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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.

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Guest favorite
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.

KitchenIndoor spacesParking

4.93 out of 5 average rating, 128 reviews
Top guest favorite
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.

FamilyIndoor spacesBackyard

4.98 out of 5 average rating, 162 reviews
Top guest favorite
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).

KitchenFamilyHospitality

4.95 out of 5 average rating, 103 reviews
Top guest favorite
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.

Indoor spacesFamilyAccuracy

5.0 out of 5 average rating, 129 reviews
Top guest favorite
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 spacesFamilyOutdoor spaces

4.92 out of 5 average rating, 317 reviews
Guest favorite
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.

FamilyIndoor spacesHospitality

4.83 out of 5 average rating, 254 reviews
Top guest favorite
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 🇵🇷

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 329 reviews
Top guest favorite
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.

FamilyKitchenParking

4.99 out of 5 average rating, 162 reviews
Top guest favorite
Cottage in Naguabo

Playa Tropical House, Terrace and Pool Together

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.

FamilyKitchenWifi

4.97 out of 5 average rating, 152 reviews
Top guest favorite
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.

FamilyIndoor spacesLaundry

4.9 out of 5 average rating, 353 reviews
Top guest favorite
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!

KitchenIndoor spacesParking

4.93 out of 5 average rating, 146 reviews
Guest favorite
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.

FamilyIndoor spacesNearby

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 favorite
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 spacesComfort

4.96 out of 5 average rating, 155 reviews
Top guest favorite
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 spacesKitchenWifi

4.97 out of 5 average rating, 244 reviews
Top guest favorite
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 Rain Forest

Indoor spacesKitchenBreakfast

4.95 out of 5 average rating, 197 reviews
Top guest favorite
Home in Buena Vista

Ocean & mountain views. Private hot tub retreat

Indoor spacesKitchenDecor

5.0 out of 5 average rating, 169 reviews
Guest favorite
Apartment in Fajardo

Stunning Ocean Front Resort Villa at las Casitas.

FamilyKitchenLocation

4.92 out of 5 average rating, 217 reviews
Top guest favorite
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)

KitchenFamilyBathroom

4.99 out of 5 average rating, 148 reviews
Guest favorite
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!!!

KitchenIndoor spacesComfort

4.89 out of 5 average rating, 241 reviews
Guest favorite
A modern two-story house is situated within the lush greenery of the rainforest. Large windows are positioned on both levels, allowing natural light to fill the interior. Palm trees and tropical plants are visible in the surrounding landscape, creating a serene atmosphere.
Home in Luquillo

Casa Campo Luquillo | Jacuzzi & Ocean View

FamilyKitchenLaundry

4.92 out of 5 average rating, 132 reviews

Family- and pet-friendly home rentals

Top guest favorite
Home in Fajardo

Pool +near beaches, amazing home/Back up Water

KitchenFamilyHiking

4.98 out of 5 average rating, 136 reviews
Top guest favorite
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)

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 110 reviews
Guest favorite
Home in Fajardo

Private pool, beach nearby, Wifi, pet friendly

KitchenIndoor spacesSleep quality

4.93 out of 5 average rating, 101 reviews
Top guest favorite
Tiny home

Panoramic El Yunque Views • Tiny House & River

Indoor spacesKitchenDecor

4.98 out of 5 average rating, 372 reviews
Top guest favorite
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 spacesFamilyAmenities

4.96 out of 5 average rating, 199 reviews
Top guest favorite
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

FamilyKitchenDecor

4.99 out of 5 average rating, 107 reviews
Top guest favorite
Home in Buena Vista

Amazing Infinity pool @Coqui Tropical House

FamilyIndoor spacesAmenities

4.98 out of 5 average rating, 127 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🤍piscina privada🏊🏼,cumpleaños🎂🎉🎁billar🎱,

Indoor spacesFamilyGetting around

4.78 out of 5 average rating, 386 reviews

When is the best time to visit Roosevelt Roads?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 466ﺩ.ﺇ 477ﺩ.ﺇ 477ﺩ.ﺇ 488ﺩ.ﺇ 466ﺩ.ﺇ 466ﺩ.ﺇ 499ﺩ.ﺇ 492ﺩ.ﺇ 441ﺩ.ﺇ 430ﺩ.ﺇ 452ﺩ.ﺇ 466
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