
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 $70 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
ValueFamilyParking

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.
FamilyLocationIndoor spaces

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.
LocationValueLong stay

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!
ValueFamilyNearby

Surf Side, Private Salt Water Pool, Ocean View
Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.
LocationValueCleanliness

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.
FamilyValueOutdoor spaces

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.
FamilyLocationBackyard

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
LocationFamilyCheck-in

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) Welcome to Coco Loco, an adults only getaway just 1½ blocks from the top beaches, restaurants, live music, and everything Vieques has to offer. For over 20 years guests have stayed at Coco Loco in Vieques and have made it their Caribbean vacation home. Perfect spot to explore Bio Bay, beach days, exhale, & be in the moment.
FamilyLocationNearby

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.
LocationValueCondition

“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.
FamilyValueBackyard

Breathtaking Oceanfront Vistas by the Reef
Escape to your own Caribbean paradise at our cliffside retreat overlooking one of Culebra’s coral reefs. Sip cocktails by the infinity pool as the sun sets over turquoise waters, then stroll down to the beach for snorkeling among colorful fish and sea turtles. Thoughtfully designed indoor/outdoor living spaces, fully equipped kitchen and panoramic views from every room make this home a serene haven for couples, families & friends seeking both relaxation and adventure.
ValueFamilyCheck-in
Popular amenities for Culebra rentals with a pool
House rentals with a pool

Location, Location, Location with Pool
FamilyValueWalkability

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

Casa Blanca with pool, tropical garden and rooftop
FamilyValueParking

Hilltop Esperanza with ocean views, saltwater pool
FamilyLocationCondition

Casa Tolteca:4BR-Salt Water Pool - Tropical Garden
LocationFamilyView

Coconut Cay
LocationFamilyPool

¡Casa Sole Mio!
FamilyLocationHospitality

Casa Sol with Stunning Pool near Ferry
LocationFamilyDecor
Condo rentals with a pool

Cozy Beach Apartment
FamilyValueQuiet

Serenity Studio ~ Stunning Views / Pool
LocationFamilyGetting around

Costa Bonita Private Villa 604
ValueLocationPool

Costa Bonita Villa-Culebra
FamilyLocationBathroom

Studio Villa with Pool and Bay View (CB #4101)
ValueFamilyAccess

Casa Anonna - Hidden oasis & Stunning ocean views
FamilyLocationKitchen

Costa Bonita Private Villa 602
LocationPoolCondition
Other vacation rentals with a pool

Secluded Villa with Stunning Views & Dipping Pool
LocationValueGrill

Casa Aquabella | Ocean View Villa w/ Private Pool
LocationFamilyPool

Costa Bonita - Suite #4102
LocationKitchenPool

Villa Mar Azul, Culebra, PR
FamilyLocationPool

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

Pool Suite #5 @CBV
ValueFamilyIndoor spaces

Casita Cerromar, Rural and Private with Big Views
LocationFamilyDecor

Serena del Mar I - Studio - Paraiso Frente al Mar
FamilyLocationView
When is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 | $191 | $211 | $170 | $140 | $174 | $143 | $142 | $125 | $141 | $134 | $170 |
| Avg. temp | 79°F | 79°F | 79°F | 81°F | 82°F | 84°F | 85°F | 85°F | 84°F | 83°F | 82°F | 80°F |
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