Family-friendly holiday rentals in Caimito

4.97 out of 5 average rating, 493 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

🌿 Hidden Paradise Cabin is a secluded mountain retreat in Charco Prieto, Bayamón, just 40 minutes from San Juan. Surrounded by pristine tropical forest, rivers, and natural pools, it offers a refined escape into nature. Close to the breathtaking Charco Prieto Waterfall, this is where comfort meets untouched wilderness. A private sanctuary to relax, reset, and recharge. ✨ Perfect for couples, nature lovers, and weekend escapes seeking total privacy and relaxation in Puerto Rico, Caribbean. 🌿✨

Indoor spacesFamilyDecor

4.97 out of 5 average rating, 104 reviews

A spacious living area features large glass doors that provide views of the surrounding greenery. A comfortable gray sofa is positioned near a circular mirror, with a decorative pouf and a small plant nearby. Natural light brightens the open space.

Home in Toa Alta

Hacienda Lucero: Your Tropical Lakefront Escape

Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

FamilyIndoor spacesWalkability

A spacious studio apartment is visible, featuring a queen-size bed with a dark gray coverlet. Natural light streams in through several windows. A wall-mounted 4K TV is positioned adjacent to a minimalist desk and chair. A full-length mirror and a nightstand are also present.

4.91 out of 5 average rating, 193 reviews

Cozy Eco Studio + Garage Near Beach & Airport

Bright and comfortable apartment with plenty of natural light, just 15 minutes from the airport and Isla Verde Beach. • Designated workspace with fast internet • Free onsite washer and dryer . Solar panels with battery power • Free secured garage • Fully equipped and stocked kitchen • Queen-size bed • 4K TV 🎶 18 min to Coliseo de Puerto Rico or take the train! Cupey Station (5 min away) goes straight to Hato Rey (Choli). Perfect for business or travel. Book your stay now!

FamilyIndoor spacesValue

Shipping container in Gurabo

An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.

4.99 out of 5 average rating, 272 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Indoor spacesKitchenComfort

4.95 out of 5 average rating, 391 reviews

Cozy Parking Water Backup 15 Min Airport & Beaches

Welcome to your cozy and private apartment, perfectly located in a quiet and safe residential area of San Juan. This comfortable space is fully equipped and ideal for travelers looking for convenience, privacy and a peaceful place to relax . Just 15 minutes from the airport and close to shopping centers, restaurants, fast foods, supermarkets, hospitals. Whether you’re visiting for business or pleasure, this apartment offers everything you need for a pleasant and stress-free stay.

FamilyIndoor spacesLaundry

4.99 out of 5 average rating, 185 reviews

Home in Carolina

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

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

FamilyIndoor spacesBack garden

4.99 out of 5 average rating, 615 reviews

An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.

Dome in Cayey

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

FamilyKitchenAccess

4.92 out of 5 average rating, 109 reviews

A mini pool is surrounded by lush vegetation, including colorful flowering plants in decorative pots. A beach ball floats in the water, while a small section of stone steps leads towards the pool. The exterior features light blue wood siding and a white railing.

Home in Trujillo Alto

Cozy tropical garden Oasis + pool just 4 you

Acogedora casa en madera con mini piscina,deck,jardín y estacionamiento privado . ¿Quieres conectar con la naturaleza? Vive la experiencia de dormir con el cantar del coqui y despertar con el canto de los gallos entre la vegetación del trópico. Estamos ubicados en Trujillo Alto, en un barrio céntrico, a 2 minutos en carro se encuentra el supermercado, Panadería y puesto de gasolina. A minutos del Aeropuerto, la capital, playas y centros comerciales.

Indoor spacesFamilyCondition

4.99 out of 5 average rating, 186 reviews

A charming A-frame chalet features large glass windows that invite natural light, surrounded by greenery. A spacious wooden deck with seating areas is visible, and vibrant plants are arranged around a well-maintained lawn, creating a serene outdoor setting.

Cabin in Naranjito

Romantic Chalet Arcadia

Relax in this completely private, 1 bedroom, 1.5 baths. Great for a romantic getaway. This beautiful home is quiet and elegant cabin-style Chalet complete with a beautiful view of the mountains of Naranjito, PR. Perfect for couples. We are located 45 mins from the San Juan airport. Book your stay today and start counting the days to a spectacular vacation that you will always remember.

KitchenIndoor spacesBeach

4.83 out of 5 average rating, 209 reviews

A well-lit bedroom features a spacious bed covered with a crisp white bedspread. A decorative pillow rests at the center. A small bedside table and a folding chair are positioned nearby. Bright natural light filters through the window with blinds, enhancing the minimalist decor.

Home in San Juan

Amazing White House Two w/parking

Modern and cozy 2BR/1BA apartment in a corner house next to a main road. Fully equipped for a worry-free stay. Includes parking and electric generator. Just 7 minutes from San Juan’s main highway and 15 minutes from the airport. Close to restaurants, shopping centers, a kids’ park, and a walking trail. Located in a quiet residential area with excellent access to everything.

Indoor spacesKitchenHeating

Tiny home in Alturas de Caguas (Beatriz)

A serene pool area features a 13 by 8 feet pool accompanied by a waterfall. The outdoor space is bordered by a glass railing, providing an unobstructed view of the surrounding greenery and mountains, with a lounge chair positioned nearby for relaxation.

4.98 out of 5 average rating, 207 reviews

Private escape designed for two

Escape to a cozy tiny home with breathtaking views. Perfect for couples, this private retreat has everything you need to disconnect, recharge, and enjoy quality time together. Relax by the pool, sip a glass of wine at sunset, and let the peaceful surroundings melt your stress away. Located inside a gated property, you’ll enjoy added privacy and comfort throughout your stay.

KitchenIndoor spacesWifi

4.89 out of 5 average rating, 320 reviews

An outdoor space features a private pool surrounded by a wooden deck. A geodesic dome is visible, equipped with a shaded seating area and a lounge chair nearby. Lush green vegetation frames the area, creating a serene and tranquil environment.

Dome in Caguas

Domo Secreto 2 con vista al lago

Conecta con la naturaleza en esta escapada inolvidable. Secret Glamping nace de dos personas 100% puertorriqueños, emprendedores y amantes de lo innovador. Nuestro deseo es lograr que los huéspedes puedan conectar con la naturaleza, la paz y tranquilidad, así como deleitar de las hermosas vistas y paisajes de nuestros alrededores.

Indoor spacesKitchenHospitality

Popular amenities for Caimito family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.81 out of 5 average rating, 108 reviews

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

Villa Samir en Hacienda Camila

Indoor spacesKitchenSleep quality

4.94 out of 5 average rating, 366 reviews

A geodesic dome structure is surrounded by lush greenery, elevated on a wooden deck. An adjoining open terrace features outdoor seating and a solar panel. The serene environment blends nature with a modern design, offering a peaceful space for relaxation.

Dome in Caguas

Romantic Dome Retreat | Jacuzzi, Nature & Intimacy

KitchenIndoor spacesAir conditioning

4.97 out of 5 average rating, 295 reviews

An outdoor area features a private heated pool surrounded by wooden decking. Colorful flowers and greenery enhance the landscape. The cozy home, with a brown exterior, includes a shaded porch with comfortable seating and a hammock, providing a welcoming atmosphere for relaxation.

Chalet in Naranjito

Chalet Vista Hermosa

Indoor spacesFamilyAmenities

4.92 out of 5 average rating, 314 reviews

Home in Humacao

Beautiful House, 24/7 Security, Gated Community

FamilyKitchenValue

4.82 out of 5 average rating, 396 reviews

An inviting living space features dark walls, a comfortable sectional sofa, and a round rug. A projector screen is mounted on the wall, highlighting options for entertainment. Bright textures and finishes create an engaging atmosphere, ideal for relaxation and social gatherings.

Holiday home in Toa Alta

Welcome Breakfast, Spa, View, Balcony, Cinema.

Indoor spacesKitchenCondition

Serviced apartment in Carolina

An outdoor space is presented with a structured wooden pergola and a circular hot tub at its center. The surrounding gravel floor is complemented by potted plants. A vibrant mural featuring the Puerto Rican flag decorates the wooden fence, creating a lively backdrop.

4.94 out of 5 average rating, 189 reviews

5 minutes from airport outdoor bathtub, sleep 3

Indoor spacesFamilyTV

An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.

4.95 out of 5 average rating, 111 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

KitchenIndoor spacesDecor

4.89 out of 5 average rating, 237 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!!!

FamilyKitchenPool

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 195 reviews

An A-frame cabin is nestled amongst lush greenery, featuring a spacious deck with two white chairs and a circular table. Soft lights illuminate the cabin's exterior, creating a cozy ambiance. Mist envelops the surrounding landscape, enhancing the serene atmosphere.

Cabin in Matón Abajo

Instantes 3 Cozy Cabin Getaway

Indoor spacesKitchenHot tub

4.9 out of 5 average rating, 116 reviews

Flat in Santurce

Retro 1BR w/ Disco Ball | MOOD HAUS by DW

Indoor spacesKitchenAir conditioning

A private studio apartment is presented with a spacious bed positioned against a neutral wall. An air conditioning unit is mounted above, and a ceiling fan is installed. Decorative plant elements add a touch of greenery. Light filters in through sheer curtains, enhancing the relaxed ambiance.

4.9 out of 5 average rating, 485 reviews

Maravilloso apto. privado, 1 hab.

Indoor spacesFamilyAir conditioning

4.99 out of 5 average rating, 98 reviews

A serene outdoor space presents a heated pool surrounded by lush greenery. Comfortable seating is located under an umbrella on a wooden deck, while a large planter with tropical plants adds a natural touch. The setting is enhanced by vibrant pink flowers climbing the walls.

Home in San Juan

Old San Juan Gem | Backup Power/Water, Pool + Pkg

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 238 reviews

A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.

Chalet in Caguas

Chalet De Los Vientos

Indoor spacesKitchenAccess

4.95 out of 5 average rating, 291 reviews

Ocean View Loft Penthouse in Old San Juan

Indoor spacesFamilyHospitality

Shipping container in Aguas Buenas

A contemporary outdoor area features a wooden deck beside a heated pool. Two blue folding chairs are positioned near a white swinging chair. The backdrop showcases green foliage, and soft lighting bulbs are suspended overhead, adding to the relaxing atmosphere.

4.9 out of 5 average rating, 323 reviews

Casita Hygge

FamilyKitchenCheckout

Shipping container in Cayey

A private pool is surrounded by a wooden deck, with two lounge chairs positioned nearby. An outdoor seating area is visible under a shaded pavilion, offering a relaxing space. The pool features clear water and is framed by light-colored stone tiles.

4.96 out of 5 average rating, 187 reviews

Home relaxing nature in Cayey

Indoor spacesKitchenQuiet

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 302 reviews

Tent in Guaynabo

"Stellita Glamping"

KitchenIndoor spacesCleanliness

4.89 out of 5 average rating, 123 reviews

A swimming pool is illuminated with soft blue lights, surrounded by vibrant mural artwork featuring tropical plants and flowers. The pool area is partially enclosed, offering a sense of privacy, while a gentle water feature is visible, adding to the serene atmosphere.

Home in Carolina

Villa Tropical Piscina privada Wifi y Neflix

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 232 reviews

A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.

Home in Carolina

Villa Estrella PR (near Airport & Beach)

Indoor spacesFamilyWalkability

4.95 out of 5 average rating, 110 reviews

Home in Guaraguao Abajo

Casita Negra

Indoor spacesKitchenBathroom

4.98 out of 5 average rating, 112 reviews

Villa in Santurce

Beach Walk / Pool / Backup Power & Water

KitchenFamilyCheckout

4.92 out of 5 average rating, 226 reviews

The image displays a private pool area featuring a circular jacuzzi and a larger swimming pool, surrounded by lush tropical vegetation. The exterior of the two-story house is visible, with multiple glass doors providing access to the outdoor space, enhancing natural light.

Home in Trujillo Alto

Luxury Villa: PrivatePool, Generator&Water Cistern

KitchenFamilyAir conditioning

A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.

4.89 out of 5 average rating, 148 reviews

ATELIER 277 San Juan, Puerto Rico

KitchenIndoor spacesAccess