Pet-friendly holiday rentals in Roosevelt Roads

Playa Tropical House, Terrace and Pool Together

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.

Outdoor spaces · Walkability · Family

Beachfront Luxury @ Wyndham Rio Mar Resort

Have you ever wanted to own a beach? Escape to the Caribbean by renting this renovated 3 bedroom/3 full bathroom tropical beachfront villa with a fully equipped kitchen, at Wyndham Grand Rio Mar Beach Resort & Spa. This lush, secure 500 acre paradise, has numerous on site amenities including: several pools*, a mile long beach, 8 restaurants/ lounges, two 18-hole golf courses**, tennis/pickleball courts, fitness center, casino, spa, salon, & water sport rentals. 35 minutes from San Juan!

Walkability · Outdoor spaces · Quiet

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.

Outdoor spaces · Pets · Accuracy

Ocean & mountain views. Private hot tub retreat

Escape to a private tropical retreat on Puerto Rico’s East Coast, with sweeping ocean and mountain views. Wake to birdsong, slow down on the wooden terrace, and end the day to the sound of coquí frogs. Soak in your private hot tub under the stars, enjoy a BBQ with family or friends, or simply unwind surrounded by lush greenery. With no shared guest spaces, Ocean Eyes feels peaceful and secluded, yet you’re just minutes from restaurants, and some of eastern Puerto Rico’s best adventures.

Pets · Outdoor spaces · Amenities

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!

Outdoor spaces · Walkability · Wi-Fi

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.

Outdoor spaces · Walkability · Shared spaces

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 🇵🇷

Walkability · Pets · TV

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.

Walkability · Outdoor spaces · Checkout

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.

Outdoor spaces · Value · Decor

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.

Outdoor spaces · Walkability · Nearby

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!

Walkability · Outdoor spaces · Nearby

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.

Walkability · Pets · Quiet