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Holiday houses 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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Guest favourite
A spacious bed complete with soft linens and neatly arranged towels is positioned in a well-lit bedroom. Two bedside tables adorned with lamps are placed on either side, while light curtains frame the window, enhancing the room's tranquil ambiance.
Home in San Juan
4.93 out of 5 average rating, 321 reviews

#6-New-Full Apartment,W/ Balcony, Parking,A/C,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 Apartments, Very quiet lovely and peaceful place😴 , ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ ⭐️8-10 minutes from SJU Airport🛩✈️ , 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Condado Beach, 12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

Guest favourite
A large private terrace is shown, adorned with multiple lounge seating arrangements and a wooden dining table. Tropical plants surround the area, adding greenery to the space. The tiled floor reflects bright sunlight, while clear blue skies are seen above.
Apartment in Santurce
4.93 out of 5 average rating, 402 reviews

Leafy & Breezy Boho 2BR | Large Balcony near Beach

Experience tropical beach vibes in our clean and cozy 2 bedroom boho apartment in Ocean Park. Just one block from the beach, you can start your day with a morning run and stunning Caribbean sea views. Relax on our large leafy terrace, where the ocean breeze will refresh you as you enjoy your morning coffee and plan your adventures. The apartment includes a full kitchen w’ an espresso machine, two bedrooms w’ queen beds, and one bathroom, providing all the comforts you need for a perfect getaway.

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 214 reviews

Historic 2BR • Walk Everywhere • Quiet King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

Top Guest favourite
Loft in San Juan
4.96 out of 5 average rating, 249 reviews

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

Guest favourite
Home in San Juan
5.0 out of 5 average rating, 7 reviews

El Ambar | Tropical Vintage Getaway

Welcome to Casa Ámbar—a tropical nature escape in the heart of the city where art, warmth, and nature come together. Surrounded by palm trees, fruit trees, and a refreshing pool, it’s a place to find peace, embrace stillness, and leave the noise behind as you reconnect with yourself. Enjoy the beauty of birds visiting throughout the day while relaxing in a thoughtfully designed space filled with vintage charm, warm amber tones, natural textures, and inviting details that make you feel at home.

Guest favourite
A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.
Condo in Santurce
4.83 out of 5 average rating, 178 reviews

*Lux PH-Apt* Best Loc* Wi-Fi, W/D 24/7 check in

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

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, 237 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.

Guest favourite
An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.
Apartment in San Juan
4.96 out of 5 average rating, 112 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

Experience a slice of Shangri-La at our serene retreat, at 8 minutes to the airport and beaches! Nestled among stunning historical pieces, our tranquil abode offers a glimpse into the enchanting world of Chinese folklore. Relax in our cozy rooms, adorned with traditional décor, and savor local delicacies. Immerse yourself in the magic of the environment, where every corner tells a story. Discover a haven of peace and beauty at our doors.

Top Guest favourite
Apartment in San Juan
4.95 out of 5 average rating, 293 reviews

Ocean View Loft Penthouse in Old San Juan

Sol 13 | Rooftop Loft Above Old San Juan Above the rooftops of Old San Juan, the city slows down. Ocean-view loft penthouse with a private rooftop terrace, soaring ceilings, a floor-to-ceiling library, and an exceptionally comfortable king bed. Sunrises, sea breezes, and space rarely found in the historic district. Third-floor walk-up (the final flight is steep), but a short climb to another world.

Superhost
Apartment in San Juan
4.88 out of 5 average rating, 49 reviews

Luxury Marbella with Private Pool

Escape to this modern and chic retreat with a private pool and open living spaces. Large windows fill the home with natural light. Perfect for families, couples, or friends, this apartment offers comfort, style, and privacy. Unwind by the pool, enjoy cozy indoor spaces, and take advantage of the excellent location just minutes from beaches, restaurants, and San Juan’s best attractions.

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 Santurce
5.0 out of 5 average rating, 137 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
4.9 out of 5 average rating, 125 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).

Popular amenities for San Juan holiday rentals