Pet-friendly holiday rentals in Roosevelt Roads

La Casita @ Hacienda El Infinito

Relaxing unique space with big skies and cozy beds. Looking for an intimate hideaway where you can do nothing absolutely but relax, rebalance and replenish yourself. Just 30 min from SJU airport. This unique space was designed to be home away from home, so you will find all amenities you need to be comfortable and relax. Note - AC added Feb 2025. We have full power generator and water cistern. The hot tub maximum temperature is 85 degrees, if power goes out it will take time to warm up again.

Private Nature Retreat • Hot Tub • Ocean Views

Private countryside retreat in Humacao with distant ocean views, mountain scenery, and peaceful coquí sounds at night. Relax in the hot tub surrounded by nature while staying close to beaches, hiking, local food spots, and authentic Puerto Rico culture. Quiet and private, away from crowded tourist areas yet centrally located for exploring eastern Puerto Rico — ~45 min to El Yunque, ~25 min to Ceiba Ferry, and 10–45 min to beaches depending on the area. Full A/C, fast WiFi, BBQ & self check-in.

Casa Blanca with pool, tropical garden and rooftop

Experience a true authentic Caribbean vacation at our recently renovated home with a pool, rooftop and newly installed gorgeous tropical garden. Enjoy beautiful sunrise from the front of the house, the colorful sky during sunset hours from the rooftop and have a peaceful sleep with a subtle sound of the waves from the Atlantic ocean. Your family will be close to everything when you stay at this centrally-located place whether you are commuting from the airport, ferry terminal or Esperanza.

Mountainside Ocean View & Pool Treasure Hunt Ferry

Experience Puerto Rico's rainforest at our mountaintop apartment. Coqui's and owls create a natural background at night. 1 full apartment including garage parking. Full kitchen, full bedroom, living room converts to a queen bed. 18' pool with ocean view 12' gazebo. 3 acres of trails to hike, trampoline, and zip line for children. kayak and beach equipment. transportation to ferry available. Our boat is also available seek a water adventure. very kid friendly - must be ok with dogs.

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

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.

Villa @ Marina; Near Beach/Easy Access to Islands

You'll love our Villa in Fajardo, Puerto Rico. Minutes away from El Yunque Rain Forest, Fajardo and Luquillo Beaches, top restaurants and most importantly, with easy access to Palomino Island, Icacos Island and the world-famous Flamenco Beach located in Culebra Island. The Villa is located in a gated, clean, safe and quiet community, great for couples and families. Villa Marina has great amenities as well! ***Solar panels, Tesla Powerwall Battery, and Water Tank installed***

Beachfront Modern Apartment w/ Amazing Views

Welcome to Our Property at Dos Marinas I.  Unwind at this oceanfront apartment. A million dollar view to icacos, culebra, Vieques and palomino from the balcony. This Apartment is a place for you to retreat, relax, reset and revive yourself. Located close to four marinas,shops and restaurants. The condo has a Olympic swimming pool, gazebos, basketball and tennis courts. A Fully Equipped bedroom with AC. Wake up to the Ocean breeze and sound. Note: Ac is only in the bedroom.

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.

Self Sufficient Tiny House #2 River/Amazing Views

This 10'x16' self sufficient tiny house is a unique space on the mountain with everything you need to relax away from home. The views of the National rain forest and coastline are amazing. The Sonadora creek borders the 7.5 acres backyard and can be accessed through several paths in the property. The small kitchen is fully equipped for your convenience. It is 29 minutes to the Ferry terminal to Vieques/Culebra, 28 minutes to Seven Seas and 41 minutes to El Yunque.

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.

Caribbean Paradise

Cozy studio on the first floor, overlooking tropical landscaping and the ocean. 45 minute drive from San Juan Int Airport, nearby Luquillo Beach and Fajardo Beach. Other attractions include el Yunque, horseback riding, snorkeling, ferry to Vieques, Culebra and Icacos Island. Back at the studio you can enjoy a queen size bed for 2 and also a full size sofa bed (2 children under 6 will fit. Laundry service for guest that stays more than 4 days.