Family-friendly holiday rentals in Culebra

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!

FamilyIndoor spacesCleanliness

4.97 out of 5 average rating, 208 reviews

A scenic view showcases the eco-friendly house situated on a lush hillside. Vibrant greenery envelops the property, which overlooks a tranquil blue ocean. The clear waters gently lap against the shoreline, enhancing the natural beauty of the surrounding landscape.

Guest suite in Culebra

Rooms with a view in Villa del Mar

This place is great for nature lovers, snorkelers, bird watchers and couples that want to enjoy a peaceful, romantic getaway with a paradise coral garden at your feet located in Melones. Walk from your room to the ocean and do the best snorkeling in Culebra in Luis Peña Channel Natural Reserve. It is a Eco friendly house, off the grid with solar panels that provide full electricity and a 20,000 gallons of filtered water. Check in time 3:00PM Check out time 11:00AM Flexibility may be possible.

Indoor spacesKitchenNearby

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.

Caleta Tortuga scenic view Honda trail

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.

Indoor spacesFamilyHiking

4.86 out of 5 average rating, 428 reviews

4.93 out of 5 average rating, 198 reviews

Villa in Flamenco

Beach Front Villa On Flamenco Beach | 5 guest

Flamenco Beach is ranked as one of the top #5 most beautiful beaches in the world. This newly renovated Villa is one of kind. The only Villa's right on Flamenco Beach. Culebra Beach Villas Welcome to Paradise. Flamenco is a family beach and groups, white Sand and amazing clean tropical blue ocean waters . It’s hard to put into words what makes Flamenco such a special place. Photos simply can’t capture the beauty of this place. So take a leap of faith and come to Culebra.🏝

KitchenIndoor spacesComfort

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.

4.86 out of 5 average rating, 125 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

KitchenFamilyParking

4.96 out of 5 average rating, 181 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.

FamilyIndoor spacesComfort

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.

4.93 out of 5 average rating, 291 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!

KitchenIndoor spacesBeach

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, 106 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.

FamilyIndoor spacesLaundry

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.

4.92 out of 5 average rating, 229 reviews

Casita ~ Cart Rental ~ Free Luggage Hold ~ Snorkel

Clear skies ahead ☀️ Enjoy the water with great discounts 💦 Comfortable queen foam bed, cold quiet AC and PR coffee ☕️ 🚙 Electric golf cart ready to rent to take to the beaches with chairs, umbrella & 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 🗺️

KitchenFamilyCondition

4.96 out of 5 average rating, 196 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.

Indoor spacesKitchenCheckout

4.94 out of 5 average rating, 126 reviews

Paso Seco (Melons) 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.

Indoor spacesKitchenDecor

4.92 out of 5 average rating, 132 reviews

Ameri Apartments (Apt 2)

This one bedroom apartment counts with a beautiful view of the bay. It is equipped with a queen bed and a full/twin bunk bed, has a TV with cable and Netflix, Wi-fi, coffee maker, microwave, fridge. It is located at a 5 minute drive from markets, 10 minute drive from world famous Flamenco Beach. It is in a nice quiet area and close to other beaches and the town. Basic diving equipment available.

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Popular amenities for Culebra family-friendly rentals

Kitchen

Wi-Fi

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, 199 reviews

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

KitchenFamilyBackyard

4.92 out of 5 average rating, 331 reviews

An outdoor area is featured with a grassy landscape, showcasing a private terrace with a circular lounge chair and a sun bed. A solar-heated jacuzzi is positioned next to a colorful wall mural, complemented by an umbrella providing shade.

Apartment in Vieques

Pitirre, cozzy, tranquil & private ,Vieques Island

KitchenFamilyView

4.88 out of 5 average rating, 17 reviews

Campervan/RV in Culebra

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

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 52 reviews

Condo in Culebra

Costa Bonita Private Villa 604

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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

FamilyIndoor spacesParking

4.74 out of 5 average rating, 192 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

Indoor spacesKitchenAccuracy

5.0 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

FamilyKitchenDecor

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

FamilyKitchenAmenities

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 187 reviews

A welcoming entrance features a wooden deck with a railing and a set of steps leading to a glazed door. A small table and chair are positioned on the deck, while greenery is present in decorative pots nearby.

Holiday home in Culebra

Hillside Retreat Studio

FamilyKitchenLaundry

4.85 out of 5 average rating, 332 reviews

Guest suite

Casita Azul Studio~ Bay Views +Beach Gear, Netflix

KitchenFamilyPets

4.89 out of 5 average rating, 107 reviews

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.

Apartment

La Casita on the Bay (Second Level)

Indoor spacesFamilyOutdoor spaces

4.9 out of 5 average rating, 116 reviews

Casa Tolteca:4BR-Salt Water Pool - Tropical Garden

FamilyKitchenCheckout

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

Indoor spacesFamilyBathroom

Guest suite in Puerto Rico

An outdoor terrace is framed by two large arches, showcasing views of greenery and nearby buildings. A long table with chairs provides ample seating, while a tropical palm tree adds a natural touch to the space, which features gray tiled flooring.

Lovely 4bedroom+2bathroom unit with free parking

KitchenIndoor spacesBeach

4.95 out of 5 average rating, 165 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.

4.86 out of 5 average rating, 147 reviews

Oceanfront, Private Beach, Snorkel, Full A/C

Indoor spacesFamilyHiking

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

Indoor spacesFamilyCondition

Family-friendly home rentals with a pool

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

FamilyIndoor spacesOutdoor spaces

4.86 out of 5 average rating, 203 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!

FamilyIndoor spacesWalkability

4.88 out of 5 average rating, 163 reviews

The outdoor patio features four white chairs positioned around a coffee table, overlooking a stunning view of the pool. Lush greenery surrounds the area, and sunlight casts soft shadows on the stone floor, enhancing the serene atmosphere.

Villa in Culebra

Casa Sunny

FamilyIndoor spacesLaundry

4.94 out of 5 average rating, 158 reviews

A refreshing swimming pool glistens under the clear blue sky, featuring a stone wall fountain that gently cascades water into the pool. Lounge chairs are positioned nearby, surrounded by tropical landscaping and vibrant flowers, creating a serene outdoor space.

Home

Location, Location, Location with Pool

Indoor spacesKitchenLaundry

Home in Florida, Vieques, Puerto Rico

A modern outdoor patio features a refreshing pool surrounded by stylish stone tiling. Seating areas are available under a large umbrella, providing shaded relaxation. Lush greenery is visible beyond the fenced yard, enhancing the private atmosphere.

Home for 9 with Pool and Solar Panels in Vieques!

Indoor spacesFamilyCheckout

4.9 out of 5 average rating, 163 reviews

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.

4.95 out of 5 average rating, 131 reviews

Hilltop Esperanza with ocean views, saltwater pool

FamilyIndoor spacesAmenities

Holiday home in Puerto Real

The image displays a bright and inviting villa room featuring two queen beds against an accent wall. Soft natural light filters through sheer curtains, illuminating the space. Decorative elements include modern wall art and a hanging plant, contributing to a relaxed ambiance.

Mallorca Suite at H.V.

FamilyKitchenValue

4.91 out of 5 average rating, 99 reviews