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Family-friendly vacation 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.

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Condo in Río Grande

4.9 out of 5 average rating, 102 reviews

Beach Front/2 bedroom inside Wyndham Resort

The villa is located directly on the beach within the Wyndham Grand Rio Mar Golf Resort, Casino & Spa. Next to the hotel, you'll have easy access to restaurants, the casino, spa, and bars. The resort is located across from the El Yunque Rain Forest, offering great trails, waterfalls, and zip-lining adventures. We provide full concierge services, including grocery stocking, excursions, and transportation. Minutes from all excursions. Perfect for couples, business travelers, families with kids.

Condo in Rio Grande

4.82 out of 5 average rating, 100 reviews

Ocean view beautiful beaches minutes to El Yunque

Ocean and Mountain views! 25 minute drive to San Juan Gated community with 24-hour security, free parking space. Short drive from El Yunque Rain Forest, Las Picuas beach, Carabali Rainforest park. Complex is right next door to the Wyndham Rio Mar Beach Resort. Pool with lounge chairs and basketball court. Fully stocked kitchen Family friendly: pack n play, dinnerware beach towels and chairs and toys. Parties are not permitted in this apartment. Maximum # guests 6, including children.

Condo in Río Grande

4.95 out of 5 average rating, 165 reviews

Oceanfront Luxury @ Wyndham Rio Mar Resort

Have you ever wanted to own a beach? Escape to the Caribbean by renting this newly renovated, 3 bedroom/3 full bathroom tropical beachfront villa with a fully equipped kitchen, at Wyndham Grand Rio Mar Beach Resort & Spa. This lush, 500 acre paradise, has numerous on site amenities including: several pools*, a mile long secluded beach, 10 restaurants/ lounges, two 18-hole golf courses**, 13 tennis courts, fitness center, spa, salon, casino & water sport rentals. 35 minutes from San Juan!

Apartment in Luquillo

4.93 out of 5 average rating, 107 reviews

Family Beachfront Apt at Punta Bandera Luquillo

Beachside Condo with lots of amenities for the entire family. Master bedroom with private bathroom. Kids room has bunk beds single on top and double bed on bottom. Air Conditioning, WiFI, and free parking. Large living area, fully stocked kitchen, and a balcony with a beautiful rainforest view. Located steps from the beach ! Plenty of beach toys, beach chairs, towels available. Children swing set on the property and a gazebo to relax away from the sun. Every detail so you can enjoy!

Condo in Río Grande

4.92 out of 5 average rating, 130 reviews

Relax and nice beach front apartment

You are going to love my place, it is in the condominium with large green areas, security 24/7, beautiful beach, 2 swimming pools, tennis courts, children's area, outdoor exercise machines. First floor apartment with large terrace with furniture and BBQ facing the sea, equipped kitchen, rooms with air conditioning, washer/dryer, modern living with tv, sound system, DVD and excellent WIFI service, beach towels and chairs...everything you need for a great vacation or remote work

Apartment in Río Grande

4.95 out of 5 average rating, 196 reviews

Beachfront Garden Villa near of San Juan_SuperHost

Beautiful Beach Gardens Villa (No Stairs- First Floor), right in front of the main pool, with all conveniences in a safe gated community with two balconies. Fully furnished with free WiFi Internet. Includes a fully-equipped kitchen, laundry room and your own private terrace with BBQ. The whole apartment has air conditioning, 3 bedrooms, premium mattress , quality linens, bath towels, Two bathrooms, Dining and living room area, RokuTV, FREE Netflix. Walk to the private beach.

Home in Punta Santiago

4.94 out of 5 average rating, 135 reviews

We are back! Puerto Rican paradise awaits you!

Please ask about our other home nearby. Beachfront living with pool - 4 bedrooms. Lose yourself in paradise in this newly remodeled beachfront home with pool - 4 bedrooms, 3 baths. You will have the best of both worlds - beach and pool - for your pleasure. Enjoy unobstructed ocean/beach views from bed and through the house. Perfect for family vacations, romantic getaways or just to get away from it all. Cribs and high chairs available for little vacationers.

Apartment in Loíza

4.89 out of 5 average rating, 296 reviews

BEACH RESORT. Walk to beach+Pool+WiFi+AC+free PK

YOUR HOUSE IN PUERTO RICO Beautiful beach apartment in a privileged locación, just a few minutes from San Juan and access to a beautiful private beach. Complex in Loiza, just 25 minutes from the airport, the city center, parks, and art and culture. You’ll love the place, the peaceful forest views, the friendly people, the perfect location, and the ambience. The place is good for couples, adventurers, business travellers, families (with kids) and big groups.

Condo in Loíza

4.83 out of 5 average rating, 139 reviews

Remodeled H402 Beach Access Ocean View Penthouse

Beautiful modern penthose villa apartment located at beach front Villas del Mar Beach Resort complex, with views to the ocean from almost every angle. Conveniently located just 25 min. from San Juan Int. Airport with two swimming pools, jacuzzi and beach access among other amenities. Our beach is an small beach but enjoyable with private access and usually used only for residents and guest of our complex. A great place to relax and to enjoy your vacation.

Apartment in Ceiba

4.81 out of 5 average rating, 107 reviews

Hacienda Torres Paradise of Nature - Villa Coco

Just remodeled!!! A/C on all apartment, automatic power generator, water cistern. Wifi and Cable TV. Private jacussi. Cozy apartment with ocean view. Located on the countryside. Peace and quiet ambiance. 5 min easy access to highway. Near beaches, marinas, restaurants, ferry to Culebra/Vieques, golf courses, shopping, airport, Roosevelt Roads... Great for couples, solo adventurers, and business travelers. Owners and personnel on premises.

Apartment in Río Grande

4.78 out of 5 average rating, 145 reviews

Charming BEACHFRONT APARTMENT

Gated complex (24 hr security) + 2 parking spots, access to beach, a pool, tennis + basketball courts, and playground. Nearby: El Yunque National Rainforest (2 mi), Las Cabezas de San Juan Nature Reserve (12 mi), Bioluminescent Bay (12 mi) (kayaks), Hacienda Carabali (7 mi) (horseback riding, go karts + ATVs) the Wyndham Rio Mar (1 mi) and International Golf Clubs. Approx 30 min from SJU Intl. Airport and Old San Juan.

Condo in Rio Grande

4.84 out of 5 average rating, 181 reviews

Beachfront Boutique Feel @ Wyndham Rio Mar Resort

** PROPERTY JUST UNDERWENT A $100,000 RENOVATION. Beachfront villa inside the premises of the Wyndham Resort. Experience is of a boutique hotel enclosed in a world class resort. Beachfront surrounded my lush tropical forest. Super romantic for couples as well as great for families. The best quality time is spend in this paradise. Villa is a few steps from pools & beach. No need to take an elevator.

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Popular amenities for Roosevelt Roads family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Villa in Humacao

4.9 out of 5 average rating, 144 reviews

Rustica at Fairway Courts 830

Condo in Rio Grande

4.93 out of 5 average rating, 147 reviews

Gorgeous Beach Front View at Ocean Villas, Rio Mar

Apartment in Río Grande

4.8 out of 5 average rating, 102 reviews

Villa Carpe Diem at Rio Mar Resort - Beach/Golf

Home in Fajardo

4.93 out of 5 average rating, 136 reviews

Breathtaking View | Private Getaway Mansion | 5 ☆

Home in Río Grande

4.9 out of 5 average rating, 139 reviews

Private Beachfront Home - Weather Guarantee*

Apartment in Fajardo

4.95 out of 5 average rating, 148 reviews

Romantic Beachfront Getaway Penthouse with Hot Tub

Villa in Río Grande

4.88 out of 5 average rating, 251 reviews

!!NEWLY UPDATED!! RIO MAR VILLA In Wyndham

Villa in Rio Grande

4.95 out of 5 average rating, 486 reviews

Ocean View, Mountain Setting.

Family- and pet-friendly home rentals

Home in Ceiba

4.88 out of 5 average rating, 91 reviews

HIDDEN PARADISE, SPECTACULAR OCEAN VIEW, GETAWAY!

Condo in Loíza

4.91 out of 5 average rating, 47 reviews

Slice of Paradise at Aquatika

Apartment in Fajardo

4.83 out of 5 average rating, 252 reviews

An Enchantment of Nature and Romance, Apt 2

Home in Vieques

4.96 out of 5 average rating, 48 reviews

La Joya del Mar - Vieques (direct beach access!)

Villa in Canóvanas

4.92 out of 5 average rating, 78 reviews

Magical rain forest tree house @ villa pitirre

Villa in Canóvanas

4.78 out of 5 average rating, 148 reviews

Yunque View

Home in Vieques

4.89 out of 5 average rating, 202 reviews

CasaOrquidea -1 block 2 beach- cool 3BR/2BA Wi-Fi

Home in Vieques

4.83 out of 5 average rating, 629 reviews

Perla Del Mar-3 bdrm-WALK to Malecón & Beach/WIFI

Family-friendly home rentals with a pool

Condo in Fajardo

4.78 out of 5 average rating, 370 reviews

Las Croabas Oceanfront Condo

Condo in Loíza

4.72 out of 5 average rating, 104 reviews

Aquatika Breathtaking Beach Apartment

Condo in Rio Grande

4.96 out of 5 average rating, 151 reviews

Modern + Breezy Beach Unit for families & couples

Apartment in Mameyes II

4.83 out of 5 average rating, 89 reviews

Mediterranean style studio villa in Rio Mar!

Villa in Luquillo

4.75 out of 5 average rating, 121 reviews

RAINFOREST AND LUQUILLO BEACH 16

Apartment in Río Grande

4.79 out of 5 average rating, 66 reviews

Relaxing Beachfront Apartment at Bosque del Mar

Condo in Luquillo

4.95 out of 5 average rating, 203 reviews

Breathtaking Ocean View Apartment

Home in Fajardo

4.92 out of 5 average rating, 352 reviews

❤️PRIVATE POOL,Beach home,BioBay Tour walk distance

Quick stats about vacation rentals that are family-friendly in Roosevelt Roads

Total rentals
110 properties
Nightly prices starting at
R916 ZAR before taxes and fees
Total number of reviews
5.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore