Pet-friendly holiday rentals in Culebra

4.95 out of 5 average rating, 129 reviews

A spacious outdoor area features a private pool surrounded by tropical landscaping. Two lounge chairs in yellow and blue sit beside the pool, while a shaded table and chairs provide a relaxing space. The two-story house stands in the background, with clear skies above.

Villa in Vieques

Cacimar House - Pool, Privacy and Sleeps 6

Welcome to Cacimar House - 10 min to South Shore Beaches and 5 min to Isabel Segunda. Cacimar House offers Pool, Privacy, Location, Quality Furnishings, Attentive House Managers. Perfect for Couples, Families and Friends. 3 bedrooms with two Queens and one King for up to 6 people. 3 bathrooms. Air conditioning in bedrooms. Other rooms include: open kitchen, living room , separate dining room, ping pong room, screened in porch and laundry room. Excellent wi-fi, satellite TV and stereo equipment.

Outdoor spacesPetsIndoor spaces

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

La Buena Vida “The Good Life” oceanfront beach house offers guests a private slice of paradise! With a secluded beach and 180° views of the Atlantic Ocean/Puerto Rico, this home offers some of the best views on the island—sunsets are world-class. Enjoy excellent snorkeling right off the shoreline (gear provided), relax on the huge patio or hammock, and stay comfortable year-round with full A/C in the living, kitchen and all bedrooms. Your private island escape La Buena Vida is waiting for you!

WalkabilityOutdoor spacesQuiet

4.93 out of 5 average rating, 225 reviews

A daybed with a navy coverlet is positioned against a bright white wall, adorned with colorful accent pillows. A beach-themed artwork hangs above, and light from a nearby floor lamp enhances the inviting atmosphere. A woven area rug lies beneath the daybed, complementing the space.

Guest suite

Convenient 2bd/1ba Apt. family / pet friendly

Enjoy a relaxing stay at this centrally-located property 1.5 miles from the ferry terminal. You'll find groceries, gas stations, food trucks and Avis within easy walking distance. The apartment is on the upper level of a two story building with a secure private entrance. Two balconies are on either side of the apartment. The creek on the east side offers a lush green backdrop, and the breeze makes the balcony the perfect spot for recharging. This is not a resort area, but a true local barrio!

PetsWalkabilityBathroom

4.97 out of 5 average rating, 199 reviews

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.

Home in Culebra

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.

WalkabilityPetsDecor

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, 428 reviews

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.

WalkabilityOutdoor spacesNearby

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)

La Casita is walking distance to town, grocery store, bars and pubs, restaurants and Ferry Terminal. It has a beautiful terrace with a half bathroom facing Ensenada Honda Bay. It has two independent villas both with a fully equipped kitchenette, living/dining space, a one bedroom, Wi-Fi, TV, ceiling fans and AC in all areas. Each Villa is beautifully decorated. The area has a futon (full size) that fits two people. Each Villa has its own charms and can accommodate easily four guests.

PetsOutdoor spacesCheckout

4.85 out of 5 average rating, 331 reviews

Guest suite

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.

Outdoor spacesWalkabilityIndoor spaces

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

Welcome to Viva Vieques – “Mi casa es tu casa” Make yourself at home in our beautiful, friendly guest house perfectly located for exploring everything Vieques has to offer! Just a 5-minute walk to the beach and central to almost anywhere. You’ll love the relaxed, welcoming neighborhood where you can truly feel like a local. Planning a family getaway or a relaxing escape, Viva Vieques is ready to welcome you. Come experience the warmth, comfort, & local flavor of island living!

WalkabilityOutdoor spacesNearby

4.87 out of 5 average rating, 761 reviews

A colorful sign reading 'I LOVE VIEQUES' is prominently featured, surrounded by palm trees and vibrant canopies. A group of individuals, dressed casually, stands in front of the sign, creating a lively atmosphere that captures the essence of the local community.

Apartment in Vieques

Entire apartment !! Center of Town close to ferry!

Come visit the Beautiful island of Vieques. Great location in the center of town and minutes from the beautiful beaches. Close to the ferry, restaurants, Shopping and Grocery Stores! Private roof terrace with great views of the ocean and the city. Very safe location with private gated entrance. Free wi-fi for all guests and dish network connected TV's. Central air conditioning in the complete apartment and separate air conditioning in both rooms. Washer and Dryer in the Apartment.

Outdoor spacesPetsBathroom

4.9 out of 5 average rating, 116 reviews

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

Spacious 4-bedroom family villa set on a private ½-acre hilltop surrounded by lush tropical gardens. This modern home offers ocean views, cooling breezes, and total privacy ideal for families seeking space and comfort. Enjoy a 30-ft saltwater pool for swimming and relaxing, an open layout perfect for spending time together, and multiple bedrooms for parents, kids, and grandparents. Quiet, safe, uncrowded, yet close to beaches, dining, and local attractions

Outdoor spacesWalkabilityValue

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

Welcome to Coconut Cay! You may recognize the house from HGTV’s Carribean Life!! This beautiful beachfront 3 Bedroom/ 2 Bath home in the Bravos De Boston Neighborhood right around the corner from the ferry and 10 minutes from the airport. It is completely turn key and just waiting for you to bring your bags, jump in the pool and listen to the sound of the waves. The town of Vieques is a hidden gem. The people, the food, and the beaches are truly amazing.

WalkabilityOutdoor spacesLayout

4.93 out of 5 average rating, 335 reviews

Studio ~ Cart Rental ~ Free Bag Hold & Snorkel

Clear skies ahead ☀️ Come enjoy the water 💦 on this special island 🏝️ Comfortable queen foam bed, cold quiet AC and hot PR coffee ☕️ 🚙 Lifted electric golf cart ready to rent with umbrella, chairs and cooler 🗺️ Tour the best snorkeling, hikes, beaches for free with a map, live recommendations, snorkel masks and fins provided 🤿 🐠 ⛴️ Free luggage storage for early arrivals / late departures. On G maps as Casa Melon.

Outdoor spacesPetsWi-Fi

Popular amenities for Culebra pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene outdoor seating area features several white lounge chairs arranged on a gravel surface. Lush greenery and trees create a natural backdrop, with scattered clouds in the blue sky adding to the tranquil atmosphere.

4.95 out of 5 average rating, 103 reviews

La Casita de Vieques (Vieques Cottage)

Outdoor spacesWalkabilityBeach

A modern kitchen space features a concrete countertop with three bar stools positioned beneath it. A sink and drying rack are present, along with a microwave and utensil holder. Natural light enters through a nearby window with adjustable louvers.

4.84 out of 5 average rating, 815 reviews

Perla Del Mar-3 bdrm-WALK to Malecón & Beach/Wi-Fi

PetsWalkabilityHiking

The exterior of a bright yellow house is framed by lush greenery and palm trees, with a white railing along the front. Large windows with security bars are visible, providing an airy, welcoming appearance. A tree-lined street is seen in the foreground.

4.91 out of 5 average rating, 291 reviews

1 Block 2 Beach Bars Food & Fun -coolest 3BR/2BA!

PetsOutdoor spacesAmenities

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, 160 reviews

Family time in Vieques!

WalkabilityOutdoor spacesParking

4.8 out of 5 average rating, 219 reviews

A collage showcases various views of Casa Lydia and its surroundings. A sunset over the ocean, coastal cliffs, tranquil waters, and a vibrant night sky are displayed alongside snapshots of the property, including cozy bedrooms and bright, inviting decor.

Home in Esperanza

Casa Lydia, In La Esperanza near the beach.

WalkabilityOutdoor spacesCleanliness

4.88 out of 5 average rating, 51 reviews

Home in Flamenco

Beach 5 MinDrive/SolarPanels/ IceMachine /Starlink

ConditionSleep qualityAccuracy

4.72 out of 5 average rating, 64 reviews

Home in Frailes

Cozy House with Panoramic Views

PetsOutdoor spacesView

5.0 out of 5 average rating, 52 reviews

Home in Culebra

Culebra Sleeps 12 | Hotel Beds | Walk to Ferry

WalkabilityDecorNearby

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 424 reviews

A two-story building in a vibrant shade of blue is displayed, featuring multiple balconies adorned with turquoise canopies. The property is framed by a white fenced area with decorative elements. Flags wave above the entrance, indicating a welcoming presence on a sunny day.

Apartment in Vieques

Esperanza 2 BR Apt, Pool, Walk to Beach & Top Eats

PetsOutdoor spacesBeach

An aerial view showcases a refreshing pool surrounded by a spacious patio area. Vibrant tropical plants, including palm trees and banana plants, are positioned around the space. Patio furniture, including blue chairs and a small table, is arranged nearby, creating an ideal setting for relaxation.

4.93 out of 5 average rating, 149 reviews

Casa Blanca with pool, tropical garden and rooftop

PetsWalkabilityDecor

5.0 out of 5 average rating, 14 reviews

Island Getaway Featuring Spectacular Views & Pool

Outdoor spacesAir conditioningKitchen

4.94 out of 5 average rating, 34 reviews

Vieques Boutique Beach House

WalkabilityOutdoor spacesView

5.0 out of 5 average rating, 74 reviews

An expansive view of the ocean is captured from the balcony, featuring a saltwater pool below surrounded by greenery. Lounge chairs sit on the terrace, inviting relaxation under the clear blue sky adorned with a few clouds.

Home in Bravos de Boston

270* Ocean View, Saltwater Pool Private Villa

Outdoor spacesWalkabilityWi-Fi

Apartment in Playa Sardinas II

A communal swimming pool is framed by a wooden deck, inviting relaxation under the clear blue sky. Lush greenery is visible in the background, creating a peaceful environment. Two decorative pots rest on the edge of the pool area, contributing to the tranquil setting.

4.61 out of 5 average rating, 71 reviews

Villa Enrique — Apartment

Outdoor spacesCheckoutCheck-in

4.82 out of 5 average rating, 28 reviews

A swimming pool is framed by light-colored stone tiles, featuring a shallow area next to the main section. A shaded seating area is positioned beside the pool, with a small table and chairs visible. Lush greenery surrounds the area, enhancing the outdoor space.

Apartment in Flamenco

Pool Suite #2 @CBV

NearbyIndoor spacesFamily

5.0 out of 5 average rating, 21 reviews

Private Retreat w/ Pool, Stunning Views & Wildlife

Outdoor spacesComfortIndoor spaces

Private, pet-friendly home rentals

A spacious sleeping area features a large bed with gray bedding, complemented by decorative wall art. A ceiling fan provides a comfortable atmosphere. An open doorway leads to a bathroom area, while a small desk lamp sits on the bedside table.

4.77 out of 5 average rating, 100 reviews

Casa Quenepo

WalkabilityOutdoor spacesWi-Fi

4.85 out of 5 average rating, 41 reviews

Guesthouse in Culebra

Sky Culebra Studio near flamenco beach and Airport

WalkabilityOutdoor spacesQuiet

A shaded screened porch is surrounded by lush greenery, featuring a mix of tropical plants and vibrant flowers. A comfortable seating area offers cozy views of the garden, with natural light filtering through the screens.

4.75 out of 5 average rating, 73 reviews

Whimsical Apt at Casa Rosa

WalkabilityOutdoor spacesFamily

A large wooden sculpture of a seated figure with an outstretched arm holding a lantern is positioned on a rocky shoreline. The calm water reflects the surrounding landscape, and a bird perches atop the sculpture's head against a backdrop of cloudy skies.

4.83 out of 5 average rating, 92 reviews

Location, Comfort & Fun in Town! - Marsigol #3.

WalkabilityOutdoor spacesBeach

A spacious balcony offers a serene view of the waterfront, surrounded by greenery. A round dining table for four is positioned on the tiled surface, complemented by a cozy armchair. The railing showcases a wooden design, enhancing the open-air setting.

4.95 out of 5 average rating, 22 reviews

Hostal Casa Culebra Villa 2 (bay front, boat slip)

WalkabilityOutdoor spacesGetting around

4.81 out of 5 average rating, 36 reviews

Villa in Puerto Diablo

Vieques Villa 3 Master Bdrm-2 Bath

Outdoor spacesWalkabilityBathroom

An outdoor pool reflects the blue sky overhead, surrounded by a spacious deck. Sunlight creates a shimmering effect on the water's surface. A shaded area with seating is visible nearby, providing a relaxed spot for guests to enjoy the outdoor space.

5.0 out of 5 average rating, 8 reviews

Mockingbird Hill House

Outdoor spacesComfortNearby