Holiday rentals with a pool in Carolina

4.9 out of 5 average rating, 155 reviews

Amazing Home! Pool + Backup Water & Power + WiFi

Modern home with private pool, perfect to spend a few days on vacation. It has 3 bedrooms, each with a queen size bed, tv, and A/C. A dedicated work space, a spacious living room and kitchen. You will have an outdoor dinning area and a gazebo to relax next to the pool. Your family will be close to everything when you stay at this centrally-located place. Less than 10 mins from the airport and 12 -15 from popular areas like Old San Juan, Condado and Isla Verde , Malls, outlets and Markets.

4.88 out of 5 average rating, 184 reviews

Bungalow in Carolina

DomenechBungalow+500GalWaterTank+PoolArea

Your family will be close to everything when you stay at this private and well-equipped home in Vistamar. Relax in the warm bubble pool or enjoy the tropical garden designed for true grounding. It’s located in a non-touristy residential area and was designed to give guests the experience of living like a true local, thinking in the needs of a visitor like you. All sheets and towels are cleaned with extremely hot water and chlorine-free detergent to disinfect them before each guest arrival.

4.94 out of 5 average rating, 218 reviews

Luxurious Beach Condo City View KS Bed, W/D, WiFi

Enjoy a relaxing and fun experience at this centrally-located place. A fully renovated and equipped apartment with an amazing view, swimming pool, famous Beach access, playground, exercise equipment, high speed WiFi for work and enjoyment, basketball and tennis courts. This location is at a walking distance from various restaurants, casinos and pharmacies. Plus it’s near to many mayor attractions, malls and the only USA Rain Forest “el Yunque”. Includes free parking and 24 hour security.

4.9 out of 5 average rating, 102 reviews

Isla Verde • Modern Oceanfront • Prime Location

Stay in an oceanfront building in Isla Verde, just an elevator ride from the beach. From your 17th floor apartment, enjoy panoramic lagoon and city views from your private balcony, perfect for morning coffee or sunset drinks. Floor to ceiling windows fill the space with natural light. Walk to restaurants, bars, and nightlife, or relax with the beach gear provided. With fast WiFi, free parking, and backup power, this stylish retreat is ideal for couples, families, and business travelers.

An aerial view showcases a modern hacienda set on a spacious lawn surrounded by lush greenery and mountains. The property features a turquoise pool and a shaded outdoor seating area, all under a clear blue sky adorned with scattered clouds.

5.0 out of 5 average rating, 100 reviews

Hacienda w/Pool | 18 min Airport | Ocean+Mntn View

✈️ 18 minutes from the airport & 🏖️ 20 minutes from top beaches 🏡 1-acre retreat with ocean & El Yunque mountain views 🏊 35’ x 15’ pool + gazebo, BBQ & hammock 🎮 Game room with Pacman arcade, foosball & more 🛏 5 bedrooms, 7 beds, 4 bathrooms, 2 kitchens – sleeps up to 14 🍽 Fully equipped kitchen + multiple lounging areas ⚡ Fast WiFi, A/C throughout, gated parking & washer/dryer 🪑 Beach chairs, towels & cooler for your outings 📍 Minutes from restaurants, shops & top attractions

A modern living area is showcased with a vibrant blue sofa and a minimalist white table set. Large windows provide natural light and views of greenery. A stylish planter with decorative branches adds a touch of elegance to the space.

4.85 out of 5 average rating, 232 reviews

Museum Executive Escape 5m away the airport

Welcome to Puerto Rico, our apartment is a comfortable space located in an area close to everything you need for your stay. By car you will be 7 minutes from the airport, 10 minutes from the beach, 10 minutes from the The Mall of San Juan and 12 minutes from Old San Juan, it is close to supermarkets, pharmacies and gas stations. It is completely remodeled in a modern style, it has 1 parking space, we are at your entire availability so you can have an incredible, safe and quiet time.

A private outdoor area is illuminated by string lights, creating a warm ambiance at night. The pool, featuring shimmering blue lights, is bordered by sleek lounge chairs. A modern barbecue grill is visible in the distance, surrounded by lush greenery and a clean, well-maintained pathway.

4.95 out of 5 average rating, 138 reviews

Casa Kenia

Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.

4.92 out of 5 average rating, 125 reviews

Loft in Carolina PR

The Nightingale's Terrace

Intimate, warm and cozy space to escape as a couple. You will have a beautiful and quiet terrace, room, patio and beautiful pool exclusively for you in a privileged, cozy and quiet location. Room with bathroom, wifi, A/C, TV and queen size bed. If you decide to go out, you will have many daytime and nighttime options just minutes from the stay. The airport, Carolina's best beaches, San Juan's mall, etc. are just a 10-minute drive away. Your getaway will be unforgettable.

4.9 out of 5 average rating, 136 reviews

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

Excellent apartment in a spectacular area of Isla Verde Beach, located on the beach with direct access to it. The apartment has one bedroom suite with King Size bed, second bedroom with two Queen Size beds. There are two full bathroom. Toilette of reception. Fully equipped kitchen with dishwasher, Nespresso, toaster, oven, microwave, etc. It has a breakfast bar. Super comfortable and spacious modern living room. Incredible view of the SEA, balcony with table and chairs.

A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.

4.99 out of 5 average rating, 136 reviews

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

A modern living room features turquoise accent walls, a comfortable sofa adorned with decorative pillows, and a neutral area rug. A coffee table sits in the center, surrounded by a few decorative elements. A Smart TV is mounted on the wall, and ambient lighting enhances the space.

4.92 out of 5 average rating, 423 reviews

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Enjoy your Caribbean dream vacation in this luxury hotel-style apartment in the heart of Isla Verde. Amazing views from your own balcony of the ocean and city. You will be in the heart of the tourist area with direct access to the beach and surrounded by everything you need to complete your vacation. There are close hotels and within walking distance, there are plenty of restaurants, car rentals, and souvenir shops.

An aerial view captures a private pool surrounded by a tiled patio. The pool, featuring steps for easy access, is bordered by fencing for safety. Two reclining chairs are positioned nearby, with lush greenery visible beyond the pool area.

4.96 out of 5 average rating, 119 reviews

Traveler’s cozy house | Private Pool Near Airport

Welcome to La Casa del Viajero! Cozy house with unique design, 2 bedrooms with direct access to the pool and outdoor area to relax. Located in a quiet neighborhood, less than 10 minutes from San Juan Airport (by car). Close to beaches, restaurants and tourist areas such as Old San Juan, Isla Verde, Condado and Piñones. Easy access to the PR-66 to Luquillo, Río Grande and the East Coast.

Popular amenities for Carolina rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern interior space features an open layout with a sleek kitchen against one wall. A spacious living area is highlighted by a large television displaying an image of an airplane on a runway. Contemporary lighting offers bright illumination throughout.

4.94 out of 5 average rating, 114 reviews

Casa Helice 3 min from airport -Placas Solares-

A rectangular pool is surrounded by green grass and white walls, creating an inviting atmosphere. A large umbrella provides shade over the seating area, and colorful floats can be seen in the water. A small barbecue grill and outdoor decor enhance the space.

4.95 out of 5 average rating, 105 reviews

Beautiful Pool house, 4 Bedroom,game room,A/C,WF

4.86 out of 5 average rating, 308 reviews

Casa Minnelli,5 minutes from the airport and beach

4.91 out of 5 average rating, 151 reviews

Pleasure At Ease| Pool | Near Airport SJU |

4.84 out of 5 average rating, 146 reviews

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.

Home in San Juan

Urban Paradise

4.94 out of 5 average rating, 105 reviews

Encanto Tropical House

A spacious living area features a modern sectional sofa adorned with decorative pillows. A large piece of abstract art hangs on the wall, complemented by a mirror and indoor plants. A minimalist coffee table and accent tables complete the inviting atmosphere.

5.0 out of 5 average rating, 106 reviews

*Generator* Stylish 4BR Home w/Pool near Airport

4.99 out of 5 average rating, 112 reviews

Tropical Pool * 5 Min Beach & Airport/Backup Water

Condo rentals with a pool

A private balcony is depicted, featuring a small table and two chairs. A partial view of the sea and city skyline is visible in the background. The modern building and pool area can also be spotted from this vantage point.

4.95 out of 5 average rating, 194 reviews

Isla Verde Beachfront Studio near restaurants,bars

A studio apartment features a queen bed adorned with a striped pink and white blanket. The living area includes a small dining table set with a woven placemat and a potted plant. A floor lamp stands beside the bed, and mirrored walls add depth to the space.

4.79 out of 5 average rating, 240 reviews

Studio Apart. Isla Verde (Now we have WATER)

A modern bedroom is featured, with a spacious bed framed in wood, topped with crisp linens and decorative pillows. A large mirror reflects the room's light, and a desk with a chair is positioned nearby. Soft tones and minimalistic design create a calming ambiance.

4.96 out of 5 average rating, 101 reviews

Ocean Waves PR-Luxe Studio Suite near Beach-Pkg

A clear blue swimming pool is surrounded by lush palm trees and lounge chairs. The area is well-lit, showcasing a relaxed environment. A poolside staircase leads into the water, and white umbrellas provide shade over seating areas.

4.84 out of 5 average rating, 116 reviews

Modern Studio • Close to the Beach, Pool and Airport

The living area features a neutral color palette with a gray sofa facing a large wall-mounted television. A round coffee table sits in the center, complemented by blue dining chairs and a view of the kitchen area. Bright lighting enhances the open, spacious feel.

4.86 out of 5 average rating, 104 reviews

Beachside-Renovated w/ battery backup for outages.

4.89 out of 5 average rating, 250 reviews

Isla Verde Beach Retreat

A modern bedroom features a spacious bed adorned with decorative pillows in green, pink, and blue. Two side tables with mirrors flank the bed. Natural light filters through a green curtain on the balcony doors, brightening the light-colored walls and shiny tile floor.

4.85 out of 5 average rating, 325 reviews

Isla Verde-Alambique Beach Modern Condominium

4.79 out of 5 average rating, 130 reviews

Coral Beach “Suite 1509”

Other holiday rentals with a pool

A balcony with a table and two chairs offers a scenic view of the beach and ocean. A bottle of wine rests on the table, complementing the bright blue sky and palm trees in the distance, creating an inviting space for relaxation.

4.88 out of 5 average rating, 262 reviews

Island Living: Beachfront Ocean View w/Parking

A serene outdoor seating area is seen through an open patio. A large hammock is suspended nearby, while palm trees sway gently in the breeze. In the background, the sparkling ocean is visible beyond a grassy area, creating a tranquil beachfront atmosphere.

4.9 out of 5 average rating, 164 reviews

Beach Front, Ocean View & Direct Access to D Beach

An expansive view captures the turquoise ocean and a sandy beach dotted with palm trees. Beach chairs and shades create an inviting area for relaxation. The bright blue sky is accented with scattered clouds, enhancing the serene coastal atmosphere.

4.91 out of 5 average rating, 105 reviews

Modern oceanfront 2bed 2bath in Isla Verde sleeps6

4.96 out of 5 average rating, 104 reviews

A modern A-frame cabin is situated in a natural setting, featuring large glass panels that offer views of the surrounding greenery. A wooden deck extends in front, adorned with planters and a sculpture, inviting guests to enjoy the serene outdoor space.

Chalet in Río Grande

Romantic Chalet with Pool by the River

4.74 out of 5 average rating, 194 reviews

Beach front view. Marbella Este ☀️

4.92 out of 5 average rating, 220 reviews

An outdoor area features a private pool adjacent to a covered terrace. A billiard table and comfortable seating are visible, with ceiling fans providing airflow. The space is surrounded by greenery and offers easy access to the kitchen through large glass doors.

Home in San Juan

Casa Caliad • Pool House • San Juan

5.0 out of 5 average rating, 26 reviews

NEW Serendipity 2 I Heated Pool I Near Airport