
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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NEW! 3 Bedroom 2 Bath Townhouse! GREAT LOCATION! 5min from Isla Verde & Airport! Walk to Mall of SJ to Shop & Eat!
Bienvenidos a Casa Vílla Olímpica! Two level townhouse w/everything you need for your Puerto Rico stay! ✅Flexible Check In/Out Available ✅WiFi ✅Dedicated Parking ✅A/C & Smart TV Every BDRM ✅Walk to Mall of San Juan ✅Beach Essentials ✅Above Ground Pool Convenient 5 min drive to SJU airport & easy access to major highways to travel E or W of the island 🚘5Min to Isla Verde/Hobie Beach 🚘10Min to Condado/Calle Loíza/La Placita 🚘15Min to Old San Juan 🚘45Min to Fajardo 🚘60Min to Culebra Ferry

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!

Escape to paradise by the beach in Condado del Mar
Escape to this gorgeous studio with access to beach that sleeps 2 and view of the ocean from the living room. Internet, 50” smart TV, washer &dryer, blinds, linens, towels, kitchen utensils, small cooler and 1 parking. On 3rd floor cabañas bldg, must go up 3 flights of stairs, no elevator, next to the tennis court. Condado del Mar has: Security, pool & lounge chairs, kid’s pool, grills, picnic tables,gym,pool table,ping pong, coin laundry,basketball and tennis court; 15 mins drive LMM airport.

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.

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.

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. 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.

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

Rare Beachfront Getaway w Pool, Gym, + Balcony!
Ocean Park Beach is right at your doorstep. Every color and detail in this studio apartment is inspired by the mesmerizing sunsets of Puerto Rico, offering a stay that's as visually stunning as it is comfortable. Wake up each morning in a bedroom where the view of the ocean from your bed is as stunning as the sunrise colors in the sky. Your balcony is the perfect romantic backdrop for a tranquil morning coffee or an enchanting evening under the stars.

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.

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

Tropical Villa Private pool Wi-Fi and Netflix

House of Angels

La Pompa Beach House Beautiful Residence with Pool

Hidden Coast

Downtown Pool Paradise (3 min from SJU Airport)

Turquoise Villa Private pool nearby airport

Private Pool•Near Airport•Solar System•Gated Area

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

Ocean View Studio @ St. Tropez, Steps to the Beach

Ashford Imperial. Best Location.

Isla Verde Beachfront Studio near restaurants,bars

Luxury Junior Suite

Beautiful apartment in Condado with beach access!

★Amarillo★Beach & The City Luxury Penthouse

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

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

Modern Studio in Condado

Blue Pearl-6 D’Luxe Beach Retreat@Ashford-Condado

Isla Verde Oasis : 4BR with Pool Near the Beach

My little Green Island house with a pool & free parking

Historic Old San Juan Home | Heated Pool + Parking

By Isla Verde Beach, w/ pool+Generator

Casa Amarilla |Pool | Amenities | Walk to Beach

Old San Juan Retreat - Calle Sol 1 (street)
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
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- 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





