
Holiday rentals with a pool in Viejo San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Viejo San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Gated Parking Heated Pool Generator Beach Walk
Everything you need for an effortless Puerto Rico stay. Minutes to Isla Verde Beach, with pool access and all your beach essentials ready. 🌊 Walk to Isla Verde Beach: close to top spots 🏊♀️ Heated pool access; sparkling clean, perfect to unwind 🧼 Impeccably clean: spotless and exactly as pictured 🔐 Easy, stress-free arrival 🏖️ Beach essentials included: chairs, umbrella, towels + cooler ⚡ Reliable essentials: Power generator backup + water cistern 💬 Super responsive host: fast, attentive

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!

Beautiful Retreat w. Pool and Perfect Location
What could be better than walking out your door and being only steps from the water right on Ashford Ave, this prime location has it all! Nestled between the beach and the lagoon, this sun-filled, studio apartment has everything you need with inviting spaces, soft earthy décor, a fully equipped kitchen and a luxe king bed. Old San Juan, restaurants and shops are all just mins away or live your best beach lifestyle with kayaking, paddleboarding and so much more all right on your doorstep!

Jungle Bungalow | 1BR Suite | Private Plunge Pool
Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

Ocean Park Beachfront Paradise | 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.

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.

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.

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

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.

Design Suite「 POOL」Walk to Beach | DUNA by DW
If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.

Romantic Oceanfront Private Patio Full Generator
This oceanfront loft is in the cosmopolitan neighborhood of Condado (San Juan) and is walking distance to a great variety of restaurants, bars, entertainment venues, water sports, movie theaters, and zip lines. It has the most amazing terrace, partially uncovered, so you can sunbath in style while contemplating the turquoise sea. It offers stunning water views from the inside as well as from its patio.

Luxury waterfront villa with dock and heated pool
Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool

Tropical Villa Private pool Wi-Fi and Netflix

Casa Minnelli,5 minutes from the airport and beach

La Pompa Beach House Beautiful Residence with Pool

Hidden Coast

Unique Luxury Villa: Private Pool & Generator

Private Pool•Near Airport•Solar System•Gated Area

Luxury Beach House with Private Pool in Condado
Apartment rentals with a pool

The best, Amazing Designer Beach Front Loft Apt

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ashford Imperial. Best Location.

Luxury Junior Suite

Isla Verde Beachfront Studio near restaurants,bars

Beautiful apartment in Condado with beach access!

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

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Other holiday rentals with a pool

Guaynabo, Private pool, billiard room.

Boho Tropical Oasis | 3 BR+Pool

Beachfront Ocean Park | Sleeps 8 | Pool + 1Parking

Tropical Escape: 4BR House w/ Pool Near the beach!

"San Juan Escape at Solemare"

Japandi Loft-Private Pool & Outdoor Shower | Osaka

Historic Old San Juan Home | Heated Pool + Parking

Casa Amarilla |Pool | Amenities | Walk to Beach
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £251 | £310 | £311 | £321 | £208 | £173 | £197 | £244 | £197 | £143 | £180 | £223 |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Quick stats about holiday rentals with a pool in Viejo San Juan

Total holiday rentals
Explore 30 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at £97 per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Viejo San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Viejo San Juan rentals

4.7 Average rating
Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Viejo San Juan
- Fitness-friendly rentals Viejo San Juan
- Waterfront rentals Viejo San Juan
- Rentals with a patio Viejo San Juan
- Rentals with outdoor seating Viejo San Juan
- Rentals with beach access Viejo San Juan
- Hotel rooms Viejo San Juan
- Boutique hotels Viejo San Juan
- Flat rentals Viejo San Juan
- House rentals Viejo San Juan
- Rentals with a washing machine and dryer Viejo San Juan
- Rentals with a hot tub Viejo San Juan
- Apartment rentals Viejo San Juan
- Pet-friendly rentals Viejo San Juan
- Smoking-friendly rentals Viejo San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Isla Verde Beach West
- Liquillo Beach
- Puerto Rico Convention Center
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Playa de Luquillo
- La Pared Beach
- Toro Verde Adventure Park
- Carabali Rainforest Park
- Playa Puerto Nuevo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Los Tubos Beach
- Plaza Las Americas
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Balneario de Luquillo
- Hacienda Campo Rico
- Things to do Viejo San Juan
- Things to do San Juan Region
- Sports activities San Juan Region
- Tours San Juan Region
- Sightseeing San Juan Region
- Art and culture San Juan Region
- Entertainment San Juan Region
- Nature and outdoors San Juan Region
- Food and drink San Juan Region
- Things to do Puerto Rico
- Sports activities Puerto Rico
- Sightseeing Puerto Rico
- Food and drink Puerto Rico
- Nature and outdoors Puerto Rico
- Entertainment Puerto Rico
- Tours Puerto Rico
- Art and culture Puerto Rico





