Family-friendly holiday rentals in Roosevelt Roads

4.97 out of 5 average rating, 147 reviews

An aerial view of a spacious house is displayed, featuring a well-maintained swimming pool enclosed by a privacy fence. A covered bar area with seating is included, alongside several lounge chairs positioned near the pool. Lush greenery and a cloudy sky complete the serene setting.

Cottage in Naguabo

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

Indoor spacesKitchenAccuracy

4.99 out of 5 average rating, 156 reviews

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

Mi Estela

Este Airbnb es acogedor y cálido, con muebles de madera y textiles suaves que invitan a relajarse. La decoración es inspiradora, con detalles únicos, obras de arte locales y plantas que crean un ambiente creativo. El espacio es relajante, con una terraza rodeada de una vista espectacular de la costa Este de PR ideal para familias, con una cocina funcional y áreas de juego que hacen que todos se sientan como en casa. Además, el vecindario es seguro, garantizando una estancia tranquila y cómoda.

FamilyKitchenRiver

4.98 out of 5 average rating, 347 reviews

A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.

Tiny home in Fajardo

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!

FamilyKitchenHospitality

4.82 out of 5 average rating, 239 reviews

Flat in Ceiba

Salmos 23 apartment/Cerca del terminal de lanchas.

Hospédate en el casco urbano de Ceiba, cerca del terminal de lanchas a Vieques y Culebra. Acceso rápido a: 🌊 Fajardo: playas, catamaranes y bahía bioluminiscente. 🏝️ Luquillo: Balneario La Monserrate y kioscos. 🌳 Río Grande y El Yunque: senderos y cascadas. 🌅 Naguabo: malecón y restaurantes frente al mar. Céntrico y cómodo: restaurantes, supermercados, panaderías y farmacias cerca. Perfecto para quienes buscan tranquilidad, ubicación estratégica y explorar el este de Puerto Rico.

KitchenIndoor spacesSleep quality

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.

4.98 out of 5 average rating, 159 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.

KitchenIndoor spacesValue

4.96 out of 5 average rating, 103 reviews

A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.

Home in Vieques

Vieques ocean view eco villa+pool

-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

Indoor spacesKitchenView

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.

4.93 out of 5 average rating, 126 reviews

Casa Escape Cerca del ferry(Vieques y culebra)

En CASA ESCAPE estarás cerca de todo. Encontrarás en el centro del pueblo varios negocios entre ellos restaurantes, panaderías, farmacias, banco y otras. Estarás a 8 min del Terminal del ferry Vieques y Culebra, 3 min de Playa Medio mundo , 3min de Marina Puerto del Rey, 15 min de Villa Marina, 20 min de las Croabas y playa Seven Sea, donde encontrar diversidad de restaurantes y actividades recreativas, 15 min de los kiosco y playa de Luquillo y 25 min del Yunque National Forestal.

Indoor spacesKitchenAccuracy

5 out of 5 average rating, 124 reviews

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.

KitchenFamilyHiking

4.92 out of 5 average rating, 314 reviews

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 spacesFamilyHot tub

4.89 out of 5 average rating, 236 reviews

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!!!

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!

FamilyIndoor spacesNearby

4.92 out of 5 average rating, 131 reviews

Flat 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 spacesQuiet

A comfortably arranged sleeping area features a spacious bed with a light-colored coverlet. Soft, ambient lighting frames the headboard, while two bedside lamps provide additional illumination. A decorative tray rests on the bed, enhancing the welcoming look of the room.

4.99 out of 5 average rating, 466 reviews

Brisas de Ceiba Refugio de Amor cerca del Ferry

A 10 a 15 minutos esta el Ferrys . También a 6 minutos tenemos un pequeño Aeropuerto llamado (José Aponte) a donde te dan servicios de viajar de avionetas para las Isla Virgenes incluyendo Vieques y Culebra. A 7 Minutos tambien puedes visitar La Playa Machos y Playa Medio Mundo que son buenas para caminatas A 10 minutos tenemos Puerto Rey a donde te ofrecen excursiones para ir a Isla Icaco

Indoor spacesKitchenComfort

Popular amenities for Roosevelt Roads family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 279 reviews

An outdoor deck area is presented with wooden flooring and surrounded by vertical wooden slats. A therapeutic hot tub is visible, along with a comfortable seating area featuring cushions against the back wall. Potted plants add a touch of greenery to the serene space.

Tiny home in Fajardo

Casita Medusa Couples Retreat w/ Hot Tub

Indoor spacesKitchenCheck-in

Superhost

A private patio features a jacuzzi surrounded by natural greenery. Nearby, a wooden deck with string lights provides a cozy seating area with two chairs and a small table, enhancing the outdoor relaxation space in a tranquil setting.

Cabin in Hato Puerco

4.81 out of 5 average rating, 108 reviews

Villa Samir en Hacienda Camila

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 111 reviews

Vacation House in Fajardo

FamilyIndoor spacesCheck-in

5 out of 5 average rating, 164 reviews

Home in Buena Vista

Ocean & mountain views. Private hot tub retreat

Indoor spacesFamilyQuiet

4.93 out of 5 average rating, 147 reviews

Flat in Fajardo

Wake Up to Ocean Views | Pool + Marina Paradise

Indoor spacesFamilyCheck-in

4.95 out of 5 average rating, 197 reviews

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 Río Grande

Hacienda Azucena, Río Grande, Yunque Rain Forest

FamilyKitchenCheckout

4.92 out of 5 average rating, 120 reviews

A spacious dome structure is surrounded by lush greenery, with a geometric design featuring large glass panels for natural light. Outdoor seating areas and a gazebo are visible nearby, providing cozy spaces for relaxation and socializing.

Dome in Río Grande

Hella Dome Glamping Unico en la falda del Yunque

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 153 reviews

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 spacesCheckout

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 397 reviews

A charming blue cottage is situated beside a sparkling pool with mosaic tiles. Two white lounge chairs rest at the pool's edge, emphasizing a serene outdoor space, surrounded by lush greenery and trees. The cottage features wooden accents and an inviting front porch.

Tiny home in Vieques

Vista Mar y Tierra - TinyHouse on acre w oceanview

Indoor spacesKitchenGrill

4.93 out of 5 average rating, 310 reviews

A scenic view of the harbor showcases calm blue waters, with boats making their way across the surface. Lush green hills rise in the background under a bright blue sky dotted with white clouds. The image captures two figures in cozy attire, enjoying the vista from a balcony.

Flat in Fajardo

Ocean Bliss Oceanfront view apartment

KitchenFamilyGrill

4.98 out of 5 average rating, 134 reviews

Pool +near beaches, amazing home/Back up Water

Indoor spacesFamilyLayout

5 out of 5 average rating, 224 reviews

Guest suite in Luquillo

Casa Encanto Rainforest Retreat

FamilyKitchenSleep quality

4.99 out of 5 average rating, 118 reviews

A spacious driveway leads to a two-story house surrounded by lush tropical landscaping. Palm trees and various plants frame the entrance, while a car is parked beneath the elevated structure. Bright blue skies provide a vibrant backdrop to the scene.

Guest suite in Ceiba

Caribbean Paradise

FamilyIndoor spacesAir conditioning

4.85 out of 5 average rating, 136 reviews

An aerial view showcases the landscaped property with a refreshing pool surrounded by a spacious patio area. Lounge chairs are positioned by the pool, and shaded seating is available under a wooden canopy, offering a tranquil outdoor environment amid lush greenery.

Cabin in Naguabo

Casa El Yunque - Private Pool & River

Indoor spacesFamilyOutdoor spaces

4.96 out of 5 average rating, 199 reviews

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.

Apartment in Fajardo

Beachfront Luxury Apartment w/ Amazing Views

FamilyKitchenAmenities

4.92 out of 5 average rating, 152 reviews

Home in Luquillo

Amazing House @ Rainforest Yunque. 12 min to Beach

FamilyIndoor spacesLaundry

Family-friendly home rentals with a pool

5 out of 5 average rating, 6 reviews

Flat in Machos

Paradise Garden 1/1

Indoor spacesNearbyHospitality

4.98 out of 5 average rating, 138 reviews

A serene infinity pool reflects the vibrant colors of a sunset, with clouds mirrored on the water’s surface. Lush greenery outlines the horizon, adding to the peaceful ambiance, while the expansive sky transitions from warm tones to deeper hues as day turns to night.

Villa in Río Grande

Villa Vista Hermosa, Rio Grande Puerto Rico

Indoor spacesFamilyDecor

4.89 out of 5 average rating, 96 reviews

Starfish Ceiba, Entire home with private pool!

FamilyIndoor spacesComfort

Place to stay in Río Grande

A wooden cabin is set within a lush landscape, featuring open double doors that reveal a cozy seating area. Comfortable benches are positioned on a wooden deck, surrounded by greenery. A pathway made of stepping stones leads towards the entrance, enhancing accessibility.

4.98 out of 5 average rating, 294 reviews

Glamping at Relaxing Atmosphere In Nature

FamilyKitchenGrill

4.87 out of 5 average rating, 386 reviews

An inviting infinity pool extends toward a breathtaking view of lush green mountains and the Atlantic Ocean. The sky is filled with fluffy white clouds, creating a serene atmosphere. The pool's clear blue water reflects the vibrant landscape, offering a perfect retreat for relaxation.

Cabin in Gurabo

The Best View of PR with infinity pool with Heater

Indoor spacesKitchenCheckout

4.91 out of 5 average rating, 116 reviews

Ana's place

FamilyKitchenBack garden

4.99 out of 5 average rating, 185 reviews

Home in Carolina

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

FamilyIndoor spacesBack garden

A panoramic view features a marina dotted with boats below a colorful sky. A soft rainbow arcs over the landscape, merging with clouds that transition from golden to blue tones. The scene is framed by a railing, offering a sense of openness to the surroundings.