
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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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 coquĂs. Fall into a king bed, and wake to pink dawns. Anya means grace in Hindi; let it grace your Caribbean dreams.

At The Waves - Ocean Front Villa 1 bed/1 bath unit
At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, with a queen size bed and is fully equipped. It has, a refrigerator, stovetop, microwave, coffee maker, dishwasher, dishes, utensils, cookware, and more. There is an air conditioner in the bedroom, ceiling fans in all rooms. ASK ABOUT LONG TERM STAY DISCOUNTS.

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.

Water House @ Campo Alto
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 private plunge pool, queen bed, kitchenette and custom bath. Casita Agua has a backup water cistern.

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!

Costa Bonita Villa #4103
The private villa is located at one of the most recognized complexes on the island of Culebra, about a 20-min. drive from town. It's a studio close to the pool(not under our control**), perfect for couples and families with kids. Important Notice: Please excuse us; we are waiting to replace a part for one of the glass sliding doors to the balcony. There is still access to the area through the other one, so you can enjoy the beautiful view and relax while sitting.

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.

Breathtaking Oceanfront Vistas by the Reef
Relax at this unique and peaceful escape. Find tranquility at this special hideaway, perched above the region's beloved coral reef destination for snorkeling excursions. Here, you can leisurely sip your drink, gaze at the horizon, and choose whether to dive into the pool, wander to the beach, or snorkel among the colorful marine life near the reef.

Butterfly Loft (AC & Plunge Pool)
Find yourself nestled in lush vegetation with stunning views of the Caribbean Ocean Here, you can enjoy nature, luxury, comfort while being less than 10 min away from the beach, museum and city center. A great location for you to discover the 🏝 Enjoy privacy, tranquility, cocktail hours by the plunge pool and experience breathtaking sunsets

Seaview Modern Haven: Work & Unwind in Culebra
Discover a serene escape with our modern apartment boasting breathtaking ocean views in Culebra. Ideal for couples and professionals, enjoy luxury comfort with a king bed, Starlink Wi-Fi, and a sunset-ready balcony. Dive into the community pool or stay active with on-site fitness gear. Your coastal work-play paradise awaits!
Popular amenities for Isla de Culebra rentals with a pool
House rentals with a pool

Oasis Beautiful Designer Private Pool & Gardens.

Beachfront Villa surrounded by Ocean w/pool

Casa Cata with pool and amazing views, sleeps 4

Casa Sol with Stunning Pool near Ferry

Island Girl is Magnificent. Steps to the Beach

270* Ocean View, Saltwater Pool Private Villa

Veranda del Mar Vieques

Palm Cottages - The Pool Cottage - Lush Tropical
Condo rentals with a pool

*Azul Marino* Golf & Ocean View Luxury Condo

New! Breath Taking View at Las Casitas Village

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

Oceanfront Condo Perfect Sunsets Backup Generator!

Ocean View-Elevated Luxury Suite(Remodeled)

Our slice of paradise

Luquillo, Playa Azul Beach Front Apt 20th floor.

Incredible, Romantic Getaway! Beach front condo
Other holiday rentals with a pool

CB3302 Your Apartment in Paradise

Serene 2 bdrm. Pool w view + perfect for families.

Hilltop Hacienda Ocean Views, Pool & Walk to Beach

Studio Villa with Pool and Bay View (CB #4101)

Coconut Cay

Always Summer Inn Bay Front

EL COLMADO VIEQUES (4 Bedrooms, 8 guests)

Eco-Luxury Vacation House near Zoni
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- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Liquillo Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Praia de Luquillo
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- The Saint Regis Bahia Golf Course
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Secret Harbor Beach
- Playa Sun Bay
- Maho Bay Beach
- Rio Mar Village
- Virgin Islands National Park
- Coco Beach Golf Club
- Carabali Rainforest Park