
Holiday rentals with a pool in Culebra
Find and book unique homes with a pool on Airbnb
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 $122 NZD per night before taxes and fees

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

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

4.9 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
ValueLocationHospitality
4.86 out of 5 average rating, 125 reviews
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.
FamilyValuePool
4.95 out of 5 average rating, 129 reviews
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.
LocationValueCondition
4.97 out of 5 average rating, 210 reviews
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.
FamilyLocationLaundry
4.99 out of 5 average rating, 163 reviews
Casa Sunny
This is a 3-bedroom 1-bathroom private living unit on the first floor of a 2-story home that sleeps a maximum of 6 persons. The property includes a private guest-only saltwater pool and an outdoor shower. It has its own private street and house entrance with free parking on the street directly in front of the house. The kitchen is fully equipped for at-home meals and hosts are available for in-person assistance if needed. Beach chairs, a cooler, an umbrella, and beach towels are provided.
ValueLocationDecor
4.88 out of 5 average rating, 163 reviews
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
LocationFamilyOutdoor spaces
4.96 out of 5 average rating, 103 reviews
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.
LocationValueDecor
4.94 out of 5 average rating, 158 reviews
5Br -3Bth Infinity Pool & Ocean view &Walktobeach
viequesrentals net - offers you everything in Vieques - BiobayTours MAX 15 - 16 people. No more Find Viequesrentals on Insta gram Tesla Starlink high speed free WIFI provided. Air conditioning on the living-room /kitchen and all the bedrooms Infinity pool: Spectacular Ocean view House & Walk to the beach with 5 bedrooms and 3 Bathrooms. CHECK IN AFTER 4 PM , CHECK OUT BEFORE 10 AM Can accomodate max 16 people. Washing & Dryer avaliable ONLY for 5 nights or more stays.
LocationValuePets
4.78 out of 5 average rating, 107 reviews
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.
FamilyLocationWalkability
4.91 out of 5 average rating, 288 reviews
“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.
LocationFamilyHospitality
4.96 out of 5 average rating, 181 reviews
Casa Amor Home Esperanza Salt Pool- close to Beach
Casa Amor in Esperanza hills is a dream escape. A case of privacy, offering two fully separate suites, an outdoor dinning area with views of the of the ocean, saltwater pool, and BBQ. Breezes are free! A lovely outdoor shower for a rinse under the stars, a hammock for lazy afternoons… From the pool and gardens, you’ll find ocean views. (Clothing optional) It’s private and peaceful! Tucked into a safe locals’ neighborhood, three blocks from the nearest beach.
FamilyLocationAir conditioning
4.89 out of 5 average rating, 152 reviews
Casa Tolteca:4BR-Salt Water Pool - Tropical Garden
Spacious 4-bedroom family villa set on a private ½-acre hilltop surrounded by lush tropical gardens. This modern home offers ocean views, cooling breezes, and total privacy ideal for families seeking space and comfort. Enjoy a 30-ft saltwater pool for swimming and relaxing, an open layout perfect for spending time together, and multiple bedrooms for parents, kids, and grandparents. Quiet, safe, uncrowded, yet close to beaches, dining, and local attractions
FamilyLocationCheck-in
4.9 out of 5 average rating, 116 reviewsPopular amenities for Culebra rentals with a pool
House rentals with a pool

Home for 9 with Pool and Solar Panels in Vieques!
FamilyLocationAccuracy
4.9 out of 5 average rating, 163 reviews
Coconut Cay
LocationValueQuiet
4.81 out of 5 average rating, 103 reviews
Surf Side, Private Salt Water Pool, Ocean View
ValueLocationWi-Fi
4.96 out of 5 average rating, 120 reviews
Casa Blanca with pool, tropical garden and rooftop
ValueFamilyCondition
4.93 out of 5 average rating, 149 reviews
¡Casa Sole Mio!
FamilyLocationAmenities
4.9 out of 5 average rating, 10 reviews
Vieques Garden House - Oasis: Relax w/ SUV & Pool
FamilyValueView
5.0 out of 5 average rating, 91 reviews
Infinity Pool Villa, Ocean Views, 1.5 Acre Retreat
LocationFamilyBeach
5.0 out of 5 average rating, 15 reviews
Casa Sol with Stunning Pool near Ferry
LocationFamilyParking
4.97 out of 5 average rating, 73 reviewsCondo rentals with a pool

Cozy Beach Apartment
ValueFamilyHot tub
4.76 out of 5 average rating, 157 reviews
Serenity Studio ~ Stunning Views / Pool
FamilyValueDecor
5.0 out of 5 average rating, 23 reviews
Costa Bonita Private Villa 604
ValueLocationCheck-in
4.96 out of 5 average rating, 52 reviews
Costa Bonita Villa-Culebra
FamilyLocationOutdoor spaces
4.73 out of 5 average rating, 60 reviews
Studio Villa with Pool and Bay View (CB #4101)
ValueFamilyOutdoor spaces
4.64 out of 5 average rating, 108 reviews
Casa Anonna - Hidden oasis & Stunning ocean views
LocationFamilyBackyard
4.63 out of 5 average rating, 27 reviews
Costa Bonita Private Villa 602
LocationAccuracySleep quality
4.94 out of 5 average rating, 17 reviewsOther holiday rentals with a pool

Oreanda - Casa Limon
ValueLocationCheckout
4.94 out of 5 average rating, 160 reviews
Casa Borinquen
FamilyLocationBreakfast
4.97 out of 5 average rating, 182 reviews
Private Pool Bar with Panoramic View! 5* A/C, WiFi
ValueLocationHospitality
4.98 out of 5 average rating, 126 reviews
Esperanza 2 BR Apt, Pool, Walk to Beach & Top Eats
ValueFamilyBathroom
4.97 out of 5 average rating, 425 reviews
Secluded Villa with Stunning Views & Dipping Pool
FamilyValueCheck-in
5.0 out of 5 average rating, 77 reviews
Casa Aquabella | Ocean View Villa w/ Private Pool
LocationFamilyLayout
4.96 out of 5 average rating, 82 reviews
Quiet 3 bdrms. 3 min to Zoni. Private. 33' pool.
ValueFamilyDecor
4.85 out of 5 average rating, 95 reviews
Villa Mar Azul, Culebra PR
LocationFamilyView
5.0 out of 5 average rating, 21 reviewsWhen is the best time to visit Culebra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 NZD | $334 NZD | $368 NZD | $297 NZD | $244 NZD | $304 NZD | $250 NZD | $248 NZD | $218 NZD | $246 NZD | $234 NZD | $297 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 |
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