
Holiday rentals with a pool in Viejo San Juan
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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 $188 AUD 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

Wi-Fi availability
30 of Viejo San Juan holiday rentals include Wi-Fi 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
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.

Pineapple Suite 1BR | Pool + SunDeck | Ocean Park
Our Pineapple Suite is a 1-BR apartment with a private entrance located on the ground floor tucked behind our lush tropical garden as part of our exclusive multi-unit property that we call Beach Hous! We are located between two amazing beaches, both less than a two minute walk from Beach Hous! This apartment has a queen size bedroom with a private ensuite bathroom and views of the pool. The property has an automatic full-power backup generator and two cisterns. Max occupancy is 3 guests.

Condado, Walk to the Beach, on Ashford Avenue
Located in the heart of Condado, San Juan directly on Ashford Avenue! This condo is in one of the liveliest and most tourist-friendly areas of the entire island! It’s filled with bars, restaurants, casinos, shopping, and amazing beaches. And the beach is steps away! Located across from the San Juan Marriott Resort and Stellaris Casino. The condominium has amenities including a pool, a small gym, and a laundromat. Security 24/7. 10-15 minute taxi/Uber ride from San Juan’s airport (SJU).

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.

Red Door Lovely 1 Bedroom unit with small patio
In the middle of Santurce, San Jorge St, Urban area of San Juan. Located few steps to La Terraza de Bonanza, Sal si Puedes, Salvation Army Office, San Jorge Children Hospital, Pavia Hospital, Hotel San Jorge, Sul, Asia de Lima Rest, El Huevo rest, La Taberna Selfie, Budah Pizza, La Carreta Rest, Pueblo Supermarket, Banks and much more. Close to Lote 23, Ciudadela at Santurce, Universidad Sagrado Corazon, Beaches and Condado area. You don’t need rent car, UBER/Scooter are available.

💙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.

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.

Sunrises Near Beaches+Power+Private Balcony
Welcome to our property, a contemporary haven that lives up to its name. Situated on the 5th floor of the Condado Lagoon Villas I, this east-facing condominium is an integral part of the opulent high-end complex that houses the renowned Caribe Hilton Hotel and the stylish award winning Paseo Caribe. This exquisite space offers a single king-sized bed, a fully equipped kitchen and breathtaking vistas. Embark on your Puerto Rican escapade right here.

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.

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!

Mid-Century Modern house
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, (2 per room).

Villa Estrella PR (near Airport & Beach)
Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool

Black House

Luxury Beach House with Private Pool in Condado

Luxury Kiarita House • Hill House

Lake Villa House in Toa Baja, Puerto Rico

The Coral · Isla Verde · Pool 4BR Gated Community

Casa Helice 3 min from airport -Placas Solares-

Villa Celestial Luxury Home
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

San Juan-Condado Ashford Ave. Best Studio!

Romantic Oceanfront Private Patio Full Generator

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

Beautiful Beach Condo 3b/2b with great views

Condado - Ashford Imperial - Epic ocean views

Ocean View - Prime Location - Parking - ORO SUITE

Condado Del Mar Suite 1110"
Other holiday rentals with a pool

King Suite Steps from the Beach w/ Parking

Beach Vacay!

Ocean Park Beachfront & Pool | Steps to the Sand

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Penthouse Beach Retreat

Ocean Views Studio 1| 4 Guests | Relaxing

Ashford Imperial Condo- Oceanview and Parking

Old San Juan Gem | Backup Power/Water, Pool + Pkg
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $489 AUD | $603 AUD | $604 AUD | $625 AUD | $404 AUD | $336 AUD | $383 AUD | $474 AUD | $383 AUD | $278 AUD | $351 AUD | $433 AUD |
| 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 |
Destinations to explore
- Condo rentals Viejo San Juan
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- Rentals with a washing machine and dryer Viejo San Juan
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- Rentals with a patio Viejo San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- Isla Verde Beach West
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Camuy Caves
- Balneario de Luquillo
- Things to do Viejo San Juan
- Things to do San Juan Region
- Art and culture San Juan Region
- Entertainment San Juan Region
- Sports activities San Juan Region
- Nature and outdoors San Juan Region
- Tours San Juan Region
- Sightseeing San Juan Region
- Food and drink San Juan Region
- Things to do Puerto Rico
- Food and drink Puerto Rico
- Wellness Puerto Rico
- Sports activities Puerto Rico
- Entertainment Puerto Rico
- Tours Puerto Rico
- Nature and outdoors Puerto Rico
- Art and culture Puerto Rico
- Sightseeing Puerto Rico





