Some info has been automatically translated. Show original language

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.

1 of 1 pages1 / 1
Guest favourite
A comfortable lounge area is furnished with two reclining chairs facing a large flat-screen television, mounted on a dark wall. Shelving units feature subtle decor items, while soft lighting enhances the space's ambiance. Potted plants add a touch of greenery to the setting.
Home in Ceiba

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.

FamilyIndoor spacesPool

4.93 out of 5 average rating, 128 reviews
Top Guest favourite
Cottage in Naguabo

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. House in front of the beach, Only concept with pool bar attached to the terrace for a better delight to the guests. Three fully equipped rooms, one with a king size bed and its own private bathroom, another with a double bed, a bunk bed and another bathroom, and another with another double bed and another bunk bed. We always have drinking water on our property. There is a security box and key to get in.

KitchenFamilyAccess

4.97 out of 5 average rating, 152 reviews
Top Guest favourite
A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.
Home in Ceiba

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.

KitchenIndoor spacesWi-Fi

4.98 out of 5 average rating, 161 reviews
Top Guest favourite
A covered porch features two woven chairs and a small table, with a stunning sunset visible over the horizon. The pool and landscaped yard can be seen in the foreground, framed by lush greenery.
Home in Ceiba

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).

FamilyIndoor spacesCondition

4.95 out of 5 average rating, 103 reviews
Top Guest favourite
Place to stay in Ceiba

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.

FamilyIndoor spacesAir conditioning

5.0 out of 5 average rating, 129 reviews
Top Guest favourite
Home in Humacao

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.

Indoor spacesKitchenQuiet

4.92 out of 5 average rating, 317 reviews
Top Guest favourite
Cottage in Naguabo

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 🇵🇷

FamilyKitchenBeach

4.93 out of 5 average rating, 329 reviews
Guest favourite
Apartment in Ceiba

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.

KitchenIndoor spacesNearby

4.83 out of 5 average rating, 253 reviews
Top Guest favourite
The property is nestled on a hillside, surrounded by lush greenery and tropical plants. The building features a rooftop terrace with sweeping views of the landscape and clouds above, showcasing the natural beauty of the coastal region.
Cottage in Ceiba

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.

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 162 reviews
Top Guest favourite
A two-story vacation home features a light-colored exterior with decorative balconies. The entrance is marked by a central door flanked by two smaller doors. Lush greenery surrounds the property, enhancing the welcoming appearance. A paved pathway leads to the home, with a well-maintained lawn visible.
Home in Fajardo

ONE STOP VACATION HOME, w private pool and jaquzzi

ONE STOP VACATION HOMES OFFERS PRIVATE POOL W/ JACUZZI If you are looking for a place where you can relax at the private pool and entertain with family or a few friends at a beautiful place, !your search ends here!. This great property which is located just a few minutes from Seven Sea Beach, Las Croabas, Biobay, Scuba diving, El Yunque Rain Forest, Zipline at the Rain Forest, ATV Riding at Carabali, Luquillo Kioskos and Luquillo Beach.

KitchenIndoor spacesQuiet

4.9 out of 5 average rating, 353 reviews
Top Guest favourite
Apartment in Ceiba

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!

Indoor spacesKitchenCheckout

4.93 out of 5 average rating, 146 reviews
Guest favourite
An aerial view showcases a lush, green landscape featuring rolling hills and the vibrant foliage of trees. A swimming pool is visible among the property, surrounded by open space and tropical plants, indicating a serene and spacious environment.
Apartment in Ceiba

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.

Indoor spacesKitchenAmenities

4.88 out of 5 average rating, 187 reviews

Popular amenities for Roosevelt Roads family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
An infinity pool with illuminated edges provides a serene atmosphere during twilight. A swim-up bar is positioned at one side, while lounge chairs are visible nearby. A basketball hoop is set up next to the pool, and surrounding tropical foliage completes the tranquil outdoor space.
Home in Luquillo

Fabulous Ocean Views /Private Infinity Pool /4 BR

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 155 reviews
Top Guest favourite
The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.
Home in Rio Grande

Hacienda Azucena, Río Grande, Yunque Rainforest

KitchenFamilyBathroom

4.95 out of 5 average rating, 197 reviews
Guest favourite
Apartment in Fajardo

Stunning Ocean Front Resort Villa at las Casitas.

KitchenIndoor spacesHospitality

4.92 out of 5 average rating, 217 reviews
Top Guest favourite
Home in Buena Vista

Ocean & mountain views. Private hot tub retreat

KitchenIndoor spacesSolo travel

5.0 out of 5 average rating, 169 reviews
Guest favourite
A charming cottage is surrounded by lush greenery and tropical plants, with a stone path leading to its entrance. The blue sky above contrasts with the vibrant foliage, creating a serene outdoor environment, enhanced by the natural landscaping featuring various palm trees and flowering plants.
Cottage in Río Grande

Casita del Yunque, Private Heated Jacuzzi Pool!

KitchenFamilyTV

4.89 out of 5 average rating, 241 reviews
Top Guest favourite
An open rooftop terrace is presented, featuring a modular outdoor couch in neutral tones and a glass dining table surrounded by four black wicker chairs. A stylish area rug anchors the space, enhanced by plants and an awning that provides shade.
Condo in Ceiba, Fajardo

Private Rooftop|Ferry&Marina|Airport| Power Backup

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 244 reviews
Guest favourite
Home in Luquillo

Beautiful Rooftop Getaway | Jacuzzi by Rainforest

KitchenFamilyLayout

4.93 out of 5 average rating, 151 reviews
Top Guest favourite
A billiard table is shown with a colorful arrangement of pool balls, displaying a variety of colors including red, blue, and orange. The setting is softly illuminated with purple lighting, adding a dynamic ambiance to the game area.
Home in Humacao

The funnest house on the beach (Solar System)

KitchenIndoor spacesParking

4.99 out of 5 average rating, 148 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A modern structure is set amidst lush greenery, featuring a light-colored exterior with large windows. A pathway leads to the entrance, bordered by neat outdoor lighting fixtures. Palm trees provide a tropical ambiance, contributing to a serene and inviting atmosphere.
Home in Naguabo

Skirt of EL Yunque (45 mins from Airport)

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 109 reviews
Guest favourite
Home in Fajardo

Private pool, beach nearby, Wi-Fi, pet friendly

FamilyKitchenBathroom

4.93 out of 5 average rating, 101 reviews
Top Guest favourite
Tiny home

Panoramic El Yunque Views • Tiny House & River

Indoor spacesKitchenParking

4.98 out of 5 average rating, 372 reviews
Top Guest favourite
Home in Fajardo

Pool +near beaches, amazing home/Back up Water

Indoor spacesKitchenBarbecue

4.98 out of 5 average rating, 136 reviews
Top Guest favourite
A panoramic view of the ocean highlights varying shades of blue and turquoise water. The coastline is visible in the background, framed by lush green hills under a partly cloudy sky. A boat can be seen cruising through the waters, adding a dynamic element to the serene landscape.
Condo in Fajardo

Beachfront Luxury Apartment w/ Amazing Views

Indoor spacesKitchenAccess

4.96 out of 5 average rating, 199 reviews
Top Guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows. A wall-mounted television is visible, complemented by a shelf displaying art and stationery items. Natural light enters through a window covered with shades, and a textured ceiling adds dimension to the space.
Home in vieques

Viva Vieques King Bed, 5 min from the beach BioBay

Indoor spacesFamilyBeach

4.99 out of 5 average rating, 107 reviews
Superhost
A fenced private pool area is visible, surrounded by a tiled patio. Sun loungers are placed nearby for relaxation. A covered gazebo can be seen, offering shaded seating. Clear blue skies and distant rooftops complete the serene outdoor setting.
Guest suite in Fajardo

🤍La Bianca private🤍 pool🏊🏼, birthday pool🎂🎉🎁 table🎱,

Indoor spacesFamilyPool

4.78 out of 5 average rating, 386 reviews
Top Guest favourite
Home in Buena Vista

Amazing Infinity pool @Coqui Tropical House

Indoor spacesKitchenPets

4.98 out of 5 average rating, 127 reviews

When is the best time to visit Roosevelt Roads?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
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. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C