin Islands. Three bedrooms, three bathrooms. 6 people max. and 33' long swimming pool ready for all guests. When booking please put a correct number of guests in your group. We have a surcharge for more than two guests.

Oceanview Glamping at Flamenco w. private pool
Oceanview Villa with private infinity pool Views! Views! Views! Punta Flamenco-Glamping concept is all about breathtaking ocean views, beaches and simple luxuries within nature. Perched on the hillside of Flamenco Beach within the exclusive Punta Flamenco estate, the Glamping is a serene getaway designed for relaxation, privacy, and unforgettable views.
Popular amenities for Isla de Culebra rentals with a pool
House rentals with a pool

Casa Aramana

Oasis Beautiful Designer Private Pool & Gardens.

Casa Mariposa - Hilltop home with Pool and Rooftop

Casa Cata with pool and amazing views, sleeps 4

Casa Sol with Stunning Pool near Ferry

Casa Anastasia Beachside Villa with Private Pool

Island Girl is Magnificent. Steps to the Beach

270* Ocean View, Saltwater Pool Private Villa
Condo rentals with a pool

Costa Bonita Private Villa 604

Beautiful Coast Villa-Culebra

Cozy Beach Apartment

Serenity Studio ~ Stunning Views / Pool

Costa Bonita Private Villa 602

Studio Villa with Pool and Bay View (CB #4101)
Other holiday rentals with a pool

Luxury Ocean View House w/Heated Pool/ Near Dock/

Suez Apartment @ Casa Carmen

5Br -3Bth Infinity Pool & Ocean view &Walktobeach

Villa Mar Azul, Culebra, PR

Coconut Cay

Veranda by the Sea Vieques

Eco-Luxury Vacation House near Zoni

PRIVATE INFINITY POOL & Ocean view & jacuzzis 7br
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- Rentals with beach access Isla de Culebra
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