Pet-friendly holiday rentals in Roosevelt Roads

4.97 out of 5 average rating, 149 reviews

Cottage in Naguabo

Casa Playa Tropical, Tropical Beach House & Pool

Come and enjoy the whole family in this spacious home, TROPICAL BEACH HOUSE - TROPICAL BEACH HOUSE. House in front of the beach, Only concept with pool bar attached to the terrace for a better delight to the guests. Three fully equipped rooms, one with a king size bed and its own private bathroom, another with a double bed, a bunk bed and another bathroom, and another with another double bed and another bunk bed. We always have drinking water on our property. There is a safety box with a key for the entrance.

4.96 out of 5 average rating, 199 reviews

A panoramic view of the ocean highlights varying shades of blue and turquoise water. The coastline is visible in the background, framed by lush green hills under a partly cloudy sky. A boat can be seen cruising through the waters, adding a dynamic element to the serene landscape.

Condo in Fajardo

Beachfront Luxury Apartment w/ Amazing Views

Welcome to Ocean Pearl at Dos Marinas I. Unwind at this luxury oceanfront apartment. A breathtaking view to Icacos, Palomino, Culebra and Vieques. Ocean Pearl is a place for you to retreat, relax, reset and revive yourself. Located close to four marinas,shops and restaurants. Enjoy an Olympic pool, kids’ pool, beach access, Tennis, Pickleball and Basketball courts. The building has a full generator and cistern. Two Fully Equipped bedrooms with AC. Wake up to the Ocean breeze and sound.

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!

4.95 out of 5 average rating, 197 reviews

The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.

Home in Rio Grande

Hacienda Azucena, Río Grande, Yunque Rainforest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

4.93 out of 5 average rating, 328 reviews

Cottage in Naguabo

Family House with Pool on the Naguabo esplanade

Enjoy a private, fully fenced-in accommodation, ideal for sharing with family and friends in complete comfort and safety. 🚗 Just a 30-second walk from Malecón (esplanade), which has a great variety of top restaurants 🏖️ 2 minutes from Fanduca Beach 🎯 Amenities: 🏊 Private pool 🎱 Billiard 🤸 Trampoline 🧸 Swing 🚗 Parking 📶 WiFi 🏀 Basketball 🏐 Volleyball Fun guaranteed. Come and create unforgettable moments with your family on our beautiful island of Puerto Rico 🇵🇷

4.99 out of 5 average rating, 158 reviews

The property is nestled on a hillside, surrounded by lush greenery and tropical plants. The building features a rooftop terrace with sweeping views of the landscape and clouds above, showcasing the natural beauty of the coastal region.

Cottage in Ceiba

My Estela

This Airbnb is cozy and warm, with wooden furniture and soft textiles that invite you to relax. The decor is inspiring, with unique details, local artwork, and plants that create a creative atmosphere. The space is relaxing, with a terrace surrounded by a spectacular view of the east coast of PR ideal for families, with a functional kitchen and play areas that make everyone feel at home. In addition, the neighborhood is safe, ensuring a quiet and comfortable stay.

4.96 out of 5 average rating, 108 reviews

A modern structure is set amidst lush greenery, featuring a light-colored exterior with large windows. A pathway leads to the entrance, bordered by neat outdoor lighting fixtures. Palm trees provide a tropical ambiance, contributing to a serene and inviting atmosphere.

Home in Naguabo

Skirt of EL Yunque (45 mins from Airport)

This Gem provides enchanting blends of breathtaking views and a serene atmosphere. Buckle up, adventurers, because the drive to this property is anything but ordinary! Brace yourselves for a thrilling and pulse-pounding journey that will push your limits. Steep hills that seem to touch the sky, winding roads that twist and turn, along with portions of it so narrow that it feels like navigating through a secret passageway into the Rainforest. NOT HANDICAP ENABLED.

4.92 out of 5 average rating, 314 reviews

A scenic view of the harbor showcases calm blue waters, with boats making their way across the surface. Lush green hills rise in the background under a bright blue sky dotted with white clouds. The image captures two figures in cozy attire, enjoying the vista from a balcony.

Apartment in Fajardo

Ocean Bliss Oceanfront view apartment

MODERN, COZY and BEAUTIFUL oceanfront & harbor view 2 bedroom apartment. Located in Fajardo, PR. The complex is designed for the enjoy of the whole family. Beach and grounds are quiet and peaceful. Close to harbors catamarans, water activities, bars and restaurants. The apartment has 2 bedrooms, kitchen, tennis, basketball and racquetball court. Pool and playgrounds for the little ones. The Condo has Private Entrance with access control to the building.

A two-story vacation home features a light-colored exterior with decorative balconies. The entrance is marked by a central door flanked by two smaller doors. Lush greenery surrounds the property, enhancing the welcoming appearance. A paved pathway leads to the home, with a well-maintained lawn visible.

4.9 out of 5 average rating, 351 reviews

ONE STOP VACATION HOME, w private pool and jaquzzi

ONE STOP VACATION HOMES OFFERS PRIVATE POOL W/ JACUZZI If you are looking for a place where you can relax at the private pool and entertain with family or a few friends at a beautiful place, !your search ends here!. This great property which is located just a few minutes from Seven Sea Beach, Las Croabas, Biobay, Scuba diving, El Yunque Rain Forest, Zipline at the Rain Forest, ATV Riding at Carabali, Luquillo Kioskos and Luquillo Beach.

4.93 out of 5 average rating, 138 reviews

Apartment in Ceiba

Casa Ceiba 2

Enjoy comfort and convenience at Casa Ceiba, just 15 minutes from the Ferry Terminal and 10 minutes from Ceiba Airport. Located in the heart of Ceiba near rivers, beaches, Marina, supermarket, bakery, restaurants, bars, and a gas station with mini market. Only 2 minutes from Highway PR-53. *Disclaimer:* Due to road construction nearby, traffic is being diverted to our street and may cause some noise. We appreciate your understanding!

4.88 out of 5 average rating, 186 reviews

An aerial view showcases a lush, green landscape featuring rolling hills and the vibrant foliage of trees. A swimming pool is visible among the property, surrounded by open space and tropical plants, indicating a serene and spacious environment.

Apartment in Ceiba

Hacienda Torres Paradise of Nature - Villa Limon

2 bedroom, 1 bathroom apartment in the middle of a 40 acre private property with peaceful ambiance. We have friendly dogs that will interact with guests. You will be serenaded by birds during the day and coquis at night! 5 min access to highway #53. Near beaches, marinas, restaurants, ferry to Culebra and Vieques islands and Roosevelt Roads Airport, pickleball courts, running track. Generator for emergencies.

4.83 out of 5 average rating, 518 reviews

Apartment in Ceiba

Steps from Ceiba Ferry – Culebra/ Vieques Trips #1

Stay in Ceiba just minutes from the ferry and airport, ideal for quick trips to Vieques and Culebra. Steps from Los Machos & Middle World Beaches. Perfect for travelers needing a fast, convenient stop before or after their island adventure. Strategic location at Roosevelt Roads Base entrance. We are strategically located near the Ferry Terminal, the constant traffic could cause noise at times.

Popular amenities for Roosevelt Roads pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 160 reviews

A spacious balcony is adorned with comfortable loungers and a small table, overlooking lush greenery and distant hills. Arched walls complement the tranquil setting, where sunlight softly illuminates the tiled floor, providing a serene spot to relax and enjoy the view.

Home in Luquillo

3 Bdrm • Ocean Sunrise Vista • Backup Solar Power

4.98 out of 5 average rating, 136 reviews

Pool +near beaches, amazing home/Back up Water

5.0 out of 5 average rating, 166 reviews

Home in Buena Vista

Ocean & mountain views. Private hot tub retreat

4.88 out of 5 average rating, 144 reviews

A modern white house features blue awnings over the windows, surrounded by well-maintained landscaping. A clear pool reflects the sky, offering a refreshing view, while a lounge chair sits nearby, inviting relaxation. The property is designed for comfortable outdoor enjoyment.

Home in Cabezas

Fajardo, Las Croabas

4.92 out of 5 average rating, 173 reviews

A wide view of Playa Azul showcases soft, sandy shores bordered by lush green palms. The calm turquoise waters gently meet the beach, with several figures visible enjoying the sun and water. A clear blue sky stretches overhead, contributing to the serene coastal scene.

Home in Luquillo

Renovated Beach House on BEST beach in Puerto Rico

4.98 out of 5 average rating, 127 reviews

Home in Buena Vista

Amazing Infinity pool @Coqui Tropical House

4.96 out of 5 average rating, 142 reviews

The exterior of the property is showcased, featuring a welcoming façade with a combination of bright colors and white walls. A wooden fence surrounds a garden area with tropical plants. Two lounge chairs are positioned under an arched entrance, inviting relaxation.

Home

Entire House in Luquillo

4.98 out of 5 average rating, 111 reviews

Vacation House in Fajardo

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 125 reviews

Tiny home in Luquillo

Private Rainforest Retreat ~10 min to Playa Azul~

5.0 out of 5 average rating, 224 reviews

Guest suite in Luquillo

Casa Encanto Rainforest Retreat

4.89 out of 5 average rating, 160 reviews

Apartment in Río Grande

Beachfront Luxury @ Wyndham Rio Mar Resort

4.78 out of 5 average rating, 386 reviews

A fenced private pool area is visible, surrounded by a tiled patio. Sun loungers are placed nearby for relaxation. A covered gazebo can be seen, offering shaded seating. Clear blue skies and distant rooftops complete the serene outdoor setting.

Guest suite in Fajardo

🤍La Bianca private🤍 pool🏊🏼, birthday pool🎂🎉🎁 table🎱,

4.8 out of 5 average rating, 235 reviews

Tiny home in Humacao

Casa Vagon 1, Hacienda Miraflores

4.95 out of 5 average rating, 127 reviews

Condo in Fajardo

Villa @ Marina; Near Beach/Easy Access to Islands

4.85 out of 5 average rating, 137 reviews

An aerial view showcases the landscaped property with a refreshing pool surrounded by a spacious patio area. Lounge chairs are positioned by the pool, and shaded seating is available under a wooden canopy, offering a tranquil outdoor environment amid lush greenery.

Cabin in Naguabo

Casa El Yunque - Private Pool and River

4.95 out of 5 average rating, 162 reviews

An open living and dining area features a circular glass table surrounded by four white chairs. A sectional sofa with light upholstery is positioned near a flat-screen TV, while a kitchenette is visible in the background. Large windows allow natural light and views of the outdoors.

Apartment in Loíza

2 Bedroom 2 Bathroom Penthouse

Private, pet-friendly home rentals

4.85 out of 5 average rating, 337 reviews

Apartment in Fajardo

Turquoise Villa @ Villa Marina 6 to 8 guests

4.8 out of 5 average rating, 40 reviews

Villa in Roosevelt Roads

Mami Ana Beach House: The oceanfront rest hideaway

4.89 out of 5 average rating, 98 reviews

Home in Ceiba

Starfish Ceiba, Entire home with private pool!

4.95 out of 5 average rating, 44 reviews

A modern living area features a white sectional sofa adorned with patterned cushions. A glass coffee table sits atop polished gray floor tiles. A dining table with white chairs is positioned nearby, while large windows allow natural light to illuminate the space.

Apartment in Machos

Terraza del Sol in Ceiba! Ferry, Puerto del Rey.

5.0 out of 5 average rating, 36 reviews

The exterior of the house features a modern facade with a variety of geometric shapes. A well-maintained lawn is visible, with a pathway leading to the entrance. Large windows allow natural light to fill the space. The garage is located on the left side.

Home in Ceiba

De Paseo "Special Book by Sept 10, Stay by Oct 10"

An aerial view showcases the home's well-maintained outdoor spaces, featuring a sparkling swimming pool surrounded by lounge chairs and a nearby tennis court with marked blue surfaces. The property is complemented by a spacious lawn and minimal landscaping for an open feel.

4.96 out of 5 average rating, 67 reviews

Friends & Family Getaway Villa- Pickle-ball Court

4.92 out of 5 average rating, 12 reviews

Apartment in Machos

Paradise Garden 2/2