
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.

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

Ceiba Vacation Rental 3/2, 5 beds free parking
Entire equipped rental house 3 bedroom, 2 baths on 2nd floor. Comfortable for 9 guests. Relax with family and friends equipped: 5 beds ( 2 Q beds, 2 full beds 1 twin), AC, Wifi, hot water, TV, washer, dryer, kitchen, dining room, mountain view balcony. Close to HWY 53, Marina Puerto del Rey, Vieques/Culebra Ferry and beaches. Self check-in & out. Parties allowed before 10:00 PM. Smoke alarm. Free parking on premises. No illegal activities allowed. Baby crib and playard available.

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.

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!

Casa Encanto Rainforest Retreat
Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

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.
Popular amenities for Roosevelt Roads family-friendly rentals
Family-friendly home rentals with a hot tub

El Saco Country House

Ocean Views. Private Hot tub. Near Palmas del Mar

Secret Corner

Wake Up to Ocean Views | Pool + Marina Paradise

Hacienda Azucena, Río Grande, Yunque Rainforest

Hella Dome Glamping Unique in the foothills of Yunque

Littlebluesky Beach & Tropical Yunque Forest

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

Family time in Vieques!

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

Casa Playa Tropical, Tropical Beach House & Pool

Orquid Villa- Rainforest El Yunque amazing views

Caribbean Paradise

Renovated Beach House on BEST beach in Puerto Rico

Casa El Yunque - Private Pool & River

Beachfront Luxury Apartment w/ Amazing Views
Family-friendly home rentals with a pool

Beautiful Getaway Home | Private Pool | 4BD

Tierra Linda TreeHouse Private Pool & River

Glamping at Relaxing Atmosphere In Nature

The Best View of PR with infinity pool with Heater

Casa Mami y Papi including private suite

Ana's place

Scenic Hideaway Ocean Views & Private Roof Deck

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
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 | £97 | £97 | £99 | £94 | £94 | £101 | £100 | £89 | £87 | £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
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- Fajardo Holiday rentals
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- Rentals with beach access Roosevelt Roads
- Apartment rentals Roosevelt Roads
- Rentals with a patio Roosevelt Roads
- Pet-friendly rentals Roosevelt Roads
- Rentals with pools Roosevelt Roads
- Flat rentals Roosevelt Roads
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- Family-friendly rentals Ceiba
- Family-friendly rentals Puerto Rico
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