
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 £44 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.

Casa Playa Tropical, Tropical Beach House & Pool
Ven y disfruta con toda la familia en esta espaciosa casa, TROPICAL BEACH HOUSE - CASA PLAYA TROPICAL. Casa frente a la playa, Único concepto con piscina bar unida a la terraza para un mejor deleite a los huespedes. Tres habitaciones totalmente equipadas, una con cama king y su baño privado otra con una cama matrimonial, una litera y otro bano y otra con otra cama matrimonial y otra litera, Tenemos un generador elecgrico de 40 kilos automatico, para entral hay una cajita de seguria con llave

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!

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.

Vieques ocean view eco villa+pool
-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

Private Cozy Mountain View Suite 1
A perfect getaway in our stunning mountain retreat, nestled in the serenity & heart of El Yunque National Forest. As a host, 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.

Beautiful House, 24/7 Security, Gated Community
Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 45 min to the airport, 50 min to Old San Juan. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas.

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.

Casita del Yunque, Private Heated Jacuzzi Pool!
El Yunque Chalet and Casita del Yunque are located within a 2 acre gated property located in the foothills of El Yunque Rainforest. It is the perfect spot to experience island living, while still being close to all major north coast attractions. Enjoy the private 8x10 heated Jacuzzi Pool, private laundry facilities, and explore our 2 acre grounds full of tropical flowers, fruit trees, babbling brook and more. You will never want to leave!

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!

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

Casita Medusa Couples Retreat w/ Hot Tub

Villa Samir in Hacienda Camila

Vacation House in Fajardo

Ocean & mountain views. Private hot tub retreat

Wake Up to Ocean Views | Pool + Marina Paradise

Hacienda Azucena, Río Grande, Yunque Rainforest

Hella Dome Glamping Unique in the foothills of Yunque

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

Ocean and Land View - Tiny House on an acre with an ocean view

Ocean Bliss Oceanfront view apartment

Pool +near beaches, amazing home/Back up Water

Casa Encanto Rainforest Retreat

Caribbean Paradise

Casa El Yunque - Private Pool & River

Beachfront Luxury Apartment w/ Amazing Views

Amazing House @ Rainforest Yunque. 12 min to Beach
Family-friendly home rentals with a pool

Paradise Garden 1/1

Villa Vista Hermosa, Río Grande, Puerto Rico

Starfish Ceiba, Entire home with private pool!

Glamping at Relaxing Atmosphere In Nature

The Best View of PR with infinity pool with Heater

Ana's place

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

Ocean View Sunset
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £94 | £96 | £96 | £98 | £94 | £94 | £100 | £99 | £89 | £86 | £91 | £94 |
| 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
- Higüey Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Dominicus Holiday rentals
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Magens Bay Beach
- José Miguel Agrelot Coliseum
- Honeymoon Beach
- La Pared Beach
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Limetree Beach
- San Patricio Plaza
- Isla Verde Beach West
- Isla Palomino
- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico
- Cond Marina Lanais





