
Holiday rentals with a pool in Culebra
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Top-rated rentals with a pool in Culebra
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

1BR/E - Walk to Beach/Spectacular Ocean View/Pool
"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.

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.

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!

Private Pool Bar with Panoramic View! 5* A/C, WiFi
Designed as a private paradise for two adults only, Bonita Vista is centrally located and easy to get to, yet very private. This new hillside retreat features a large covered pool bar with breathtaking views overlooking the Vieques National Wildlife Refuge and the Caribbean Sea. Artifacts from the sugar cane era offer connection to Vieques history. An afternoon poolside slips easily into sunset cocktail hour and dinner from the grill, a swim under the stars or magical moonrise over the bay!

Eco Hideaway with Ocean Views and Private Patio
This tropical hideaway, designed by acclaimed architect John Hix, is a tranquil oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean to the north and the Caribbean to the south. The loft features a private terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Casa Borinquen
This homey vacation rental is a brand new construction and is a great place to enjoy the outdoors. The interiors feature a modern design, a full kitchen, full bathroom, outdoor shower, and sleeps 3 people. Listen to the sound of the coquis at night and enjoy the tropical breve e, relaxing in the beautiful plunge pool or grilling on the outdoor deck, surrounded by lush palms, fruit trees (breadfruit, lemons, bananas, plantains, cashews), and herbs (mint, sweet peppers, oregano).

Casa Corona - Amazing Views, Pool, Close to Beach
Experience this newly renovated home with constant ocean breezes and breathtaking views of the Corona Reef, Culebra and the "Big Island." This cozy cottage offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. Enjoy the ocean-facing plunge pool and outdoor shower. Located just past the former W Resort on a private fenced/gated lot that's minutes from everything (airport, ferry, restaurants, beaches and shopping).

Esperanza Studio, Pool, Walk to Beach & Top Food
- Adults Only (18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - AC, Hot Water, Queen Bed, TV - Private Bathroom, Big Room - Beach Towels, Chairs, Snorkel Gear - Locked Soundproof Door & Curtain (Adjoins Owner’s Unit) - No Pets/No Smoking - Quiet Hours: 10pm–6am Private outdoor entrance to your room & bathroom. Comfy queen bed! We love this space & often reserve it for our adult family as it's next to the owner's unit. :-)

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 Culebra rentals with a pool
House rentals with a pool

Casa Blanca with pool, tropical garden and rooftop

Home for 9 with Pool and Solar Panels in Vieques!

Fajardo, Las Croabas

Private Retreat w/ Pool, Stunning Views & Wildlife

270* Ocean View, Saltwater Pool Private Villa

Breathtaking Oceanfront Vistas by the Reef

Surf Side, Private Salt Water Pool, Ocean View

❤️PRIVATE POOL,Beach home,BioBay Tour walk distance
Apartment rentals with a pool

Oceanfront Relaxation | High-Floor w/ Views & Pool

New! Breath Taking View at Las Casitas Village

*Azul Marino* Golf & Ocean View Luxury Condo

Waterfront High-Rise Apt with Gorgeous Ocean View

Marina’s ll ocean view apartment

Oceanfront @ Fajardo- Next to Water Taxis & Conqui

Our slice of paradise

Luxury Ocean View Apt 2 BR/1BA Dos Marinas Fajardo
Other holiday rentals with a pool

Casa Aramana

Vieques ocean view eco villa+pool

Sunset Village Culebra

CB3302 Your Apartment in Paradise

Casa Sol with Stunning Pool near Ferry

Costa Bonita Villa 3601, Culebra

Vieques Garden House - Oasis: Relax w/ SUV & Pool

Serena del Mar I - Studio - Paradise Facing the Sea
Quick stats about holiday rentals with a pool in Culebra
Total rentals
30 properties
Nightly prices starting at
$91Â SGD before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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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