Vacation rentals with a pool in Viejo San Juan, San Juan Antiguo

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Top-rated rentals with a pool in Viejo San Juan, San Juan Antiguo

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Guest favorite

Condo in San Juan

4.98 out of 5 average rating, 121 reviews

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).

Guest favorite

Rental unit in Levittown

4.89 out of 5 average rating, 118 reviews

Happy House - Family friendly with private pool

Children are welcomed with open arms in this cheerful, bright and well-kept Levittown apartment. Expect a space complete with amenities parents know can make or break a family vacation. Toys, books, board games, dinnerware, a stroller and more. In the backyard, you will find a terrace furnished with a sectional perfect to watch the kids while they use the playground and an outdoor dinning set. Pharmacies, gas stations and supermarkets walking distance. The nearest beach is 5 minutes away.

Guest favorite

Rental unit in San Juan

4.83 out of 5 average rating, 184 reviews

Ocean Park Beach The Oasis (2) 2min 2 beach

☆☆☆☆☆ Gorgeous modern 2 bedroom beach apt with tasteful decor and private parking; (Brand New pool May 15 2024 -must sign waiver before access granted). Sparkling clean (fully renovated ) w/new appliances and A/C units throughout the home with separate bedrooms for flexibility and privacy. Perfect for entertaining couples, business colleagues or families. Centrally located to popular destinations in San Juan. 5 min walk to hip trendy Loiza street w/ best food & 8 min airport or Old S Juan.

Guest favorite

Condo in Cangrejo Arriba

4.9 out of 5 average rating, 400 reviews

ESJ Tower beachfront airport free park amazingView

Penthouse Apt. studio in ESJ Towers condo-hotel 5 minutes from airport, direct private beach access, swimming pool, night live, restaurants, shopping centers, supermarkets, parks, near everything. You’ll love the beach, mountains views. Perfect for couples, solo adventurers, business travelers, families, groups. 1 assigned indoor private parking. Note: the swimming pool area, Bistro, restaurant, Lobby bar are closed among other services for renovations, I apologize for the inconvenience.

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Condo in Cangrejo Arriba

4.85 out of 5 average rating, 227 reviews

Isla Verde-Alambique Beach Modern Condominium

24/7 Security. Newly remodeled Modern apartment. Beautiful tourist area. Beach and Casinos walking distance. Airport is 5 minutes by car. Supermarket 5 minutes walking. This condo has an excellent swimming pool with a BBQ pit, and free parking on site with supplied permit. Many restaurants and fast food within 5 minutes walk (Denny's, Chili's, Church's Chicken, Burger King, Wendy's, Pizza Hut, Marcos Pizza) host supplies guidebook. Uber available in this area! CVS and Walgreens near.

Guest favorite

Condo in San Juan

4.93 out of 5 average rating, 170 reviews

San Juan-Condado Ashford Ave. Best Studio!

We want you to feel like your home! Just remodeled studio-apartment with ocean view. This new and modern open loft studio has all the hotel amenities you need, including: pool, jacuzzi, gym and 24/7 security. It is located in the heart of Condado, San Juan’s main tourist district. The most dynamic, trendy and multicultural city area, close to the spectacular historic Old San Juan City. Nearby restaurants, markets and just a block away from the beach.

Guest favorite

Condo in Cangrejo Arriba

4.94 out of 5 average rating, 101 reviews

Sunny Beachfront Balcony Apt w/Pkg near Airport

Coral Beach air-conditioned studio right on the beach, with a PRIVATE BALCONY, stunning BEACHSIDE VIEWS & VERY close to the AIRPORT (5 minute drive!). Includes an assigned parking, all basic amenities, a queen size bed, and two small couches along the wall that may be used as additional beds. Couches are ideal for children or small adults. Free Wifi. In the apartment we have beach chairs that you can use for your enjoyment! Perfect for honeymoons!

Guest favorite

Villa in Cangrejo Arriba

5 out of 5 average rating, 103 reviews

Luxury waterfront villa with dock and heated pool

With a heated and saltwater POOL and JACUZZI, Villa Jade is a one-of-a-kind luxury waterfront residence with a private dock with direct access to a beautiful lagoon, a generator, and a cistern. A fully remodeled modern home, this lovely retreat has three bedrooms, each with a private bathroom. Here, you will enjoy lots of privacy and a relaxing ambiance at a prime location, less than 10 minutes from the SJU airport and Isla Verde´s beautiful beaches.

Guest favorite

Rental unit in San Juan

4.99 out of 5 average rating, 224 reviews

Best location with pool, steps from beach!

Wake up on your super comfortable king premium bedding looking over a beautiful pool surrounded with gorgeous palm trees. Surprise your significant other preparing her/his breakfast choice in your fully equipped kitchen, get up to date with a super-fast internet connection under your secluded patio roofed pergola. Dive in your private pool, get a hot water outdoor shower before heading to the best beach of San Juan, just 50 yards from your house!

Guest favorite

Condo in San Juan

4.89 out of 5 average rating, 140 reviews

Condado - Ashford Imperial - Epic ocean views

The Condo is located on the 22nd floor and has one of the best ocean views in Condado. Amenities include a comfortable studio apartment with amenities to cook, a beautiful lounge area, large pool and reading room. Hi speed WiFi and cable are also included. We are located directly on the main strip within walking distance to all stores and restaurants including Starbucks, Walgreens and an organic foods market.

Guest favorite

Rental unit in San Juan

4.89 out of 5 average rating, 157 reviews

Vacation mode: La Rada 220!

Location, Location, Location!! Enjoy your stay in La Rada 220 in this cozy, newly renovated studio apartment centrally located in the heart of Condado (San Juan, PR). This studio apartment with all the comforts and quickly access to all the most attractive places of the city like our historic Old San Juan. You’ll find a great variety of restaurants, cafes and shops at your doorsteps.

Guest favorite

Condo in San Juan

4.94 out of 5 average rating, 341 reviews

Ashford, San Juan -“The Place”!

The heart of New San Juan... Fall in love with Condado, San Juan’s most exciting district. Condado’s oceanfront, tree-lined community offers an array of elegant hotels, restaurants, boutiques, and more. Everything is within walking distance, including stunning beaches where you can dine at beachside restaurants, go paddle boarding or just relax in the sun.

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Popular amenities for Viejo San Juan, San Juan Antiguo rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Guaynabo

4.78 out of 5 average rating, 119 reviews

Super comfortable Family Home w/ private pool

Guest favorite

Home in San Juan

4.9 out of 5 average rating, 197 reviews

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

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Home in Cangrejo Arriba

4.86 out of 5 average rating, 161 reviews

»»VillaTrópico««Pvte.Pool 3mn Walk to Beach | 4BD

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Home in Carolina

4.87 out of 5 average rating, 220 reviews

Casa Minnelli,5 minutes from the airport and beach

Guest favorite

Home in San Juan

4.94 out of 5 average rating, 103 reviews

Luxury Casa CA-LI-AD

Guest favorite

Home in San Juan

4.96 out of 5 average rating, 140 reviews

Costa Escondida

Guest favorite

Home in San Juan

4.98 out of 5 average rating, 166 reviews

Urban Beach Hideaway...a luxury family compound!

Guest favorite

Home in Trujillo Alto

4.93 out of 5 average rating, 162 reviews

Unique luxury house-Private pool-Power generator

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Condo rentals with a pool

Guest favorite

Condo in Cangrejo Arriba

4.97 out of 5 average rating, 121 reviews

Ocean Front Dream

Guest favorite

Condo in Cangrejo Arriba

4.97 out of 5 average rating, 148 reviews

Ocean View Paradise in Isla Verde, Puerto Rico!

Guest favorite

Condo in Cangrejo Arriba

4.95 out of 5 average rating, 125 reviews

Isla Verde Beachfront Studio near restaurants,bars

Guest favorite

Condo in Cangrejo Arriba

4.92 out of 5 average rating, 114 reviews

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

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Condo in Cangrejo Arriba

4.79 out of 5 average rating, 183 reviews

Isla Verde Charming Studio…

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Condo in San Juan

4.82 out of 5 average rating, 114 reviews

Lovely studio in condo with pool at Josem’s Place

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Condo in Cangrejo Arriba

4.86 out of 5 average rating, 113 reviews

Isla Verde Condo ~ Gorgeous Beach View

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Condo in Cangrejo Arriba

4.87 out of 5 average rating, 152 reviews

Cozy Modern Beach Apartment at Isla Verde

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Quick stats about vacation rentals with a pool in Viejo San Juan, San Juan Antiguo

Total rentals
20 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
1.4K reviews
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Old San Juan, Castillo San Felipe del Morro, and San Juan Cruise Port Terminal

Vacation rentals with a pool in Viejo San Juan, San Juan Antiguo

Top-rated rentals with a pool in Viejo San Juan, San Juan Antiguo

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Viejo San Juan, San Juan Antiguo rentals with a pool

House rentals with a pool

Home in Guaynabo

Home in San Juan

Home in Cangrejo Arriba

Home in Carolina

Home in San Juan

Home in San Juan

Home in San Juan

Home in Trujillo Alto

Condo rentals with a pool

Condo in Cangrejo Arriba

Condo in Cangrejo Arriba

Condo in Cangrejo Arriba

Condo in Cangrejo Arriba

Condo in Cangrejo Arriba

Condo in San Juan

Condo in Cangrejo Arriba

Condo in Cangrejo Arriba

Quick stats about vacation rentals with a pool in Viejo San Juan, San Juan Antiguo

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore