House vacation rentals in Flamenco

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, 152 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.

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

Water View 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 favorite

4.96 out of 5 average rating, 156 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, 347 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, 162 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, 3 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.

A spacious deck area is featured, furnished with comfortable seating and a large table, providing scenic views of the bay and surrounding landscape. Lush plants are positioned nearby, and the bright sky enhances the inviting atmosphere of the outdoor space.

4.95 out of 5 average rating, 153 reviews

Villa Mira Flores - gorgeous view & cool 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.

Top guest favorite

The exterior of the home is showcased, revealing a modern design that features smooth white walls and a spacious wrap-around porch. An inviting staircase leads to the upper floor, surrounded by green grass and trees, with clear blue skies overhead.

5 out of 5 average rating, 58 reviews

Casa Paraíso @ Campo Alto

Enjoy the fresh air and sunshine while relaxing in this beautiful island home. Nestled in the green hills of Mount Resaca, Casa Paraíso at Campo Alto features a breezy, wrap-around porch. You'll be able to sip your morning coffee or an evening glass of wine while taking in the breathtaking views of the island and ocean around you. You'll love the hand-made Spanish tile, spacious open floorplan, and stunning views of this home in paradise!

A bright living area is presented with airy vaulted ceilings and soft natural light filtering through the windows. A light-colored sofa complemented by colorful cushions faces a wooden coffee table, while a patterned rug lies beneath. Storage closets are noticed along the side wall, enhancing the space.

4.83 out of 5 average rating, 58 reviews

Casa Mañana - Breezy Bay View Cabin w/ 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.

4.93 out of 5 average rating, 109 reviews

Paso Seco (Melones) Beachfront House (13)

Beautiful beachfront new house. Fully furnished. Kitchen with microwave, stove, refrigerator, and freezer. Fully equipped. Six bedrooms. Air conditioners in each bedroom. Four bathrooms. Living area, tv, and wifi. Short walk to Melones Beach, part of the Luis Peña Natural Reserve and one of the best snorkeling sites in Culebra. Also a 15 minute walk to the Ferry dock, stores and restaurants in town.

A covered outdoor terrace is presented, featuring comfortable seating and a hammock. The space offers expansive views of the bay and surrounding landscape, with sunlight filtering through the wooden beams above. The tiled floor complements the relaxed ambiance of this inviting area.

4.94 out of 5 average rating, 165 reviews

Villa Bahia Vista - great view and fresh breezes

Beautiful Views and Fresh Trade Wind Breezes. Villa Bahia Vista is a 2 bedroom 2 bath house located in a local neighborhood close to town. The villa is situated on a hill with fantastic views of the bay, facing east towards the trade winds which keep the house cool and fresh. Host Jaime also has a new listing "Rising Sun" on Airbnb that sleeps 8 and is very spacious.