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San Juan Luxury Holiday Homes

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    Travellers to San Juan are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    31 Matching Rentals in San JuanView all 213 rentals
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    ThreeBedroom Garden Beach Townhouse1 / 24
    (9)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    comfortable and renovated apartment1 / 48
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amazing Miramar Lagoon Suite - balcony great views1 / 28
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Costa del Mar Beach House1 / 12
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2019
    Excellent location on the beach. Clean home. But, owner has not made investment in this home in many years. Dishwasher didn’t work, paint peeling in kitchen, poor water...
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    About this property
    Costa del Mar Beach House is a beautiful Beach Front villa decorated with a Beach Cottage Style while maintaining a very relax, comfortable and unique ambiance. As soon as you enter the house you will disconnect and start your vacation. It is perfect for groups or a big family. There is free High...
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    Location Information
    San Juan, Puerto Rico 00913
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Luxury House in Old San Juan1 / 15
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2017
    Great renovated home in the heart of Old SAN Juan. Beautiful rooftop deck with awesome views. House has some unique features. Could use a little more furniture inside...
    Reviewed 10 September 2016
    If you want to stay in old San Juan this house is perfect. It has everything you will need during your stay. I went with my family consisting of 4 adults and a 1 year old. There...
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    About this property
    Live today the feeling of another era. An Old San Juan house just remodeled! Spacious, full of light and fresh. This unique house is a mixture of luxury, confort and privacy. Located in an historic zone. It has ocean and bay view, close to restaurants, bars, shops, historic sites and walking...
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    San Juan, Puerto Rico 00901
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Italian Designed Ocean Villa1 / 21
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2017
    We were three couples, renting a three bedroom apartment. The place is immaculate, beautifully decorated, in the secure section of Ocean Park, two blocks from Kasalta bakery...
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    About this property
    Exquisitely designed and decorated. Designed by an italian architect with the concept of a modern european villa in harmony with the gorgeous caribbean setting. Unique in its location, second level for short term rental, 1,500 square feet, 3 bedrooms and 2 bathrooms, balcony and terrace. Gorgeous...
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    San Juan, Puerto Rico 00911
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Rental Homes in the Heart of Condado, Puerto Rico1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2018
    Our company bought to Puerto Rico a group of people to support the recovery effort after Hurricane Maria, we basically took the whole building in the months after the storm...
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    About this property
    Georgina Rental Homes is a residential apartment building that has been converted into a short-term rental 'hotel-style' luxury apartments. We are centrally located in the heart of the Condado tourism and hotel area, and across the street from the beach. It's an ideal place for families looking for...
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    Location Information
    San Juan, Puerto Rico 00907
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's all about the location, and it could not get better than this. This private Condado neighborhood apartment, 3 bedrooms, 2 bathrooms, is located across the street from the beach (one block), right on Ashford Avenue, one of the most important avenues in the city. This apartment is in the middle...
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    San Juan, Puerto Rico 00909
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Beautiful Ocean View Villa w Waterpark in San Juan1 / 20
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Patio
    • Ocean Views
    • Hot Tub
    • Washer
    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of a new and gated community our San Juan vacation rental apartment commands panoramic views of the turquoise ocean waters and offers impressive amenities for your pleasure. This apartment also has exciting leisure and outdoor sporting avenues including golf in the close vicinity. Our 3...
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    San Juan, Puerto Rico 1111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Villa I'Amore1 / 64
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2017
    Spent 4 days with a friend in this lovely villa. In the most beautiful part of Old San Juan, I came to spread my husbands ashes in his homeland. Luv was such a gracious and...
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    Location Information
    San Juan, Puerto Rico 00901
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxurious Beachside Retreat1 / 16
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Secure Parking
    • Terrace
    • Private Garden
    • Grill
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2015
    I traveled with three friends and was greeted at the door by one of the owners, she gave us a brief breakdown and then we were on our way. The beach is within spitting distance...
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    About this property
    Be among the first to enjoy this beautiful 3-bedroom 3.5 bathroom home, only steps from the beach in tourist area. Newly remodeled and refurbished with marble floors and marble tiled ensuite bathrooms, full kitchen w/granite tops, 3 car space.This house is a brand new renovation and was designed...
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    San Juan, Puerto Rico 00913
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    Villa santa Barbara on the beach of ocean park1 / 18
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Internet Access
    • Outdoor Dining Area
    • Parking
    • Grill
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2016
    Owners warm, kind, generous, thoughtful & helpful! We enjoyed our stay @ this location, was spacious, clean and homey exactly what we had expected! I cannot thank them enough...
    Reviewed 28 May 2016
    Wonderful hostess, terrific location, and perfect accommodations. A+ all around. Will be staying again!
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    About this property
    It is a zen, quiet,couzy and beautiful guest house. . Less than a half block to the ocean. We are dog frendly. The house have your own patio full of tropicales plants and exotics flowers, whith feng shui fountaing of fish. Bbq, inside has full kitchen all in steinn steel, big flat TV área, cable,...
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    Location Information
    San Juan, Puerto Rico 00911
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    NewListing! Pta Las Marias Townhome 5 min to Ocean1 / 35
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Housekeeping Included
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2018
    I went to Puerto Rico in the end of August with A group of four. We all agree this was the best vacation we have had together. The house had much to do with it. Carlos was...
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    About this property
    Pta Las Marias, part of the Ocean Park community, is a beachfront residential gated neighborhood. Strategically located (see map pictures) to be walking distance from the touristic Isla Verde and five blocks from Ocean Park beach & Barbosa Park. Doncella Winds at 114 Doncella st. is a modern...
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    Location Information
    San Juan, Puerto Rico 00913
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Antillas Loft—Old San Juan+Condado Panoramic View|Beach Walking-distance1 / 17
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2019
    This apartment was convenient and comfortable. However, the price was misrepresented on the website. I asked to book and the owner refused my booking but offered me a price...
    Reviewed 1 September 2017
    This place is beautiful and very centrally located. It's walking-distance to major points of interest in the area or, if you don't feel like walking, it's a short cab ride away...
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    About this property
    Exquisite loft condo in the heart of San Juan. Walking-distance from downtown Old San Juan, Condado, Santurce, the Convention District and the cruise port. This yet cozy retreat will allow you to disconnect from the hectic city while remaining close to all the main attractions in San Juan. Antillas...
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    Location Information
    San Juan, Puerto Rico 00901
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Loft apartment, walking distance to Old San Juan, Escambron beach & El Condado1 / 19
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    A wonderful apartment with the best view in town. Great location and outstanding security. Close to beaches, Old San Juan, Condado and restaurants. Many day and nights...
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    About this property
    If you want to experience San Juan this is the place to stay! Lovely apartment, well located, with an amazing view to the San Juan Bay Marina, small regional airport, Convention Center, Condado lagoon and Miramar area. You can watch Cruises arriving and departing, it's a beautiful experience!...
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    San Juan, Puerto Rico 00901
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing high ceilings, air conditioning throughout and in the center of old town. Stay at a completely renovated 100 year old building with all the comforts of home! Located just steps from all the attractions of Old San Juan, this apartment comfortably sleeps up to 10 guests. Fast Wifi, A/C,...
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    San Juan, Puerto Rico 00901
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Santorini at Ocean Park1 / 42
    (6)Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Grill
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2019
    Santorini at Ocean Park was the perfect set up for our vacation. We had a large (20) party and with eight bedrooms, each with their own baths, this worked great for us. The...
    Reviewed 6 January 2019
    This house is great if you have a big group. There is room to spread out if you need. Jonathan supplies you with beach stuff and towels so that was a plus for the teenagers...
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    About this property
    A completely remodeled luxury house with 8 bedrooms, all their own private bathrooms, plus 2 1/2 baths. Located in San Juan's only beachfront gated community, Ocean Park. The 5,000 square foot two building structure,which resides on a tranquil, tree lined street, is one block from the San Juan's...
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    Location Information
    San Juan, Puerto Rico 00911
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 18
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Hot Tub
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Home Our ‘El Caribe’ unit is our largest unit, capable of sleeping 11 adults. It has 3 bedrooms and 3 full bathrooms. There is a fully equipped kitchen, a living room and a private patio. BEDROOMS : Two of the bedrooms have queen beds (152 cm x203 cm) and private attached bathrooms....
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    Location Information
    San Juan, Puerto Rico 00913
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a second story apartment, high angled ceiling, 1/2 block walk from the Ocean Park beach on the Park Boulevard area of San Juan, Puerto Rico. The beach is right behind the house, Is one of the most known beaches for wind or paddle surfers , snorkel, kite surfers , surfers, and all types of...
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    Location Information
    San Juan, Puerto Rico 00913
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful 3 bed/2bath with a/c throughout.1 / 15
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • Terrace
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2017
    The penthouse was amazing. It's spacious and has a cool layout. The balcony is by far my favorite area since you can open all the doors and let the breeze come in. Some things...
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    About this property
    On one of the main streets of Old San Juan you find this fully remodeled and spacious 3/2 that sleeps up to 10. Air conditioned throughout and with large balconies. Stay in a 100 year old building with all the modern comforts of home. Apartment offers 1 king and 2 queen sized beds, 2 sofa beds,...
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    Location Information
    San Juan, Puerto Rico 00901
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in tropical luxury while overlooking endless Caribbean blue water. The entire space is enriched with modern decor and Puerto Rican feels. Each room has an ocean view and is fully furnished and decorated to make you feel like you've found Paradise. Great for couples, families, and friends...
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    San Juan, Puerto Rico 00901
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pool Home Private home with pool and easy beach access. You share the backyard with the property management, easily available to answer your questions or help book a tour or get a taxi etc.. The home has many extras and you will have daily cleaning service. This is an adults only facility, 18...
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    San Juan, Puerto Rico 00913
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully equipped 3BR/2B PH Apartment with PRIVATE terrace in small bldg. in the Condado Area. Only 5 minutes walking distance from the beach, restaurants, hotels, parks, shops and entertainment. Over 1,200 sqft modern accommodations inside the apt. with balcony. All rooms have Tv 40''+, cable Tv,...
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    Location Information
    San Juan, Puerto Rico 00907
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Spectacular 3bed/ 3bath Penthouse in the heart of San Juan!1 / 18
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Patio
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2019
    Gorgeous condo. Photos are accurate with high end amenities. Fitness room is spectacular. Safe and perfect location. Family of five with three teens was very comfortable. Two...
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    About this property
    This beautiful Sky Loft Penthouse has it all. Stunning ocean and city views will greet you from the moment you enter. With floor to ceiling windows throughout, and double height clarity and spaciousness in the living room area, you’ll be amazed by the naked beauty of the Atlantic Ocean to the...
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    Location Information
    San Juan, Puerto Rico 00901
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Internet Access
    • Washer
    • Housekeeping Included
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three bedroom penthouse apartment with two sun decks above the prime shopping street in Old San Juan. Lot's of old world charm, two modern bathrooms with jacuzzi. Private patio off the master bedroom with a great view. Sleeps 6 adults comfortably. BUILDING Historic 1898 villa in prime old San...
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    Location Information
    San Juan, Puerto Rico 00901
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    6 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the tropical San Juan area by staying in this enchanting, Mediterranean-style villa, boasting 6 bedrooms, 5 bathrooms, and spacious accommodations for 22 guests. 'The Secret Garden' is situated in the newly inaugurated Laguna of Condado Park - the most affluent area of San Juan. Spend...
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    Location Information
    San Juan, Puerto Rico 00907
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 22
    8 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    Smoking allowed
    About this property
    BIG GROUPS are our specialty. The Beach Lodge, recently redecorated, can accommodate 22 people comfortably, with 8 individual bedrooms, 3 living rooms each with a sofa bed, and 4 kitchens. We are located in Condado’s best neighborhood, Ocean Park, which is trendy by day, quiet and cozy by night....
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    Location Information
    San Juan, Puerto Rico 00911
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 20
    13 Bedrooms, 13 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Navona Studios is a family owned guest house operation. Located in the heart of Old San Juan in Puerto Rico. Exactly we are in San Fancisco street in the heart of the old city..Walking distance from restaurants, bars, and night life. El Morro Spanish fortress is blocks from our property also. We...
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    Location Information
    San Juan, Puerto Rico 00901
    Holiday Rental House - 13 Bedrooms, 13 Bathrooms, Sleeps 2
    Studio, 2 Bathrooms, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    Bedford Loft is one of kind spectacular designer loft unit located in the heart of San Juan. Enjoy everything that the city has to offer from this spacious 1,200sf 1 bedroom/ 2 bath unit. Artistically and meticulously decorated, Bedford Loft is fully stocked and has all the amenities that will...
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    Location Information
    San Juan, Puerto Rico 00662
    Condo/Apartment - 2 Bathrooms, Sleeps 2
    9 Bedrooms, 8 Bathrooms, Sleeps 27 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Grill
    • Housekeeping Included
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Villa Our Beach Villa is a chance to experience an unparalleled beach vacation. You have the entire property, including 6 private apartments, each with a private kitchen. Each apartment is unique and can sleep from 1 to 11 guests each, totaling from 10-27 guests total. The villa is yours,...
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    Location Information
    San Juan, Puerto Rico 00913
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 27
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Traditional Spanish-style home meets contemporary chic nestled in seaside Condado neighborhood, blocks from the ocean and near a variety of captivating attractions. We're a short distance from Old San Juan, The Puerto Rico Convention Center and much more. We have six uniquely themed rooms for your...
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    Location Information
    San Juan, Puerto Rico 00907
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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