
Holiday rentals with a pool in Viejo San Juan
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Top-rated rentals with a pool in Viejo San Juan
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Beautiful apartment in Condado with beach access!
Beautiful studio apartment. Includes 1 queen + 1 twin Murphy bed (maximum: 3 guests). Also, the apartment has a washer/dryer. The condo features a pool, gym, tennis court, mini-market, and private beach access. The studio can be converted into two rooms with a door divider. The view from the sliding windows is to the city. Only one parking space is available with security. Great spot within walking distance of bars, restaurants, a supermarket, and ATMs. Feel free to contact me for any questions.

*Luxurious Ocean Front Hotel Like Suite 1Bedrm Pkg
Luxurious, Hotel Like Suite! Fully Remodeled One bedroom Ocean Front Apt. This Apt is Fabulous! Great Taste! With Two New AC * Livingroom: Queen Size Sofa Bed with Ocean Front View, Sliding Glass Doors, New AC, Smart TV, WIFI, Ceiling Fans. * Bedroom; Queen Size Bed, Ocean View, New AC inside bedroom, In room private Bathroom entrance and closet. Condo Pool, Direct Beach Access Gate, One Assigned Parking space inside Condo, Great location between the Hotels, CVS, Markets, Rests,watersports .

Sol Mate/ Pool, across best hotels in Condado
Enjoy a modern tropical 1 bdr. apt. at building with pool, in Condado's main avenue, across the Vanderbilt and Ocean Club Hotels. Walking distance to the beach, lagoon, many restaurant, stores, pharmacies, bars, amenities and minutes from Old San Juan and the Convention District. Fully equipped kitchen. Beach chairs, towels and cooler. Modern bathroom with shower jets. Nice atmosphere to relax and enjoy a drink with gorgeous view of the sunset in the lagoon. High speed internet and 2 tvs.

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!

Great 1 bedroom apt in Condado area w/pool
Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Our concierge/doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA.

King Bed Loft | by Old SJ & Escambrón Beach | Pool
Keep it simple at this peaceful and centrally-located place. Condado is one of San Juan's high-end areas packed with tourists, so people are on the street 24/7. This listing is next to Old San Juan, Escambrón Beach, and many other prime attractions! The building has a backup generator and water cistern in case of power and/or water outages. The unit is for two guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

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.

Water Cistern Beach Walk Heated Pool Generator
⚡ Reliable essentials: Power generator backup + water cistern Villa Valeria is a modern apartment on the Isla Verde edge with a heated pool in a gated community. 🌴 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 Reserve today and make your Puerto Rico trip smooth, stylish, and steps from the beach.

Renacer White House | Private Pool
🦋 Welcome to Renacer 🦋 Your home away from home in the heart of Carolina. Just 5 minutes from the airport and 7 from Isla Verde’s beaches, this renovated space offers 3 comfy bedrooms, 1.5 baths, a sofa bed, private pool, BBQ area, parking, and security cameras. Whether you’re here for a weekend escape or a longer stay, Renacer invites you to relax, recharge, and enjoy the best of Puerto Rico—peaceful, convenient, and full of good vibes.

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!
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

La Pompa Beach House Beautiful Residence with Pool

Hidden Coast

Luxury Beach House with Private Pool in Condado

Luxury Kiarita House • Hill House

Beautiful home & private pool, 9 min walk to beach

Casa Hélice 3 min from airport -Placas Solares-
Apartment rentals with a pool

Cozy Beachside Studio w/ Pool, Near Airport

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ashford Imperial. Best Location.

Isla Verde Beachfront Studio near restaurants,bars

Luxurious ocean view studio

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

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

Guaynabo, Private pool, billiard room.

The Perfect Getaway w/Gorgeous Lagoon Views

Ocean Getaway! Ocean View+Pool+Hot Tub

Luxury Bay view Ocean Villa

Historic Old San Juan Home | Heated Pool + Parking

Relaxing Apt in A-1 location Ocean view 27

Old San Juan Retreat - Calle Sol 1 (street)

Luxury Studio/ Full Ocean View in Condado
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 | £252 | £311 | £312 | £323 | £209 | £174 | £198 | £245 | £198 | £144 | £181 | £224 |
| 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
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