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Holiday rentals in San Juan

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Top-rated holiday rentals in San Juan

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

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Top guest favourite
Home in San Juan
4.96 out of 5 average rating, 301 reviews

#2-Full Apartment-1BRoom, Kitchen, A/C, TV, Wifi

Welcome to: 🏡Roosevelt Guest House 🏝️🇵🇷 Tourism Department of PR 🇵🇷 Licence# 06/79/23-7781 🌳 Keep it simple at this peaceful and centrally-located 1-Bedroom apartment Very quiet lovely and peaceful place😴 ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ 10 minutes from SJU Airport 🛩✈️, 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Beaches is SJ, 🏖12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

Guest favourite
Flat in San Juan
4.79 out of 5 average rating, 193 reviews

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

Top guest favourite
Flat in San Juan
4.92 out of 5 average rating, 264 reviews

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Top guest favourite
A spacious studio apartment is visible, featuring a queen-size bed with a dark gray coverlet. Natural light streams in through several windows. A wall-mounted 4K TV is positioned adjacent to a minimalist desk and chair. A full-length mirror and a nightstand are also present.
Flat in San Juan
4.91 out of 5 average rating, 176 reviews

Bright Eco Studio w/Garage 15 min to Beach Airport

Bright and comfortable apartment with plenty of natural light, just 15 minutes from the airport and Isla Verde Beach. • Designated workspace with fast internet • Free onsite washer and dryer . Solar panels with battery power • Free secured garage • Fully equipped and stocked kitchen • Queen-size bed • 4K TV 🎶 18 min to Coliseo de Puerto Rico or take the train! Cupey Station (5 min away) goes straight to Hato Rey (Choli). Perfect for business or travel. Book your stay now!

Top guest favourite
A dining area is showcased with a large wooden table surrounded by six chairs with cushioned seats. A pendant light hangs above the table, and greenery is present in the corner, complemented by a light-colored wall and art piece depicting a seaside scene.
Home in Carolina
4.98 out of 5 average rating, 109 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Send us a message if you have any questions! Experience the comfort of a 4-bedroom, 2-bathroom home in a quiet neighborhood, just 5 minutes from the airport and a short 7-9 minute walk to the beach. Away from crowds but close to restaurants, bars and the beach, with Old San Juan just a 10-minute drive away. Book now for a peaceful home and convenient access to the island's attractions. We are Equipped with a POWER GENERATOR that runs the whole house in case of a blackout. No Washing Machine!

Guest favourite
A stylish dining area features a circular table surrounded by white chairs. A vibrant orange pendant light hangs above. The wall is adorned with a retro-patterned wallpaper, complemented by a modern art piece and a vinyl record player on a wooden sideboard.
Flat in San Juan
4.96 out of 5 average rating, 120 reviews

2BR w/ Hammocks, Balcony & Vibe | MOOD HAUS by DW

◢◤ M❍❍D HAUS ― a 70's inspired house with different moods ◢◤ Situated in the ♡ of San Juan’s Food & Art District, only a few steps from the beach - the best location to experience Puerto Rico. At M❍❍D HAUS all units are designed with retro furniture & custom art. Each apartment is named after a Disco Diva & outfitted with a record player as well as a collection of vinyls. Go back in time to mirror balls & disco beats. UPDATE: THIS PROPERTY NOW HAS A FULL BACKUP POWER GENERATOR!

Top guest favourite
An open-concept kitchen features modern appliances, including a refrigerator and stacked washer-dryer. A wooden island with shelves provides additional workspace. A dedicated desk sits beside a window, while a small plant adds a touch of color to the light-filled area.
Home in San Juan
4.99 out of 5 average rating, 144 reviews

Walk 2 Beach! Gated prkg |Renovated! Bright & Cozy

Experience a cozy stay in our renovated 1-bedroom house, just a 5-minute walk to Ocean Park Beach and half a block from vibrant Calle Loíza. Enjoy free gated parking, a modern kitchen, washer-dryer, AC, ceiling fans, and a dedicated workspace. With two TVs, excellent internet, and beach essentials included, you'll have everything you need. Immerse in local culture and conveniently explore nearby attractions. If you don’t want to rent a car, you can easily walk or use Uber.

Guest favourite
A relaxing hammock is suspended in the foreground, featuring a delicate crochet design. In the background, a wooden patio with table and chairs is visible, softly illuminated by string lights, creating a cozy atmosphere for outdoor gatherings.
Home in San Juan
4.97 out of 5 average rating, 120 reviews

Luxury home

Casa Gaia is a luxury home, with a full workspace area. Located in a quiet neighborhood , within the San Patricio San Juan area offering a diversity of restaurants and shopping experience. Eclectic decoration, king size bed master bedroom, queen bed 2 bdrm, full office, space, wifi. Full Kitchen refrigerator, stove double oven, microwave, blender, toaster, coffee station, washer/dryer. The patio is a tranquillity oasis, enjoy hot tub, gazebo and a sun deck.

Top guest favourite
A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.
Flat in San Juan
4.94 out of 5 average rating, 155 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Top guest favourite
A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.
Home in San Juan
4.95 out of 5 average rating, 224 reviews

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.

Top guest favourite
A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.
Loft in San Juan
5 out of 5 average rating, 115 reviews

*NEW* Relax Outdoor Bathtub, Walk To Beach

Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.

Guest favourite
The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.
Home in San Juan
4.88 out of 5 average rating, 110 reviews

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

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