Pet-friendly holiday rentals in Caimito

4.96 out of 5 average rating, 195 reviews

A two-story home sits gracefully on a gently sloping landscape, surrounded by lush greenery. The exterior features large windows that invite natural light, with vibrant flowering plants cascading along the walls. A spacious driveway leads up to the front of the house.

Home in Bayamón

Casalta: A Unique Villa Experience in Puerto Rico

Welcome to our dream home, a labor of love meticulously designed and built by us. Nestled on 2.3 acres of Bayamon mountain terrain, our property offers breathtaking panoramic views that will leave you in awe. We're delighted to be a pet-friendly destination. Conveniently situated just 25 minutes from San Juan Airport, San Juan's beautiful beaches and the historic of Old San Juan. Our home is the perfect setting for creating cherished memories, for any special occasions you have in mind.

PetsOutdoor spacesView

Superhost

A heated swimming pool is showcased in the foreground, reflecting clear blue skies. Surrounding greenery enhances the scene, with a white structure visible nearby featuring multiple windows. A gazebo is situated to the right, complementing the outdoor space.

4.84 out of 5 average rating, 146 reviews

Urban Paradise

Water tank and generator. Early check-in (3pm) available subject to bookings. A unique property of 3/4 acre where you can enjoy nature in the city. Just 5 minutes from the airport, beaches, restaurants and night life. Short commute to Old San Juan and even El Yunque Rainforest. Main house consists of 5 bedrooms and 4 bathrooms, capacity for 16 guests. Guest house has 2 bedrooms, kitchenette and a bath. Heated pool, cinema, gazebo, pool table and basketball. Great for family/friends!

WalkabilityOutdoor spacesLayout

The front entrance of a vibrant blue house is framed by lush greenery and flowering plants. Two elegant oval windows enhance the entrance, which is flanked by white columns. A welcoming front path leads to the door, with a subtle mail post visible on the lawn.

4.84 out of 5 average rating, 141 reviews

Eco Forest House in the City

Relax at a peaceful place. It is located in a gated neighborhood with 24/7 surveillance. A private terrace and patio. On the back of the house, you have a forest area where you can read, play chess, meditate, or do yoga for quality time with family or friends. Enjoy some bird watching while relaxing in the hammock, and at night, you can hear the singing of the coquies, our little native frogs. The house is surrounded by local fruit trees. Great WI FI & GoggleTV. All rooms with AC.

Outdoor spacesPetsCheck-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 Rio Grande

Hacienda Azucena, Río Grande, Yunque Rainforest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Outdoor spacesWalkabilityKitchen

4.95 out of 5 average rating, 398 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.

WalkabilityFamilyCleanliness

4.99 out of 5 average rating, 244 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 (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Outdoor spacesBathroomTV

Casa particular in Santurce

Blue lagoon

Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a pool, BBQ and an emergency electric generator, a dock for fishing, and views of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests for an extra cost. To add this service, contact the host. For reservations of three or more nights, you get 1 hour of free jet ski.

Outdoor spacesPetsCondition

4.93 out of 5 average rating, 113 reviews

4.91 out of 5 average rating, 198 reviews

Executive Studio • Private Garage • 15 Min Beach

Premium, stress-free stay in San Juan-private, secure, and designed for easy arrival. •100% BACKUP POWER: Full solar energy system with battery. Zero risk of power/internet outages. Fast Wi-Fi & workspace. •PRIVATE GARAGE: Secure indoor parking with remote control (biper). Direct studio access. •STRATEGIC LOGISTICS: 10 mins to airport/beaches. 15 mins to Old San Juan. 5 mins to Train Station.Queen bed, full kitchen, washer/dryer & 4K TV. Book your premium stay today!

PetsWalkabilityGetting around

5.0 out of 5 average rating, 174 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

Luxury waterfront villa with dock and heated pool

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Outdoor spacesWalkabilityCheckout

4.98 out of 5 average rating, 151 reviews

A dining area is presented with a large wooden table surrounded by six chairs. Natural light fills the space through large windows, which are dressed with sheer curtains. Green plants add a touch of vibrancy, and a pendant light hangs overhead, softly illuminating the setting.

Home in Carolina

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Guests keep telling me the photos don't do it justice. A 4BR/2BA that actually breathes — room to spread out, plus common space where everyone lands at night. Big beds, AC throughout, 5 minutes from the airport, short walk to the beach. Calm, safe neighborhood, Old San Juan 10 minutes away. Whole-house generator and an 1,100-gallon water tank , so when the island's power goes, yours stays on. Message me and I'll send my restaurant list before you land.

Outdoor spacesWalkabilityComfort

A bright living area is equipped with a blue sectional sofa adorned with decorative pillows. A round coffee table sits on a soft area rug, while a wall-mounted television adds to the entertainment options. Natural light filters through sheer curtains on multiple windows.

4.91 out of 5 average rating, 277 reviews

Samoa's Boho (6 minutes from airport)+ Car Rentals

Bring the whole family to this great place with lots of room for fun. Samoa's Boho is a spacious, cosey home where you could enjoy all the amenities and more. Its also equipped with solar system and a 500 gallons water tank.Samoa's Boho is very centric, 10 minutes from the airport , 5 minutes from one of the most exclusive malls of Puertorico (The Mall of SanJuan) ,12 minutes from the beaches, 20 minutes from Old SanJuan, and 30 from El Yunque.

WalkabilityOutdoor spacesBarbecue

A compact kitchen area is designed with a stainless steel refrigerator and a modern sink. A wooden countertop serves as a preparation space, accompanied by two stools. A cozy seating area with a light-colored futon, decorative pillows, and a small round table is positioned beside a window, enhancing the airy feel.

4.99 out of 5 average rating, 173 reviews

Cozy Art Oasis in San Juan!

Come and enjoy a relaxing stay in an urban, artistic, and botanical environment! Distinguished by its serenity, coziness, and central location near everything! Perfectly located in the heart of San Juan, less than 15 minutes to the Airport, Old San Juan, Placita, District T- Mobile and the nearest public beach Escambrón. Also next door to the community’s plaza “Placita Roosevelt” where you can find a variety of restaurants at walking distance.

Outdoor spacesWalkabilityView

Popular amenities for Caimito pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 163 reviews

A modern one-story house features a warm beige exterior with a bright orange accent wall. The entryway is marked by a sleek front door and a set of steps leading up to it. Lush green grass surrounds the front yard, enhancing the inviting facade.

Home in Bayamón

Beautiful Accessible Home

WalkabilityOutdoor spacesSleep quality

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.

4.99 out of 5 average rating, 101 reviews

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

WalkabilityOutdoor spacesBeach

4.87 out of 5 average rating, 162 reviews

Home in Bayamón

S21-B Private Home | Self Check-in | Bayamón

ConditionLayoutAir conditioning

4.89 out of 5 average rating, 236 reviews

A cozy living area is depicted, featuring a light-colored sofa with decorative cushions. A patterned area rug lies on traditional tile flooring, while two lamps provide soft illumination. A wall-mounted TV is visible alongside a small side table, contributing to the inviting ambiance.

Home in Santurce

Botanica House by the Lagoon

WalkabilityOutdoor spacesView

5.0 out of 5 average rating, 170 reviews

Home in Buena Vista

Ocean & mountain views. Private hot tub retreat

Outdoor spacesPetsDecor

4.87 out of 5 average rating, 247 reviews

A covered patio area is showcased with comfortable seating, including a sectional sofa and individual chairs. Potted plants add greenery, while a clear view of the pool is visible in the background. The flooring features light tiles, enhancing the open and airy setting.

Home in Dorado del Mar

Cozy House in Dorado near Beach and Embassy Suites

WalkabilityOutdoor spacesAir conditioning

The living area features a sleek black sofa adorned with decorative pillows, positioned near a floor lamp. Two bedrooms can be seen through open doors, each containing beds made with light-colored linens. Bright, natural light enters through windows with privacy shutters.

4.97 out of 5 average rating, 109 reviews

Water Cistern - 2 rooms close to airport SJU

WalkabilityPetsView

Superhost

An outdoor area features a hot tub, filled with bubbles, under a wooden structure with a corrugated roof. Two dark chairs are positioned on a wooden deck surrounded by greenery, providing a serene retreat. Soft lighting adds a gentle glow to the space.

4.84 out of 5 average rating, 105 reviews

Bonaire

Outdoor spacesPetsCheck-in

Pet-friendly home rentals with a pool

4.99 out of 5 average rating, 150 reviews

Townhouse in Santurce

Ocean Park Beachfront & Pool | Steps to the Sand

PetsWalkabilitySleep quality

4.9 out of 5 average rating, 269 reviews

A studio apartment rests atop a misty hillside, surrounded by lush greenery. The outdoor area features a heated pool, with scenic mountain views and fog rolling over the landscape, creating a serene atmosphere.

Tiny home in Matón Abajo

Instantes II Heated Private Pool, Scenic Views

Outdoor spacesPetsGetting around

4.88 out of 5 average rating, 184 reviews

Bungalow in Carolina

DomenechBungalow+500GalWaterTank+PoolArea

WalkabilityOutdoor spacesSleep quality

4.89 out of 5 average rating, 163 reviews

The open living-dining area features a spacious sofa and a dining table surrounded by four chairs. Large glass doors provide access to the balcony, where high-top chairs and a small table overlook the ocean. Modern pendant lights hang above the dining table.

Condo in Santurce

Palms & Ocean View 1br 1bth + Pool + Beach Access

WalkabilityOutdoor spacesTV

4.95 out of 5 average rating, 165 reviews

An open living and dining area features a circular glass table surrounded by four white chairs. A sectional sofa with light upholstery is positioned near a flat-screen TV, while a kitchenette is visible in the background. Large windows allow natural light and views of the outdoors.

Apartment in Loíza

2 Bedroom 2 Bathroom Penthouse

Outdoor spacesPetsDecor

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.

Casita Hygge

PetsOutdoor spacesBeach

4.9 out of 5 average rating, 326 reviews

4.92 out of 5 average rating, 119 reviews

Villa in Cedro

The Wonderful Country House

PetsOutdoor spacesComfort

4.99 out of 5 average rating, 112 reviews

Home in Carolina

Tropical Pool * 5 Min Beach & Airport/Backup Water

WalkabilityOutdoor spacesAir conditioning

Private, pet-friendly home rentals

4.94 out of 5 average rating, 371 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

Outdoor spacesCleanlinessCondition

4.99 out of 5 average rating, 139 reviews

A neatly arranged bedroom features a spacious bed with dark patterned bedding. A light source from a large window illuminates the room, complemented by a soft pendant light above. Decorative plants and personal items are displayed on the wall shelf and nightstand, adding to the room's comfort.

Apartment in Bayamón

Like at home Aparment's.

PetsValueComfort

4.86 out of 5 average rating, 484 reviews

Old San Juan, El rincón. Location!! Location!!

PetsWalkabilityBiking

Superhost

Place to stay in San Juan

Lux Stays | Private Pool • 6BR San Juan Oasis

Outdoor spacesAir conditioningWi-Fi

4.86 out of 5 average rating, 49 reviews

4.9 out of 5 average rating, 80 reviews

A private pool area features a refreshing pool flanked by a shaded seating area equipped with lounge chairs and an umbrella. Colorful pool floats rest on the water. Lush greenery surrounds the space, creating a serene atmosphere.

Holiday home in Bayamón

Samara Hills Private Pool House

Outdoor spacesBackyardComfort

5.0 out of 5 average rating, 18 reviews

Home in Sonadora

Casa Altura Campestre… Elevate Your Stay!

Outdoor spacesIndoor spacesCheckout

A cozy sleeping area features a warm-colored bedspread and accent pillows on a spacious bed. Unique patterned tile flooring adds character, while framed artwork adorns the walls. A ceiling fan and illuminated bedside lamp enhance the room's functionality and comfort.

4.83 out of 5 average rating, 53 reviews

Cozy Vintage Studio – 7min 2 Airport[Walk 2 Train]

WalkabilityComfortParking