Holiday rentals with a pool in Viejo San Juan

Casa Reyes

Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

Family · Location · Indoor spaces

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

3 bedroom/3 bath duplex in trendy Ocean Park/Condado area just steps from the beach! Less than 10 minutes from the airport and Old San Juan, plus: *Own pool *Free parking *Private home gym *Beach gear *Weber gas grill *Full kitchen *Master suite with king bed and office space *Junior suite with queen bed *Third room with double bed *Queen size sofa-bed in living room *AC in every room *Washer/dryer in unit *Gated community Family-friendly, close to nightlife, and the best beach in San Juan!

Location · Value · Amenities

Water Cistern • Mid-Century Modern House

No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people.

Location · Value · Accuracy

Beautiful Beach Front couples Retreat

"Marbella Del Caribe" Couples Retreat. A beachfront condo in Isla verde.Apt is direct ocean view on the 11th floor. One of the best beaches in PR. King bed with view of ocean. Adult pool and children pool available. close to restaurants, hotels, and night life. Casino is walking distance. Across the street from Walgreens for some shopping .walking distance to supermarket. many restaurants near condo also, car rental across the st from condo. 24 hours security and parking space provided.

Location · Family · Decor

Ocean Park Beachfront & Pool | Steps to the Sand

This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

Value · Location · Wi-Fi

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

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

Family · Location · Access

Dream Retreat 2br 2bth + Ocean View + Beach Access

In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).

Location · Family · Getting around

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.

Location · Family · Check-in

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.

Value · Location · Beach

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.

Value · Location · Hospitality

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Family · Value · TV

Beach Walk / Pool / Backup Power & Water

Walk to Isla Verde Beach, spend the day by the ocean, and come back to a heated pool. Villa Valeria combines a prime location with backup power and water, so your Puerto Rico vacation stays comfortable from arrival to departure. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU

Value · Family · Hospitality