
Holiday rentals in San Juan
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Top-rated holiday rentals in San Juan
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#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.

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.

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

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🙏🏻

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.

*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.

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.

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.

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.

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.

*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.

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
Other great holiday rentals in San Juan

Colonial Modern Retreat

Serenate retreat close beach /parking /king bed

06/Walk to Beach w Outdoor Tub /1 BR 2 BA/Parking

Luxury Beachside Duplex – Steps to the Sand

The Opus Residence Luxury Home in San Juan

Green Nest at the Hills

Serene Patio Retreat | Tub & Hammock | MARU by DW

Aquarius Luxury | Pool & BBQ
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