Family-friendly holiday rentals in Culebra

A bright sleeping area features a spacious bed with crisp white bedding, flanked by two stylish mirrors. A light grey sofa with plush cushions sits in the foreground, contributing to a relaxed atmosphere. Natural light filters in through a nearby window.

4.87 out of 5 average rating, 123 reviews

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

A private terrace features a hammock gently swaying, with a small table holding a bottle of champagne. The view overlooks lush greenery and sparkling blue waters, providing a serene setting to relax and enjoy the natural surroundings.

4.94 out of 5 average rating, 363 reviews

Waterfront Sand Dollar Studio - Culebra w/ Kitchen

Beautiful modern property is situated hillside boasts AMAZING Blue Water views of Ensenada Honda, Dakiti, out to the Caribbean! Sit and relax on your huge private covered terrace! Sleeps 4 + 1 small foldaway cot available upon request-fully equipped kitchen w/ stove, refrigerator, dining area, living area, satellite TV & High Speed Internet! We are located only 2.5 miles from the famous Flamenco Beach and 1.2 miles from town/Ferry dock! Decorated with all the comforts of home...only in paradise!

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, 208 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.

4.99 out of 5 average rating, 348 reviews

Guesthouse in Vieques

Artist A frame in Paradise Casa Mandala #1

Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame cabin next to my small main house. The restroom and large outdoor shower room are steps away and offer a private outdoor shower experience. Ac in room is super cold with queen bed with breathable memory foam mattress provide cozy feel. Beach chairs ,towels, and snorkel masks included. Parking on-site. Don't take my word for it read the reviews. I am also able to help out should the need arise.

4.85 out of 5 average rating, 330 reviews

Guest suite in Culebra

Casita Azul Studio~ Bay Views +Beach Gear, Netflix

Watch the morning sunrise from the back deck, and evening sunset over the bay from the front. Casita Azul is a small rustic wooden studio cottage attached off the main house Casa Azul. The house sits on a hilltop, on a small peninsula, allowing for beautiful water views. Conveniently located in a quiet neighborhood just outside of town. The main house of Casa Azul is a 2 br house, which can be rented in addition to the studio, or alone as a separate rental. Message me for details.

A charming light blue house is set on a sloped lot, surrounded by lush greenery and colorful flowering plants. An electric cart is parked in the driveway, which leads to a covered porch area. The inviting exterior features white shutters and a welcoming entrance.

4.93 out of 5 average rating, 224 reviews

Casita ~ Cart Rental ~ Snorkeling ~ Bag Hold

It’s a great time to visit! 💦 Comfortable queen foam bed, cold quiet AC and PR coffee ☕️ 🚙 Electric golf cart ready to rent with umbrella, chairs & cooler 🐠 🤿 🏝️ Tour the best snorkeling spots, hikes & beaches for free with a map and recommendations, snorkeling masks & fins provided 🌟 Starlink WiFi ⛴️ Free luggage storage for early arrivals/late departures Find us on G maps as “Casa Melon”🍈 Note to ride in golf carts on Culebra - must be 12 years old / feet touch floor

4.96 out of 5 average rating, 178 reviews

A charming casita with large glass doors opens to a private plunge pool and a wooden deck. The surrounding area features lush tropical greenery under a bright sky, creating a serene environment for relaxation.

Cabin in Culebra

“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.

4.89 out of 5 average rating, 186 reviews

A serene beach scene features soft, white sand meeting clear, turquoise waters. Gentle waves lap at the shore, while lush green hills rise in the background under a bright blue sky dotted with a few white clouds.

Villa in Flamenco

Culebra Beach Villa #2 on Exclusive Flamenco Beach

This is a large Studio for Couples, sleeps 2 adults, Perfect for a Romantic and unforgettable get away, it is right on Flamenco Beach, only Villa complex on this stunning Beach, ranked top 10 in the world. This villa has a garden view, very private,steps away from flamenco's powdered white sand. Unit has 1 queen bed, there is also an outdoor bed. Kitchen is fully equipped, microwave, air fryer & BBQ. Beach Chair, beach towels, tent, snorkeling gear and much more🏝

A colorful pink building stands prominently against a backdrop of greenery and neighboring structures. A small boat is anchored nearby, while a swimmer is visible in the calm water, suggesting a serene coastal atmosphere.

4.94 out of 5 average rating, 283 reviews

Casa Rosado Studio with Ocean View

Enjoy an amazing view of the blue Caribbean sea and visit the beautiful beaches of Culebra while staying in our luxurious studio unit, great for couples, small families and solo travelers! This newly renovated apartment is centrally located between the famous Culebra beaches--only 2.5 miles from the famous Flamenco Beach, a 15 minute walk from the airport, and just over a mile from downtown Dewey, and the Ferry dock. Beach towels and beach chairs are included!

A serene sunset view is captured, with soft clouds above and the sun dipping below the horizon. In the foreground, two wooden chairs sit on a grassy area, inviting relaxation while overlooking the bay and valley.

4.93 out of 5 average rating, 105 reviews

Casa Monte Mar — hilltop 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.

4.96 out of 5 average rating, 193 reviews

Villa Mira Flores - sea views & island breezes

Bright, breezy, and just up the hill—walk to town, then come home to the gorgeous view. 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.

A spacious wooden deck overlooks a serene body of water, framed by lush greenery. A colorful hammock hangs between posts, alongside a table and chairs set for outdoor dining. Sun loungers provide additional relaxation options, all under a clear blue sky.

4.83 out of 5 average rating, 156 reviews

Sea Pointe Suite @ Punta Aloe 22 Villa.

PRICE PER NIGHT-PER PERSON 2GUESTS 2NIGHTS MINIM DOCK FACILITIES $3.00 PER FOOT UPON REQUEST *NO LUGGAGE DROP OFF BEFORE CHECK IN •HOUSE MANUAL FOR IMP INFORMATION •Outdoor surveillance cameras for security purposes. LAYOUT: 1 Room- Queen Size Bed Sleeps 2 + 1 Foldable 6" Twin Size Memory Foam Mattress Sleep 1 COMMON AREA: 1 Twin Sofa bed Sleep 1 1 Queen Size Futon Sleeps 2 1 Bath Total 6 Guests

Popular amenities for Culebra family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A round hot tub is prominently displayed in the foreground, featuring bubbling water that is inviting. In the background, a blue house with a red roof and a wooden balcony is visible, accompanied by outdoor seating and a grill area.

4.97 out of 5 average rating, 198 reviews

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

5 out of 5 average rating, 31 reviews

A three-level white villa is positioned on a lush hillside, surrounded by greenery. The structure features multiple balconies and large windows, allowing for ample natural light. A radio tower is visible in the background against a partly cloudy sky.

Villa in Vieques

Caribbean Villa 2 to 10 guest

4.74 out of 5 average rating, 189 reviews

A private outdoor jacuzzi is positioned on a wooden deck, offering an unobstructed ocean view. A sheltered area is provided by a canvas awning for comfort and shade. Adjacent to the jacuzzi, a wooden chair is visible, enhancing the relaxation space.

Loft in Vieques

A-Exotic ocean view apartment & jacuzzi

A private jacuzzi sits invitingly under an umbrella, surrounded by softly glowing string lights. The serene water reflects the surrounding greenery, with a view of the waterway in the background. Comfortable seating areas and a gazebo enhance the outdoor space.

4.5 out of 5 average rating, 68 reviews

KSA MIA Downtown With private Dock

4.62 out of 5 average rating, 223 reviews

A vibrant two-story building is showcased with bright red walls and white accents. The entrance is framed by a black gate, while palm tree artwork adds a tropical touch. Lush greenery surrounds the area, complemented by a blue evening sky.

Guesthouse in Vieques

2 Blocks 2 Ferry; outdoor bath on lighthouse point

4.88 out of 5 average rating, 17 reviews

Campervan/RV in Culebra

Amor Playero cozy RV 9am check-in/ 4pm check-out

An aerial view reveals a coastal resort situated on a lush green hillside. Several buildings are arranged in a semicircle, with manicured lawns and pathways. The surrounding water reflects the sky, while distant hills rise in the background.

4.88 out of 5 average rating, 32 reviews

Costa Bonita Culebra Villa 2302

3.75 out of 5 average rating, 4 reviews

Paradise Found In Culebra, PR

Family- and pet-friendly home rentals

A light-filled living area features a gray sectional sofa, accompanied by a small round table. Large windows with sheer curtains allow natural light to create a warm atmosphere. Decorative wall art adds a touch of character to the room, complemented by tiled flooring.

4.98 out of 5 average rating, 158 reviews

Family time in Vieques!

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.

4.86 out of 5 average rating, 146 reviews

Oceanfront, Private Beach, Snorkel, Full A/C

4.99 out of 5 average rating, 107 reviews

A cozy living area features a light-colored sofa adorned with decorative pillows. A wall-mounted television is visible, complemented by a shelf displaying art and stationery items. Natural light enters through a window covered with shades, and a textured ceiling adds dimension to the space.

Home in vieques

Viva Vieques King Bed, 5 min from the beach BioBay

4.96 out of 5 average rating, 397 reviews

A charming blue cottage is situated beside a sparkling pool with mosaic tiles. Two white lounge chairs rest at the pool's edge, emphasizing a serene outdoor space, surrounded by lush greenery and trees. The cottage features wooden accents and an inviting front porch.

Tiny home in Vieques

Ocean and Land View - Tiny House on an acre with an ocean view

An orange wooden dock extends over calm waters, leading into Ensenada Honda Bay. Sailboats are visible in the distance against a backdrop of rolling green hills under a blue sky with scattered clouds.

4.89 out of 5 average rating, 107 reviews

La Casita on the Bay (Second Level)

Home in Culebra, Puerto Rico

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.

4.86 out of 5 average rating, 426 reviews

Caleta Tortuga scenic view Honda trail

An inviting pool glimmers in the sunlight, overlooking a tranquil beach framed by palm trees. The ocean's waves gently lap at the shore, creating a serene backdrop. The expansive deck area features terracotta tiles, enhancing the outdoor space.

4.81 out of 5 average rating, 103 reviews

Coconut Cay

4.87 out of 5 average rating, 458 reviews

Home in Esperanza

4-Min Walk to Bio Bay & Beach • Beach Day Ready

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 157 reviews

A bright kitchen area is highlighted with a gas stovetop set into a tiled countertop. Large windows open to a patio space, providing views of the outdoor garden. Soft seating can be seen, complemented by natural light from the open space.

Villa in Puerto Diablo

At The Waves - Oceanfront - Lower 2 beds/2 baths

A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.

4.96 out of 5 average rating, 103 reviews

Vieques ocean view eco villa+pool

4.94 out of 5 average rating, 158 reviews

A tranquil swimming pool is framed by a stone deck, offering unobstructed views of lush greenery and the distant Caribbean Sea. Clear blue skies with scattered clouds provide a serene backdrop, while sun loungers rest nearby for relaxation.

Villa in Vieques

Oreanda – Casa Limon

4.85 out of 5 average rating, 199 reviews

Two individuals are seen lounging in shallow water, surrounded by a calm sea. Sunlight reflects off the water, creating a serene setting. The distant shoreline and gentle waves contribute to a peaceful atmosphere.

Condo in Culebra

Finally Here!

4.95 out of 5 average rating, 135 reviews

A private pool glistens in the sunlight, surrounded by a smooth patio. The tranquil water reflects the stunning ocean view and distant hills. Lush greenery and palm trees add a touch of nature to the serene outdoor space.

Guest suite in Vieques

Serene 2 bdrm. Pool w view + perfect for families.

4.79 out of 5 average rating, 63 reviews

An infinity pool overlooks the Caribbean Sea, offering expansive views of the water and distant islands. Sunlight sparkles on the surface of the clear blue water. Lush greenery frames the edge of the pool area, creating a serene atmosphere.

Home in Playa Sardinas I

Breathtaking Oceanfront Vistas by the Reef

4.89 out of 5 average rating, 151 reviews

Home in Esperanza

Casa Amor Home Esperanza Salt Pool- close to Beach

A clear view of a spacious salt-water pool is presented, set against a backdrop of a two-story white house and vibrant greenery. Lounge chairs are positioned poolside, while bright blue skies and a few scattered clouds add to the serene atmosphere.