
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.

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.
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.
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.
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.
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
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.
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.
4.78 out of 5 average rating, 107 reviews
Costa Bonita Suite Culebra
Our suite is elegantly decorated in a coastal style, soft tones and comfortable furniture that invite relaxation. The fully equipped kitchen allows you to prepare your favorite meals. The balcony is the perfect place to enjoy outdoor meals with a table for 4 people. It has a king size bed, a queen size sofa bed and a 55'' smart TV. The complex offers a community pool and private dock for dropping off and picking up passengers. All new for you to enjoy an unforgettable stay
4.86 out of 5 average rating, 125 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.
4.91 out of 5 average rating, 288 reviews
Home for 9 with Pool and Solar Panels in Vieques!
Spectacular modern and stylish home in Vieques Island! This spacious home will provide the perfect retreat for you and your group. The house consist of 3 bedrooms and 2 baths, a fully stocked kitchen and a new and stylish outdoor patio with pool. Your Vacation are secured with us as we have a Solar Energy System and a water cistern. The home can host up to 9 guest, including children. You will be minutes from Restaurants, National Parks and Reserves, and beaches to enjoy.
4.9 out of 5 average rating, 163 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.
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.
4.89 out of 5 average rating, 152 reviewsPopular amenities for Culebra rentals with a pool
House rentals with a pool

Coconut Cay
4.81 out of 5 average rating, 103 reviews
Surf Side, Private Salt Water Pool, Ocean View
4.96 out of 5 average rating, 120 reviews
Casa Blanca with pool, tropical garden and rooftop
4.93 out of 5 average rating, 149 reviews
Breathtaking Oceanfront Vistas by the Reef
4.8 out of 5 average rating, 66 reviews
Casa Sole Mio!
4.9 out of 5 average rating, 10 reviews
Vieques Garden House - Oasis: Relax w/ SUV & Pool
5.0 out of 5 average rating, 91 reviews
Casa Corona 2026 - Central location with a pool
5.0 out of 5 average rating, 18 reviews
Casa Sol with Stunning Pool near Ferry
4.97 out of 5 average rating, 73 reviewsCondo rentals with a pool

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

Casa Borinquen
4.97 out of 5 average rating, 182 reviews
Oreanda – Casa Limon
4.94 out of 5 average rating, 160 reviews
Private Pool Bar with Panoramic View! 5* A/C, WiFi
4.98 out of 5 average rating, 126 reviews
Secluded Villa with Stunning Views & Dipping Pool
5.0 out of 5 average rating, 77 reviews
Casa Aquabella | Ocean View Villa w/ Private Pool
4.96 out of 5 average rating, 82 reviews
Quiet 3 bdrms. 3 min to Zoni. Private. 33' pool.
4.85 out of 5 average rating, 95 reviews
Villa Mar Azul, Culebra, PR
5.0 out of 5 average rating, 21 reviews
Villa Enrique — Studio + Apartment
4.83 out of 5 average rating, 30 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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