
Family-friendly holiday rentals in Roosevelt Roads
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Roosevelt Roads
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Vistamar- Stunning Ocean views & private pool!
Experience an open, spacious, and breezy retreat with a full-length balcony overlooking Puerto del Rey Marina and the Caribbean islands. Relax by the private pool and enjoy stunning ocean views in a tranquil setting. Minutes from east coast beaches, El Yunque National Forest, and boat trips to Icacos & Culebra. Private 2nd-floor apartment with separate entrance, gated parking, full kitchen, BBQ, washer/dryer, workspace, and everything needed for a comfortable island stay. Long-term stays welcome

5-Star Private Suite Getaway with Unmatched Views
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.

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.

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.

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.

The funnest house on the beach (Solar System)
SOLAR SYSTEM WITH BATTERIES Fun for the whole family, Jacuzzi, pool table, video games, basketball arcade, dominoes, and a small children's area in the patio. A BBQ, washer, and dryer. Queen bed in one room, full/twin bunk bed in the other room, and sofa bed in the living room. A very quiet area two minutes away from the beach on foot, a coastal area with many excellent places to eat and have fun, two minutes away from the Humacao Nature Reserve and ten minutes away from the Naguabo Pier.

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.

Wake Up to Ocean Views | Pool + Marina Paradise
A tranquil getaway in this stunning apartment with breathtaking ocean views. Step inside to discover modern updates & stylish design. The exclusive 2 suites feature beautiful windows, offering unobstructed view Unwind by the giant pool or enjoy the sunrise from the expansive balcony—perfect spots for relaxation. The fully equipped kitchen with exotic white granite countertops is ideal for whipping up meals. This is the perfect retreat for those seeking luxury & serenity!

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!

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

*Azul Marino* Golf & Ocean View Luxury Condo

Private Nature Retreat • Hot Tub • Ocean Views

Beautiful House, 24/7 Security, Gated Community

Palmas Del Mar Villa w/ Lake Views, Pools & Beach

Hacienda Azucena, Río Grande, Yunque Rain Forest

Fabulous Ocean Views /Private Infinity Pool /4 BR

Casita del Yunque, Private Heated Jacuzzi Pool!
Family- and pet-friendly home rentals

Casa Playa Tropical, Tropical Beach House & Pool

Saltwater pool+near beaches amazing home

Casa Encanto Rainforest Retreat

Caribbean Paradise

Villa @ Marina; Near Beach/Easy Access to Islands

Relaxing Tropical Ocean Haven • Backup Solar Power

Self Sufficient Tiny House #2 River/Amazing Views

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

Villa Tropical Piscina privada Wifi y Neflix

5 bedroom Exclusive Beach Villa- WOW!

Magical! Ocean view Cabana w/ Pool Spa on mountain

Coqui-Cozy Place, @ Coco Beach Golf Club

Glamping at Relaxing Atmosphere In Nature

Ana's place

Secluded Rainforest Villa w/ Pool & Ocean Views

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 | $164 SGD | $167 SGD | $167 SGD | $180 SGD | $169 SGD | $165 SGD | $175 SGD | $173 SGD | $155 SGD | $151 SGD | $158 SGD | $164 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Roosevelt Roads

Total holiday rentals
Explore 130 holiday rentals in Roosevelt Roads

Nightly prices starting at
Roosevelt Roads holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 6,680 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
130 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!
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- House rentals Roosevelt Roads
- Rentals with pools Roosevelt Roads
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- Pet-friendly rentals Roosevelt Roads
- Rentals with beach access Roosevelt Roads
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- Family-friendly rentals Ceiba
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