
Holiday rentals with a pool in Culebra
Find and book unique homes with a pool on Airbnb
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 1 BR Apt, Pool, Walk to Beach & Top Food
- Adults Only (18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - 2 AC’s & Hot Water - Queen Bed w/ AC & TV - Beach Towels, Chairs, Snorkel Gear - No Pets / No Smoking - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches & restaurants. Relax after a long day in the sun or enjoy a night out nearby. For 20+ years, guests have chosen Coco Loco for the perfect adult getaway

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!

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
Condo rentals with a pool

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

*Azul Marino* Golf & Ocean View Luxury Condo

Caribbean Beachfront King bed with large balcony

Lux BEACH FRONT 19th Floor 1BR w/Pool & PK

Playa Azul Beach and Rainforest Paradise

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our slice of paradise

Luquillo, Playa Azul Beach Front Apt 20th floor.
Other holiday rentals with a pool

Sevilla Suite at H.V.

Beachfront Villa surrounded by Ocean w/pool

Casa Cata with pool and amazing views, sleeps 4

Casa Sol with Stunning Pool near Ferry

Studio A

Tropical Tranquil Setting - Casita Beija Flor

Hacienda Perseverance: Family Paradise in Vieques

Hillside home with fantastic ocean views!
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239Â NZD | $232Â NZD | $306Â NZD | $248Â NZD | $248Â NZD | $251Â NZD | $253Â NZD | $251Â NZD | $221Â NZD | $225Â NZD | $228Â NZD | $232Â NZD |
| 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 holiday rentals with a pool in Culebra

Total holiday rentals
Explore 30 holiday rentals in Culebra

Nightly prices starting at
Culebra holiday rentals start at $124Â NZD per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
30 of Culebra holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Liquillo Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Praia de Luquillo
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- Josiah's Bay
- Gibney Beach
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