San Juan holiday rentals

Search hundreds of travel sites at once for holiday home deals in San Juan

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best San Juan vacation rentals

Most recommended vacation rentals in San Juan

Show all
Old San Juan Rentals - San Juan - Living room
Old San Juan Rentals
8.1 Very Good
San Juan Antiguo$447+
$447+
Free Wi-Fi
Star of The Olympus - San Juan - Bedroom
Star of The Olympus
6.2 Okay
Santurce$196+
$196+
Free Wi-Fi
Pet friendly
La Esmeralda Pr
9 Wonderful
Santurce$342+
$342+
Free Wi-Fi
Pet friendly
Mar Del Norte
8.9 Very Good
$252+
$252+
Parking
Free Wi-Fi
310Guest-House La Vida
8.3 Very Good
San Juan Antiguo$411+
$411+
Free Wi-Fi
Janer House at San Juan
6.1 Okay
Hato Rey Sur$201+
$201+
Free Wi-Fi
Pet friendly
Digital Nomad San Agustin Apartments
8.4 Very Good
San Juan Antiguo$536+
$536+
Parking
Free Wi-Fi
Pet friendly
Natural Village #1,2,3 & 5
7.2 Good
Santurce$244+
$244+
Parking
Free Wi-Fi
San Juan Home
8.7 Very Good
Sabana Llana Norte$158+
$158+
Parking
Free Wi-Fi
Home San Juan
8.9 Very Good
Sabana Llana Norte$159+
$159+
Parking
Free Wi-Fi
San Juan Apartments
8.6 Very Good
Sabana Llana Norte$159+
$159+
Parking
Free Wi-Fi

KAYAK’s insights for holiday rentals in San Juan

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in San Juan with confidence.

Which month has the cheapest vacation rental rates in San Juan?

Vacation rentals are cheapest in San Juan in November, with average rates of $556. In comparison, December is the most expensive month, with prices at $1,039.

What is the cheapest day of the week to book a vacation rental in San Juan?

Friday offers the lowest rates in San Juan, with an average nightly price of $774. The highest prices are found on Wednesday, with average rates at $1,249.

How early should you book a vacation rental in San Juan?

Book at least 75 days before your stay begins to get the best price for your San Juan vacation rental.

Top tips for finding San Juan vacation rental deals

  • Travelers looking for neighborhoods in affordable neighborhoods can consider booking a vacation rental in Harto Rey Norte Neighborhood. Harto Rey Neighborhood features vacation houses and condos. Apt 1 house is a two-minute drive to the beach, offering two bedrooms and six beds with average prices.
  • Golf players can consider getting San Juan vacation rentals near golf courses. Capurro Ranch at Moss Landing is a thirty minutes drive from San Juan Oaks Golf. It offers excellent views of the Ocean and Elkhorn Slough. Lantern Village Vintage Cottage lies a few miles from San Juan Hills Golf Club, offering a private deck and a private backyard with lounge chairs and umbrellas.
  • Travelers looking for areas in San Juan for a weekend getaway can consider getting San Juan vacation rentals in Ocean Par. Hamaca Near beach offers comfortable, fully equipped city studios near a lush tropical garden in Ocean Park. It offers entertainment, laundry facilities, and a hand-knotted hammock.
  • Travelers that wish to stay near scenic areas can consider staying near Condado, which offers excellent watersport activities and pristine beaches. Apt. Piscina offers a cozy, airy stay with a bathtub, electric appliances for essential purposes, a pool, and a kitchen in Condado.
  • For those traveling with family, San Juan offers ideal vacation rentals. Ocean Park 8th Floor Studios Balcony Ocean and City View Parking offer private apartments for travelers traveling with pets. It is also a walking distance of the beach. Coqui del Mar Guest House is set in the heart of San Juan, offering laundry and cleaning amenities. It sits within an eight-minute drive from Puerto Rico Convention Center and three minutes drive from Museo de Arte de Puerto Rico.
  • Beachfront, pool, air-conditioned, and no minors are the most popular holiday rental property amenities in San Juan
  • Holiday rentals in San Juan are around 11% cheaper than hotels on average. Search here to compare prices for all accommodation types in San Juan.
  • The best holiday rental properties in San Juan are A minute from the expressway to travel anywhere in Puerto Rico (9.6, 31 reviews), Marbella del Caribe 1608 (9.5, 96), and Kasa Seahorse Of The Sea - Studio For 2 Beach Block (9.4, 34), based on ratings and reviews from real travellers.
  • Hato Rey Norte is the neighbourhood in San Juan with the most affordable holiday rental properties (23 properties with an average price of $201 per night). Homestay - Spacious apt in centric area!, Urban Lodgings Two @ Roosevelt 457 and City Vibes Studio near everything you need! are the most popular rental properties in Hato Rey Norte.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in San Juan for 3 days.
See more tips

FAQs when booking a holiday home in San Juan

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

    There are loads of different property types that you can make your holiday home in San Juan. You’ll find apartments, barns, cabins, campgrounds, chalets, condos, cottages, houses, campsites, homestays, houseboats, lodges, luxury tents, motorhomes and villas.

  • Are there any pet-friendly holiday rentals in San Juan?

    There are a number of dog and pet-friendly San Juan holiday rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a holiday rental in San Juan for tonight?

    In the last 72 hours, users have found San Juan holiday rentals for tonight for as low as $196. Search here for similar prices

  • How can I find holiday rentals near me in San Juan?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • Which San Juan vacation rentals are within walking distance from dining options?

    For travelers who wish to avoid walking too far for eateries, consider staying near Museo del Mar, which sits near various restaurants. House In Casamiciola lies less than a mile from the port of Casamicciola, surrounded by an array of local restaurants, supermarkets, and retail shops.

  • Which vacation rentals are close to San Juan's nightlife?

    San Juan offers vibrant nightlife in the Old San Juan neighborhood. The Quaint Colonial Home in Old San Juan offers Spanish colonial architecture and bedrooms with private bathrooms. This San Juan house rental provides a kitchen, a living room, and a deck alongside a dining area.

  • Which vacation rentals are near San Juan's famous Puerta de San Juan?

    Las Olas Loft is a few minutes' walks from Puerta de San Juan. It offers beautiful ocean and city views. It provides a dining area, a fitness room, and housekeeping services. Ocean Front Condo on Isla Verde Beach offers a private pool and a parking lot near Puerta de San Juan.

  • Which are the best beach vacation rentals near San Juan Airport?

    The Luxury Caribbean condo is a five-minute walk from Escambrom Beach. It offers beach and lakeside relaxation, fishing activities, and scenic ocean views. Bayfront Oasis in Old San Juan features luxury accommodation with patios overlooking La Rogativa and scenic views of San Juan Bay. It has overhead fans in each room and airy bedrooms.

See more FAQs

Where to stay in San Juan?

Our map will help you find the perfect place to stay in San Juan by showing you the exact location of each holiday rental.

What San Juan holiday rental guests are talking about

Show all

Holiday rentals by topic

Show all
Posada Colonial Beach Villas - San Juan
Posada Colonial Beach Villas
8.6 Very Good
Santurce$258+
$258+
Parking
Coqui del Mar Guesthouse - San Juan
Coqui del Mar Guesthouse
9.7 Wonderful
Santurce$678+
$678+
Parking
Isla Verde Aptm
9.5 Wonderful
$193+
$193+
Parking
Cozy Beach Apartment
9.7 Wonderful
Santurce$430+
$430+
Parking
Isla Verde Studio
8.6 Very Good
$515+
$515+
Parking

Popular topics

Everything you need to know for your stay in San Juan

San Juan holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in San Juan. Find cheap holiday homes to rent in San Juan. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in San Juan that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.