
Vacation rentals with a pool in Culebra
Find and book unique homes with a pool on Airbnb
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$14,624 GYD per night before taxes and fees

Verified guest reviews
Over 5,520 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

4.9 Average rating
Culebra stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Culebra
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Costa Bonita Suite Culebra
Nuestra suite elegantemente decorada con un estilo costero, tonos suaves y muebles comodos que invitan a la relajacion. La cocina totalmente equipada te permite preparacion de tus comidas favoritas. El balcon es el lugar perfecto para disfrutar de comidas al aire libre con mesa para 4 personas. Cuenta con cama king size, sofa cama queen y smartTV 55’’. El complejo ofrece piscina comunitaria y muelle privado para dejar y recoger pasajeros. Todo nuevo para que disfruten de una estadia inolvidable
LocationFamilyCleanliness

Cacimar House - Pool, Privacy and Sleeps 6
Welcome to Cacimar House - 10 min to South Shore Beaches and 5 min to Isabel Segunda. Cacimar House offers Pool, Privacy, Location, Quality Furnishings, Attentive House Managers. Perfect for Couples, Families and Friends. 3 bedrooms with two Queens and one King for up to 6 people. 3 bathrooms. Air conditioning in bedrooms. Other rooms include: open kitchen, living room , separate dining room, ping pong room, screened in porch and laundry room. Excellent wi-fi, satellite TV and stereo equipment.
FamilyLocationWifi

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.
FamilyValueSleep quality

Casa Tesoro-pool home. Walk to beaches/restaurants
Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.
FamilyLocationWalkability

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!
FamilyLocationComfort

Casa Borinquen
The perfect place to unwind and enjoy the outdoors. Designed with a modern touch, it features a fully equipped kitchen, full bathroom, outdoor shower, and accommodates up to 3 guests. Relax in the beautiful plunge pool, enjoy a barbecue on the terrace, and fall asleep to the soothing sounds of the coquí frogs, surrounded by lush tropical greenery. Sweet and friendly little cats may occasionally stroll through the outdoor areas, adding to the natural charm and warm ambiance of the property.
FamilyLocationGrill

Vieques ocean view eco villa+pool
-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy
LocationFamilyCondition

Esperanza Casita, Pool, Walk to Beach & Top Food
✔ Adults only (18+) ✔ Queen Bed ✔ Cold A/C ✔ Smart TV ✔ Microwave & Mini Fridge ✔ Hot Water ✔ Beach Chairs, Towels & Snorkel Gear ✔ Pool ✔ Private Casita (Unit #4) For over 20 years guests have stayed at Coco Loco in Vieques just 1.5 blocks from the top beaches, restaurants, live music, and everything Vieques has to offer. We are a budget friendly Caribbean vacation home and the perfect spot to explore the Bio Bay, have beach days, or just exhale and be in the moment in Puerto Rico!
ValueLocationWalkability

Location, Location, Location with Pool
House, 3 Bedroom, 2 full Bathrooms, Sleeps 6 Casa Angie is a newly renovated home across the street from the ocean and a 3-minute walk to the Malecon in the fishing village of Esperanza. The Malecon is a boardwalk fronting the ocean with restaurants, bars and boutique shops, along with water sports rentals. Our Casa with its brand new kitchen is completely equipped for your convenience; whither dining in or barbecuing by the pool, you will surely enjoy your island experience.
ValueLocationLaundry

Scenic Hideaway Ocean Views & Private Roof Deck
This scenic island hideaway, designed by acclaimed architect John Hix, is a serene oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean and the Caribbean Sea. The loft features a private rooftop 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.
ValueLocationWalkability

“Casita Agua” @ Campo Alto
***Newly Updated*** 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 dedicated plunge pool, queen bed, kitchenette and custom bath.
FamilyLocationBeach

Beachfront Villa surrounded by Ocean w/pool
Unbeatable views and location: There is no property like the historic "Las Piedras" in all of Vieques. Situated into green rock jutting into the ocean it has spectacular views of coral reefs below and Caribbean Islands from decks pool and BR's. Our private, gated property has its own entrance to La Chata beach. Swim and snorkel from your "front yard" or explore morning tide pools. The villa offers ample space for entertaining indoors and out, and comfort for up 8 guests.
FamilyValueBeach
Popular amenities for Culebra rentals with a pool
House rentals with a pool

Casa Blanca with pool, tropical garden and rooftop
ValueLocationAccuracy

Home for 9 with Pool and Solar Panels in Vieques!
LocationValueComfort

Island Getaway Featuring Spectacular Views & Pool
LocationFamilyBeach

Casa Sol with Stunning Pool near Ferry
LocationFamilyCondition

Breathtaking Oceanfront Vistas by the Reef
FamilyValueIndoor spaces

Coconut Cay
LocationValueParking

Surf Side, Private Salt Water Pool, Ocean View
LocationValueDecor

Vieques Garden House - Oasis: Relax w/ SUV & Pool
LocationValueCleanliness
Condo rentals with a pool

Costa Bonita Private Villa 604
FamilyValueCheck-in

Costa Bonita Villa-Culebra
FamilyLocationAccuracy

Cozy Beach Apartment
FamilyValueOutdoor spaces

Serenity Studio ~ Stunning Views / Pool
FamilyValueCondition

Casa Anonna - Hidden oasis & Stunning ocean views
LocationFamilyBathroom

Costa Bonita Private Villa 602
LocationGetting aroundView

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

Villa Enrique — Studio + Apartment
ValueFamilyQuiet

Casa Corona 2026 - Central location with a pool
ValueFamilyAccuracy

Pool Suite #5 @CBV
LocationFamilyComfort

PEZ Waterfront House with Pool and MUELLE (dock)
LocationFamilyQuiet

Butterfly Loft (AC & Plunge Pool)
ValueLocationBeach

Villa Mar Azul, Culebra PR
FamilyLocationOutdoor spaces

Quiet 3 bdrms. 3 min to Zoni. Private. 33' pool.
ValueFamilyCleanliness

Costa Bonita - Suite #4102
LocationKitchenPool
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,516 GYD | G$39,903 GYD | G$44,082 GYD | G$35,516 GYD | G$29,248 GYD | G$36,352 GYD | G$29,875 GYD | G$29,666 GYD | G$26,115 GYD | G$29,457 GYD | G$27,995 GYD | G$35,516 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 |
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