
Family-friendly holiday rentals in Roosevelt Roads
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Roosevelt Roads

Total holiday rentals
Explore 140 holiday rentals in Roosevelt Roads

Nightly prices starting at
Roosevelt Roads holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 6,830 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Roosevelt Roads holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Roosevelt Roads rentals

4.8 Average rating
Roosevelt Roads stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Roosevelt Roads
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Casa Escape Close to the ferry (Vieques and Culebra)
At CASA ESCAPE you'll be close to everything. You will find several businesses in the center of town, including restaurants, bakeries, pharmacies, a bank and others. You will be 8 minutes from the Vieques and Culebra Ferry Terminal, 3 minutes from Playa Medio Mundo, 3 minutes from Marina Puerto del Rey, 15 minutes from Villa Marina Villa, 20 minutes from Las Croabas and Seven Sea Beach, where you will find a variety of restaurants and recreational activities, 15 minutes from the kiosks and Luquillo Beach and 25 minutes from the Yunque National Forest.

Mirador del Este | Cosy Luxury Retreat
A perfect getaway in our stunning mountain retreat, nestled in the serenity & heart of El Yunque National Forest. As a 5-star Superhost, we pride ourselves on providing an unforgettable experience for our guests. Breathtaking views for spectacular sunsets, overlooking the sparkling ocean. Our unique location offers a peaceful escape from the hustle of city. We pay attention to every detail to ensure your comfort & satisfaction. Reconnect with nature, unwind in luxury & create lasting memories.

Magical! Ocean view Cabana w/ Pool Spa on mountain
This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Oceanview Penthouse / Private Rooftop • Near Ferry
Wake up to ocean views and unwind on your private rooftop in Puerto Rico’s beautiful east side — just 8 minutes from the Ceiba ferry to Vieques & Culebra. This spacious 3-bedroom, 2-bath penthouse is located in a gated community with on-site security, 2 free parking spaces, and a private rooftop perfect for sunrise coffee, stargazing, and relaxing after a beach day. Minutes from beaches, Luquillo kiosks, El Yunque, Las Croabas, and some of the best experiences on Puerto Rico’s east coast.

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Private Rainforest Retreat ~10 min to Playa Azul~
Visiting El Yunque & Bio Bay? 🌺 Koko Kai Cabana is the perfect retreat - right between Luquillo and Fajardo - for exploring the Best of the East Coast 🇵🇷... You'll enjoy quiet, country life in the mountains of Juan Martin. But just 15 mins to Luquillo Beach, 20 to El Yunque or Bio Bay & shopping in Fajardo is only 7 mins down the mountain. We live on site, but the cabana is on the "3rd level" above the pool. It's private and tranquil... and everything is just for you two!

Salmos 23 apartment/Near the boat terminal.
Stay in downtown Ceiba, close to the boat terminal to Vieques and Culebra. Quick access to: 🌊 Fajardo: beaches, catamarans and bioluminescent bay. 🏝️ Luquillo: La Monserrate Spa and kiosks. 🌳 Río Grande and El Yunque: trails and waterfalls. 🌅 Naguabo: boardwalk and oceanfront restaurants. Central and comfortable: restaurants, supermarkets, bakeries and pharmacies nearby. Perfect for those seeking tranquility, a strategic location, and exploring eastern Puerto Rico.

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.

El Yunque Foothills Tiny House with River Access
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.

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!

Ana's place
Tu familia estará cerca de todo hospedándote en este alojamiento céntrico. Estamos ubicados a 10 minutos de los kioskos de luquillo, cerca del yunque, a 20 minutos de la hacienda carabali , cerca de diferentes playas como Seven seas y las croabas, cerca del puerto para ir a las islas municipio Vieque y culebra. El alojamiento cuenta con diferentes amenidades como por ejemplo billar, barbecue y piscina.

Brisas de Ceiba, a refuge of love near the ferry
The ferry is 10-15 minutes away. Also 6 minutes away we have a small airport called (José Aponte) where you are given services to travel by plane to the Virgin Islands including Vieques and Culebra. 7 minutes away you can also visit La Playa Machos and Playa Medio Mundo which are good for hiking. 10 minutes away we have Puerto Rey where they offer excursions to go to Isla Icaco
Popular amenities for Roosevelt Roads family-friendly rentals
Family-friendly home rentals with a hot tub

Vacation House in Fajardo

El Saco Country House

Private Nature Retreat • Hot Tub • Ocean Views

Beautiful House, 24/7 Security, Gated Community

Luxury Villa 5340

Wake Up to Ocean Views | Pool + Marina Paradise

Hacienda Azucena, Río Grande, Yunque Rainforest

Fabulous Ocean Views /Private Infinity Pool /4 BR
Family- and pet-friendly home rentals

Family time in Vieques!

Casa Playa Tropical, Tropical Beach House & Pool

Ocean Bliss Oceanfront view apartment

Casa Encanto Rainforest Retreat

Fajardo, Las Croabas

Orquid Villa- Rainforest El Yunque amazing views

Caribbean Paradise

Villa @ Marina; Near Beach/Easy Access to Islands
Family-friendly home rentals with a pool

Vieques ocean view eco villa+pool

Tierra Linda TreeHouse Private Pool & River

Renald's Place

Villa Vista Hermosa, Río Grande, Puerto Rico

The Best View of PR with infinity pool with Heater

Casa Mami y Papi including private suite

Hacienda Margarita-Infinity Pool, Lg Home & Views!

Hilltop Esperanza with ocean views, saltwater pool
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £95 | £97 | £97 | £105 | £98 | £96 | £102 | £100 | £90 | £87 | £92 | £95 |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Destinations to explore
- San Juan Holiday rentals
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- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
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- House rentals Roosevelt Roads
- Apartment rentals Roosevelt Roads
- Rentals with beach access Roosevelt Roads
- Rentals with outdoor seating Roosevelt Roads
- Pet-friendly rentals Roosevelt Roads
- Rentals with a patio Roosevelt Roads
- Rentals with pools Roosevelt Roads
- Fitness-friendly rentals Roosevelt Roads
- Flat rentals Roosevelt Roads
- Rentals with a washing machine and dryer Roosevelt Roads
- Family-friendly rentals Ceiba
- Family-friendly rentals Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Magens Bay Beach
- Rio Mar Village
- Honeymoon Beach
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Limetree Beach
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Museo de Arte de Puerto Rico
- Isla Palomino
- Balneario de Luquillo
- Hacienda Campo Rico





