
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 $84 AUD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
140 of Roosevelt Roads holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.
4.93 out of 5 average rating, 128 reviews
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.
4.98 out of 5 average rating, 162 reviews
Casa Mami y Papi including private suite
Bring your family and friends to this gated home wih beautiful views of the islands and Caribeen Sea. Minutes from beautiful beaches like Seven Seas (7 miles), and El Yunque Rainforest (8.8 miles), surfing at La Pared (9.4 miles), Boat trips from Puerto Del Rey (2 miles). For nightlife and shopping the Luquillo Kiosks offer 60 open air businesses with food, drinks (7.8 miles). The famous Laguna Grande Bio Bay in Fajardo is just (7.6 miles) away. Ferries to Vieques and Culebra (3 miles).
4.95 out of 5 average rating, 103 reviews
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.
4.93 out of 5 average rating, 108 reviews
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.
5.0 out of 5 average rating, 130 reviews
Entire property in Fajardo 5 minutes from ferry
Your East Tropical Escape in Fajardo, Bella!!, Two story house on a corner, private, nice patio with pool, 5 minutes to Vieques and Culebra's ferry. Close to the Bio Bay in Las Croabas, 3 minutes from grocery stores, pharmacies and restaurants. Gated community with security, common areas with a nice pool, tennis, volley ball and basket ball courts, close to beautiful beaches, kayaking, 20 minutes from the Rain Forest (El Yunque), a must see! 1 minute from Marina Puerto Del Rey.
4.83 out of 5 average rating, 469 reviews
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.
4.83 out of 5 average rating, 254 reviews
Family House with Pool on the Naguabo esplanade
Enjoy a private, fully fenced-in accommodation, ideal for sharing with family and friends in complete comfort and safety. 🚗 Just a 30-second walk from Malecón (esplanade), which has a great variety of top restaurants 🏖️ 2 minutes from Fanduca Beach 🎯 Amenities: 🏊 Private pool 🎱 Billiard 🤸 Trampoline 🧸 Swing 🚗 Parking 📶 WiFi 🏀 Basketball 🏐 Volleyball Fun guaranteed. Come and create unforgettable moments with your family on our beautiful island of Puerto Rico 🇵🇷
4.93 out of 5 average rating, 329 reviews
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.
4.99 out of 5 average rating, 162 reviews
Casa Playa Tropical, with an open-plan terrace and pool
Come and enjoy the whole family in this spacious home, TROPICAL BEACH HOUSE - TROPICAL BEACH HOUSE. Beachfront house. A unique concept with a swim-up bar connected to the terrace for guests' greater enjoyment. Three fully equipped bedrooms, next to the Paseo El Malecón and 12 minutes from Walmart and all the international stores. Close to everything.We always have drinking water on our property. To enter, there is a lockbox with the keys.
4.97 out of 5 average rating, 153 reviews
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!
4.93 out of 5 average rating, 147 reviews
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.
4.88 out of 5 average rating, 187 reviewsPopular amenities for Roosevelt Roads family-friendly rentals
Family-friendly home rentals with a hot tub

Fabulous Ocean Views /Private Infinity Pool /4 BR
4.96 out of 5 average rating, 156 reviews
Beautiful House, 24/7 Security, Gated Community
4.92 out of 5 average rating, 317 reviews
Oceanfront Casa Vista Fajardo
4.93 out of 5 average rating, 134 reviews
Hacienda Azucena, Río Grande, Yunque Rainforest
4.95 out of 5 average rating, 197 reviews
Ocean & mountain views. Private hot tub retreat
5.0 out of 5 average rating, 169 reviews
Private Rooftop|Ferry&Marina|Airport| Power Backup
4.97 out of 5 average rating, 244 reviews
Stunning Ocean Front Resort Villa at las Casitas.
4.92 out of 5 average rating, 218 reviews
Wake Up to Ocean Views | Pool + Marina Paradise
4.93 out of 5 average rating, 151 reviewsFamily- and pet-friendly home rentals

Pool +near beaches, amazing home/Back up Water
4.98 out of 5 average rating, 136 reviews
ONE STOP VACATION HOME, w private pool and jaquzzi
4.9 out of 5 average rating, 354 reviews
Private pool, beach nearby, Wi-Fi, pet friendly
4.93 out of 5 average rating, 102 reviews
Caribbean Paradise
4.99 out of 5 average rating, 118 reviews
Skirt of EL Yunque (45 mins from Airport)
4.96 out of 5 average rating, 110 reviews
Beachfront Luxury Apartment w/ Amazing Views
4.96 out of 5 average rating, 199 reviews
Renovated Beach House on BEST beach in Puerto Rico
4.92 out of 5 average rating, 177 reviews
🤍La Bianca private🤍 pool🏊🏼, birthday pool🎂🎉🎁 table🎱,
4.78 out of 5 average rating, 386 reviewsFamily-friendly home rentals with a pool

Ana's place
4.91 out of 5 average rating, 123 reviews
You and Me Stays
4.97 out of 5 average rating, 145 reviews
Enchanted Pool Beach House
4.93 out of 5 average rating, 230 reviews
Lake and Beach Village, Humacao, cerca de la playa
4.98 out of 5 average rating, 207 reviews
5 bedroom Exclusive Beach Villa- WOW!
4.95 out of 5 average rating, 152 reviews
Vieques ocean view eco villa+pool
4.96 out of 5 average rating, 103 reviews
Oceanview Penthouse / Private Rooftop • Near Ferry
4.93 out of 5 average rating, 115 reviews
Ocean View Sunset
4.87 out of 5 average rating, 127 reviewsWhen is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 AUD | $183 AUD | $183 AUD | $187 AUD | $178 AUD | $178 AUD | $191 AUD | $188 AUD | $169 AUD | $164 AUD | $173 AUD | $178 AUD |
| 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
- La Pared Beach
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Honeymoon Beach
- Plaza Las Americas
- Punta Bandera Luquillo PR
- San Patricio Plaza
- Limetree Beach
- Isla Verde Beach West
- Isla Palomino
- Museo de Arte de Puerto Rico
- Hacienda Campo Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Cond Marina Lanais





