
Vacation 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/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.

Baez Haus Tiny Treehouse at Finca Victoria
This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

Casita Agua @ 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!

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).

SoliMar Azul unit/POOL/Sea View
Welcome to SoliMar Guest Studios We are centrally on island in between Isabel & Esperanza overlooking the Caribbean! SoliMar is less than ¼ mile from the Wildlife Preserve entrance, which is home to Vieques’ best beaches! SoliMar sits on two-acres that are yours to explore. With 7mango trees, horses & iguanas roaming about, relaxing hammock, poolside patio, and a POOL! One of the few that accepts 1 night stays! Different discounts activated when staying 2+ nights!

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. :-)

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.

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
Popular amenities for Culebra rentals with a pool
House rentals with a pool

Casa Aramana

Vieques ocean view eco villa+pool

Casa Blanca with pool, tropical garden and rooftop

Home for 9 with Pool and Solar Panels in Vieques!

270* Ocean View, Saltwater Pool Private Villa

Breathtaking Oceanfront Vistas by the Reef

Surf Side, Private Salt Water Pool, Ocean View

Casa Amor Home Esperanza Salt Pool- close to Beach
Condo rentals with a pool

Costa Bonita Private Villa 604

Costa Bonita Villa, Culebra

Apartment & Pool at Costa Bonita, Culebra

Cozy Beach Apartment

Serenity Studio Stunning Views / Pool

Casa Anonna - Hidden oasis & Stunning ocean views

Costa Bonita Private Villa 602

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

Sevilla Suite at H.V.

Casa Cata with pool and amazing views, sleeps 4

Casa Sol with Stunning Pool near Ferry

Private Retreat w/ Pool, Stunning Views & Wildlife

Villa La Riposa – Paradise

Tropical Tranquil Setting - Casita Beija Flor

Skyfall House @ Vieques

Hacienda Perseverance: Family Paradise in Vieques
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,216 GYD | G$27,380 GYD | G$36,158 GYD | G$29,261 GYD | G$29,261 GYD | G$29,679 GYD | G$29,888 GYD | G$29,679 GYD | G$26,126 GYD | G$26,544 GYD | G$26,962 GYD | G$27,380 GYD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about vacation rentals with a pool in Culebra

Total vacation rentals
Explore 30 vacation rentals in Culebra

Nightly prices starting at
Culebra vacation rentals start at G$14,630 GYD per night before taxes and fees

Verified guest reviews
Over 4,910 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
30 of Culebra vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Culebra rentals

4.8 Average rating
Culebra stays are highly rated by guests—averaging 4.8 out of 5!
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