House holiday rentals in Isla de Culebra

A private plunge pool is surrounded by wooden decking, with a gentle waterfall feature adding a soothing sound. Lush green mountains and the turquoise bay are visible in the background, framed by colorful clouds at sunset.

4.97 out of 5 average rating, 156 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.

4.84 out of 5 average rating, 116 reviews

A spacious hammock hangs peacefully under an archway, framed by white walls and greenery. The ocean is visible in the background, with a serene blue hue blending into the sky. Palm trees sway gently, enhancing the tranquil outdoor space.

Home in Vieques

Oceanfront, Snorkel, Private Beach, Outdoor Shower

La Buena Vida "The Good Life" Ocean Front beach house offers guest a private slice of paradise! With it's secluded beach and 180 view of the Atlantic Ocean and Puerto Rico. This house offers the best views on the island, sunsets are World Class! And then there's snorkeling! Guests have told us the reef off our shoreline is better than the tour locations! Snorkeling gear is provided! Or just relax on the huge patio/hammock and watch the waves! Anytime of year, La Buena Vida is waiting for you!

4.91 out of 5 average rating, 205 reviews

A newly built home is framed by a gated entrance, leading to a well-maintained driveway. The house features a white exterior with a front porch. Towering palm trees and lush greenery create a serene environment, contributing to the overall privacy of the property.

Home in Puerto Diablo

Palmas de paraiso/Free Wi-fi/Walk to Beach/Cold AC

Bring the whole family to this brand new home with lots of room for fun. Or enjoy the entire place with just a few people. 3 bedroom and 2 bathroom with an outdoor shower make our house suitable for small or large groups. 2 large 58" TV's. 1 king,2 queen beds, and 1 double pull out. kitchen has all amenities and full size fridge for extended stays. WiFi is very fast and reliable for the work from home people. new washer n dryer inside. 2 minutes walk to Santa maria beach. Full kitchen

A covered terrace is showcased with a glider rocker for seating, surrounded by light-colored walls and flooring. Panoramic views of Ensenada Honda and Dakiti Reef are visible through large, open windows, and a hint of lush greenery can be seen in the background.

4.89 out of 5 average rating, 136 reviews

Waterfront Seahorse Suite @ Island Charm - Culebra

🌊 Breathtaking Views & Relaxation 🌊 Perched hillside with stunning panoramic views of Ensenada Honda and Dakiti Reef, the Seahorse Suite is the perfect retreat. Enjoy gorgeous Caribbean colors at sunset from your private covered terrace, where you can unwind in the two-person glider rocker and let the warm breeze wash over you. Watch boats drift by and keep an eye out for sea turtles surfacing for air. On clear nights, you may see the twinkling lights of Vieques and St. Croix at a distance!

Top Guest favourite

Home in Vieques

4.98 out of 5 average rating, 108 reviews

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.

Top Guest favourite

4.96 out of 5 average rating, 158 reviews

Villa Chapin Culebra [wifi,jacuzzi,beach chairs&+]

A cozy, warm, and family-friendly house with 2 bedrooms, 1 bathroom, comfortable beds, fully-equipped kitchen (air fryer, microwave, etc), wifi, A/C in all areas, wooden balcony, terrace with grill, outdoor concrete-deck with spa,private yard and parking. If you are looking for a place to be relax, rest and recharge, Villa Chapin is the place to stay. The house is close to all key locations in Culebra. Beach chairs, beach towels, cooler and beach umbrella are available for our guests use.

A spacious porch area features white railings framing views of Ensenada Honda bay. Lush greenery and distant hills create a serene backdrop for relaxing moments. The floor is tiled in warm terracotta, enhancing the inviting setting for outdoor enjoyment.

4.85 out of 5 average rating, 350 reviews

Caleta Tortuga scenic view ensenda Honda

Caleta Tortuga is a beautiful 2 bedroom house &2bathrooms attached ,for 4people .5,6 th person can sleep in living room futon (see terms please).Amazing scenic views of Ensenada Honda bay ,sipping coffee, wine,beer ,tea on porch .It’s located in a quiet residential safe neighborhood centrally located to town ,1.5miles Ferry dock , less than a mile airport and 7minutes drive from the famous Flamenco beach. In this community you may just start your day with the crow of a rooster & a sunrise.

A spacious deck features wooden seating, a dining area, and a hammock, offering sweeping views of the water and surrounding hills. Natural light illuminates the area, highlighting the decorative elements like a tiled accent wall and vibrant art above the seating.

4.96 out of 5 average rating, 164 reviews

The Wind & the Sea, a couples' getaway in Culebra.

A 1,700 sq. ft. Starlink connected 3 bedroom hillside breezy house with breathtaking views, a spacious deck overlooking the sea, town and islands beyond. It's perfect for couples and families with a full kitchen. A 10 min drive to Flamenco Beach and a short walk to restaurants, markets, bars and the ferry. The Melones snorkeling beaches are within walking distance. The house is attractively furnished and equipped. The downstairs third bedroom with bath is only available for 5 - 6 guests.

A relaxing outdoor seating area is presented with wooden benches featuring comfortable white cushions. A decorative shell rests on a nearby table, while potted plants and greenery provide a natural backdrop. Soft hues of the sunset are visible in the sky.

5 out of 5 average rating, 4 reviews

Casa Monte Mar — couples retreat

Sit back and enjoy the beautiful bay and valley views, cooling winds and the soothing sounds of nature. Located at a hilltop, Casa Monte Mar is a peaceful and private retreat perfect for those looking to relax and recharge in Culebra. It’s also conveniently located less than a 10 minute car ride away from downtown Dewey, restaurants, supermarkets, the ferry terminal, the airport, car rentals and some of Culebra’s top beaches– Flamenco and Tamarindo.

4.95 out of 5 average rating, 156 reviews

Villa Mira Flores - sea views & island breezes

Bright, breezy, and just up the hill—walk to town, then come home to views for days. This private 2BR/2BA hideaway has AC (queen + 2 twins or king), a full kitchen, open-layout living space, and a deck made for sunset lounging or slow morning coffee with the birds. Bay, ocean, and valley views all around. Washer/dryer included. Local art and thoughtful touches throughout. MiraFlores is comfy, colorful, and your perfect home base in paradise.

An outdoor balcony area features a wooden deck with a seating arrangement consisting of white couches and a coffee table. Views of the bay and surrounding landscape are visible, complemented by a ceiling fan and string lights overhead, enhancing the relaxed vibe.

4.83 out of 5 average rating, 59 reviews

Casa Mañana - Breezy Bay View Cabin with AC & WiFi

Watch airplanes and sunrises over the bay from the breezy view inside the house or on the balcony! Relax with your family or friends in our cozy, bright casa (with strong WiFi and AC), or venture out from this centrally located home. Just a short drive to the beach, downtown Dewey, or the airport– you'll enjoy being in one of the island's most accessible neighborhoods while having that "getaway" feel up high on the hill.

The two-story wooden house is surrounded by lush greenery, featuring a red metal roof and a spacious front porch. Tall trees offer shade in the yard, while the scenic landscape invites relaxation in a natural setting.