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San Juan vacation rentals

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Top-rated vacation rentals in San Juan

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Condo in San Juan
Colonial Old San Juan Apartment
Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.
Dec 6 – 13
$130 per night
Guest favorite
Home in San Juan
Casita del Sol☀️couples’ HOUSE-rooftop, water views
Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan. (concierge services also available - details below*)
May 10 – 17
$466 per night
Guest favorite
Guest suite in San Juan
Garden Oasis, Steps to the Beach
We are located steps from beautiful Ocean Park Beach. This 1 bedroom/1 bath 2nd floor apartment is nestled among tropical flowers, orchids and foliage. It includes an equipped kitchen, linens and a futon in living area - plus a new bathroom and A/C. The garden is gorgeous!!!! Coquis serenade you in the evening plus the fountain and wind chimes are devine. There are boogie boards, a kayak and even paddleball. Amazing restaurants and a variety of bars are just a block away on Calle Loiza.
Dec 25 – Jan 1
$111 per night

Popular amenities for San Juan vacation rentals

Stay near San Juan's top sights

Old San Juan460 locals recommend
Plaza Las Americas607 locals recommend
Coliseo de Puerto Rico José Miguel Agrelot75 locals recommend
San Patricio Plaza56 locals recommend
Puerto Rico Convention Center67 locals recommend
Castillo San Felipe del Morro442 locals recommend

San Juan beach vacation rentals

Guest favorite
Home in Puerto Nuevo
Villa di Mare-Oceanfront Modern Beach House Oasis
Aug 17 – 24
$331 per night
Superhost
Apartment in San Juan
Old San Juan PH with amazing terrace
Oct 10 – 17
$244 per night
Guest favorite
Apartment in San Juan
Best location with pool, steps from beach!
Jul 4 – 11
$350 per night
Guest favorite
Apartment in Carolina
Beach Vacay!
Aug 7 – 14
$135 per night
Guest favorite
Condo in San Juan
The BEACH Pad- A Beachfront, full ocean view apt.
Jun 17 – 24
$517 per night
Superhost
Apartment in San Juan
A view like no other in the Center of Condado.
Oct 31 – Nov 7
$364 per night
Guest favorite
Apartment in San Juan
Studio with Ocean View on the Hotel Strip
Apr 4 – 11
$117 per night
Guest favorite
Apartment in San Juan
Direct beach access... best spot in Condado
May 15 – 22
$102 per night
Superhost
Apartment in San Juan
luxury studio, walk to the beach!
Sep 8 – 15
$75 per night
Guest favorite
Condo in Carolina
Dolce Oasis: Centric and cozy studio @ Isla Verde
Nov 12 – 19
$85 per night
Guest favorite
Apartment in San Juan
Studio @ White House by the Beach.
Aug 3 – 10
$90 per night
Superhost
Apartment in San Juan
Beachfront Studio at Condado
Aug 3 – 10
$136 per night

San Juan house rentals

Guest favorite
Home in San Juan
The Garden Miramar 1 • Best Location Ever
Sep 3 – 10
$130 per night
Superhost
Home in Río Grande
Villa Mermaid (We have Beach, Electricity, Water)
Oct 6 – 13
$119 per night
Guest favorite
Home in San Juan
#1-Full Apartment W/Balcony, Kitchen, A/C, TV,Wifi
Jul 23 – 30
$87 per night
Guest favorite
Home in Old San Juan
Quaint Colonial Home Old San Juan
Aug 10 – 17
$190 per night
Guest favorite
Home in San Juan
Design Villa w Garden & Jacuzzi | CASA FRIDA by DW
Feb 20 – 27
$663 per night
Guest favorite
Home in San Juan
Artsy House - Great location - Parking included!
Jan 4 – 11
$214 per night
Superhost
Home in Carolina
»»VillaTrópico««Pvte.Pool 3mn Walk to Beach | 4BD
Feb 3 – 10
$675 per night
Guest favorite
Home in San Juan
Urban Beach Hideaway...a luxury family compound!
Jul 22 – 29
$999 per night
Guest favorite
Home in San Juan
Costa Escondida
Oct 21 – 28
$761 per night
Guest favorite
Home in Carolina
Travellers Hideaway short walk to Isla Verde Beach
Jul 3 – 10
$80 per night
Guest favorite
Home in Carolina
"Casa Piña Colada” Perfect for family
Sep 2 – 9
$120 per night
Guest favorite
Home in Río Grande
Private Beachfront Home - Weather Guarantee*
Dec 17 – 24
$595 per night

Beach house rentals in San Juan

Superhost
Home in Carolina
The Coral - A Luxury House
Nov 22 – 29
$881 per night
Guest favorite
Home in Carolina
Tropical Beach House! Playa Beach Villa Awaits
Jul 31 – Aug 7
$117 per night
Guest favorite
Home in San Juan
OCEAN SIDE BEACH HOUSE SAN JUAN
Oct 31 – Nov 7
$337 per night
Superhost
Home in San Juan
La Casita Azul Beach House /Steps to the beach!
Jan 17 – 24
$129 per night
Superhost
Home in San Juan
★ Spacious with Designer Style ★ | Chic Terrace
Sep 2 – 9
$165 per night
Guest favorite
Home in Río Grande
Exclusive Oceanfront Villa with Large Pool
Aug 20 – 27
$940 per night
Guest favorite
Home in Dorado del Mar
Cozy House in Dorado near Beach and Embassy Suites
Nov 1 – 8
$169 per night
Superhost
Home in San Juan
Entire Home steps to the Beach, patio Night life!
Dec 24 – 31
$151 per night
Guest favorite
Home in Pinones
Piñones Beach House
Apr 24 – May 1
$103 per night
Superhost
Home in San Juan
Beautiful Beach Front Home
Aug 18 – 25
$581 per night
Superhost
Home in Vega Alta
Beachfront House Casa Azul
May 6 – 13
$284 per night
Superhost
Home in San Juan
Awesome house /families w/pool/gated community
May 20 – 27
$680 per night

Quick stats about vacation rentals in San Juan

Total rentals

6.9K properties

Rentals with dedicated workspaces

3.7K properties have a dedicated workspace

Rentals with a pool

1.8K properties have a pool

Pet-friendly rentals

1.7K properties allow pets

Family-friendly rentals

2.6K properties are a good fit for families

Total number of reviews

394K reviews

Your guide to San Juan

Welcome to San Juan

Puerto Rico’s capital, a booming port city on a bay facing the Atlantic Ocean, offers a multitude of charms to those who visit. It’s a first-class metropolis marked by exciting nightlife where inventive restaurants, street food, world-class museums, and vibrant murals hunker beside a glittering shoreline of white-sand beaches. The city’s visual presence reflects the centuries of occupation that have shaped the island’s history, and you’ll find striking examples of Spanish colonial architecture, alongside Art Deco influences and modern buildings.

The city is guarded by defensive walls and forts built by the Spanish: These imposing structures, which feature towering walls and sentry lookouts, are now filled with visitors trying to deepen their understanding of the island’s complicated past. At night the city’s welcoming plazas come alive with musicians and street vendors. This is a place very much in touch with the tropical vibe — the pina colada was invented here in the 1950s — and that beguiling atmosphere infuses this urbane city with a unique character all its own.


The best time to stay in a vacation rental in San Juan

San Juan, along with the rest of Puerto Rico, enjoys warm, tropical weather year round. The dry season, roughly December through April, brings more visitors to the area’s vacation rentals, while crowds dip during the hotter and wetter summers. Hurricane season runs from June to November. One of the island’s largest events, Fiestas de la Calle San Sebastián, a musical street party, takes over San Juan during the third weekend of January. On June 23 the city celebrates Noche de San Juan, when crowds gather on the beach at midnight and jump into the water — backwards — seven times for good luck.


Top things to do in San Juan

Museo de Arte Contemporáneo de Puerto Rico

Housed in a circa-1918 neoclassical Georgian-style building, this museum showcases Puerto Rican artworks from the mid-20th century onward, alongside exhibitions of works from the Caribbean, Latin America, and the diaspora. Its interior atrium, protected by a modern glass ceiling, is especially striking.

Castillo San Felipe del Morro

This six-level Spanish fortress, protected by 140-foot walls, whose construction began in 1539 was in use for centuries, including as a U.S. military outpost during World War II. You can climb to the top of those walls to get the same vantage point a sentry would have, taking in panoramic views of the ocean and island. At night, the fort is so dark, it’s an ideal place for stargazing.

La Placita de Santurce

Around 6 p.m. this place comes alive with musicians, revelers, and dancers. Sanjuaneros looking to shake off the work week start amassing on Thursdays, and the festive atmosphere continues through Sunday. Dine on delicious street fare from the kiosks, such as empanadillas, perfectly fried pockets of pastry stuffed with a variety of fillings.

Frequently Asked Questions

  • How is the weather in San Juan?

    San Juan experiences a tropical monsoon climate. Average high temperatures hover around 87°F (30.5°C) year-round. The driest period is from December to April, while the rainy season typically lasts from August to November.

  • What are some of the best things to do in San Juan?

    Visitors often enjoy exploring the historic architecture in Old San Juan, sunbathing at the beautiful beaches of Condado, or sampling local cuisine at the Santurce farmers market. Touring the Bacardi rum factory and taking a sunset walk at Paseo de la Princesa are also frequently recommended activities.

  • What is the best time of year to visit San Juan?

    San Juan is often visited in the winter, between December and April, when temperatures average around 85°F (29°C). During this period, guests can enjoy local events like San Sebastian Street Festival taking place in January, and the Ponce Carnival, a vibrant display of music and dance occurring in February.

  • What are the best places to stay in San Juan?

    Guests often choose to stay in areas such as Old San Juan, known for its historic charm, Condado, famous for its beaches, or Isla Verde, a lively neighborhood with plenty of restaurants and shops.

  • What are the best places to visit in San Juan?

    Guests frequently suggest visiting the historic Old San Juan, known for its colorful Spanish colonial buildings, or the 500-year-old fortress, Castillo San Felipe del Morro. Other frequently recommended places include the Museum of Art of Puerto Rico and the urban, vibrant neighborhood of Santurce.

  • What are some hiking trails in San Juan?

    Trails such as El Yunque Rainforest Trail, which lets you explore a tropical rainforest, and the Paseo Lineal Bayamon River Walk, a paved trail along the Bayamon River, are often recommended to nature enthusiasts visiting San Juan.

  • What are some family activities to do in San Juan?

    Families usually enjoy visiting the San Juan National Historic Site, exploring the Children's Museum, or relaxing at the Balneario El Escambron, a family-friendly beach. They might also like a boat tour around the San Juan Bay, or a visit to the vibrant Santurce neighborhood.

  • What are some of the best day trip ideas in San Juan?

    Visitors often enjoy a day trip to the Bioluminescent Bay in Fajardo, where the water lights up at night due to microorganisms, or El Yunque National Forest, the only tropical rainforest in the US national forest system. A journey to the Cueva Ventana, a window-shaped cave in Arecibo, is another frequently suggested day trip.

  • What types of vacation rentals are available in San Juan?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in San Juan. From over 970 house rentals, over 1,310 condo rentals to over 3,550 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in San Juan?

    Yes! Work meets play with ease at over 3,690 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. Puerto Rico
  3. San Juan Region
  4. El Cinco
  5. San Juan