Holiday rentals with a pool in Culebra

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.

Family · Location · Beach

Tortuguita 3 | Costa Bonita Pool Retreat

Welcome to Tortuguita #3, your Culebra escape at Costa Bonita Villas. Enjoy breathtaking views from your private balcony. The fully renovated studio features a king bed, sofa bed, and a fully stocked kitchen. We've packed everything for your beach days: snorkeling gear, beach tent, backpack cooler, and speaker. Costa Bonita features a pool available to all guests staying within the community. Enjoy Culebra, home to some of the most pristine beaches and crystal-clear waters in the Caribbean.☀️

Family · Hospitality · Decor

Secluded Villa with Stunning Views & Dipping Pool

Villa Melones is located on a one-acre property high above Melones Beach. Enjoy breathtaking ocean views and spectacular sunsets throughout this 3BR/3.5BA home that features large covered deck for lounging and dining, full kitchen, spacious well decorated bedrooms with ensuite bathrooms and a beautiful refreshing dipping pool. Villa Melones is conveniently located just a five minute drive from town while still enjoying the privacy and seclusion that travelers desire on their island getaway.

Value · Location · Condition

Casa Sole Mio!

Relax with the whole family at this peaceful place to stay. Located in the tropical paradise of Culebra, this stunning home offers a truly unforgettable seaside experience, where every bedroom features breathtaking ocean views. The home is filled with natural light and designed with open spaces that blend indoor comfort with the beauty of the Caribbean outdoors. Spacious terraces invite you to relax while watching the sunset, perfect setting for peaceful moments or unforgettable gatherings.

Location · Family · Laundry

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.

Value · Family · Beach

Casa Aquabella | Ocean View Villa w/ Private Pool

Casa Aquabella is a unique ocean-view villa with a private infinity pool, located just above iconic Zoni Beach. Designed for guests seeking space, privacy, and tranquility, this thoughtfully laid-out 4-bedroom, 4-bath villa offers stunning ocean views, lush tropical landscaping, and a serene setting ideal for families, couples, or groups traveling together. From the multi-level decks, enjoy sweeping views toward St. Thomas and Culebrita, and be enchanted by Culebra’s star-filled night skies.

Location · Family · Accuracy

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

Family · Value · Bathroom

“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.

Family · Value · Hospitality

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.

Location · Value · Cleanliness

PEZ Waterfront House with Pool and MUELLE (dock)

PEZ is a newly renovated waterfront house with MUELLE in the heart of Culebra, PR. Located on Ensenada Honda Bay, it has magnificent ocean views. Our ample deck is the perfect setting to watch the sunrise, enjoy afternoon drinks or dine outdoors. The house is centrally located within walking distance to the town, airport, ferry terminal and less than a 5-minute car ride to Flamenco Beach. You will love the experience of this modern, beach style house!

Location · Family · Hospitality

Villa Enrique — Studio + Apartment

This rental includes two separated properties, one apartment with two bedrooms and one studio on top of the apartment. Great for large families and friends. The property is in a beautiful location, surrounded by nature, with great view and gorgeous pool. We are 8min away from town and 10min from the beach, by car. Our house is simple, equipped with basics and perfect to disconnect and rest surrounded by nature, silence, friends and family.

Family · Value · Bathroom

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

Located only a short 7 min. walk, 2 min. drive, from the beautiful Playa Zoni, exposed to warm (yet cooling) Eastern Trade Winds, with magnificent views of Culebrita and the Virgin Islands. Three bedrooms, three bathrooms. 6 people max. and 33' long swimming pool ready for all guests. When booking please put a correct number of guests in your group. We have a surcharge for more than two guests.

Location · Family · Amenities