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

Total vacation rentals
Explore 140 vacation rentals in Roosevelt Roads

Nightly prices starting at
Roosevelt Roads vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
140 of Roosevelt Roads vacation rentals include wi-fi 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.

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.

Ocean & mountain views. Private hot tub retreat
Escape to a private tropical retreat with sweeping ocean and mountain views. Wake to birdsong, slow down on the wooden terrace, and end the day to the sound of coquí frogs. Soak in your private hot tub under the stars, enjoy a BBQ with family or friends, or simply unwind surrounded by lush greenery. With no shared guest spaces, Ocean Eyes feels peaceful and secluded, yet you’re just minutes from beaches, restaurants, shopping, and some of eastern Puerto Rico’s best adventures.

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!

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

Villa Samir in Hacienda Camila

Casita Medusa Couples Retreat w/ Hot Tub

El Saco Country House

Beautiful House, 24/7 Security, Gated Community

Wake Up to Ocean Views | Pool + Marina Paradise

Hacienda Azucena, Rio Grande, Yunque Rain Forest

Fabulous Ocean Views /Private Infinity Pool /4 BR

Stunning Ocean Front Resort Villa at las Casitas.
Family- and pet-friendly home rentals

Ocean Bliss Oceanfront view apartment

Pool +near beaches, amazing home/Back up Water

Orquid Villa- Rainforest El Yunque amazing views

Caribbean Paradise

Daddy’s Place Airbnb

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

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

Ana's place

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 466 | ﺩ.ﺇ 477 | ﺩ.ﺇ 477 | ﺩ.ﺇ 488 | ﺩ.ﺇ 466 | ﺩ.ﺇ 466 | ﺩ.ﺇ 499 | ﺩ.ﺇ 492 | ﺩ.ﺇ 441 | ﺩ.ﺇ 430 | ﺩ.ﺇ 452 | ﺩ.ﺇ 466 |
| 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 Vacation rentals
- Higüey Vacation rentals
- Punta Cana Vacation rentals
- Santo Domingo Este Vacation rentals
- Las Terrenas Vacation rentals
- Santo Domingo Vacation rentals
- Fajardo Vacation rentals
- La Romana Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Dominicus Vacation rentals
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Magens Bay Beach
- Rio Mar Village
- José Miguel Agrelot Coliseum
- Honeymoon Beach
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Limetree Beach
- San Patricio Plaza
- Isla Verde Beach West
- Mosquito Bay Beach
- Isla Palomino
- Museo de Arte de Puerto Rico
- Balneario de Luquillo





