
Vacation 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 coquís. 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.

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!

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!

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. :-)

Vieques casita with pool walk to ferry
For adults only intown lovely One bedroom casita walking distance to everything, bank,post office, stores and restaurants, walk to the ferry boat . two blocks from sea glass beach. Your own pool .this is a strict non smoking Located in the middle of lovely town of Isabelle in a compound of rentals sorry no children allowed , cats live outside on property

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 Aramana

Casa Blanca with pool, tropical garden and rooftop

Home for 9 with Pool and Solar Panels in Vieques!

Beachfront Villa surrounded by Ocean w/pool

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

Costa Bonita Private Villa 604

Costa Bonita Villa, Culebra

Beautiful Apartment at Costa Bonita Resort Culebra

Cozy Beach Apartment

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

Vieques ocean view eco villa+pool

Studio B

Casa Cata with pool and amazing views, sleeps 4

Casa Sol with Stunning Pool near Ferry

Tropical Tranquil Setting - Casita Beija Flor

Hacienda Perseverance: Family Paradise in Vieques

Hillside home with fantastic ocean views!

Vieques Pearl Cozy House
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ496 | ﺩ.ﺇ481 | ﺩ.ﺇ635 | ﺩ.ﺇ514 | ﺩ.ﺇ514 | ﺩ.ﺇ521 | ﺩ.ﺇ466 | ﺩ.ﺇ470 | ﺩ.ﺇ459 | ﺩ.ﺇ466 | ﺩ.ﺇ474 | ﺩ.ﺇ481 |
| 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 ﺩ.ﺇ257 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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