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Smoking Allowed Holiday Rentals in San Juan

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    Travellers to San Juan are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in San JuanView all 320 rentals
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    Condado Beachfront One-Bedroom in Puerto Rico1 / 24
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Art Gallery 3br/2bth apt-Miramar1 / 23
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Cozy Clean Studio steps from Ocean Park Beach1 / 76
    (31)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Santorini at Ocean Park1 / 42
    (4)Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Grill
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    We really enjoyed the home away from home atmosphere. The house is beautiful and excellent service. I would highly recommend staying here.
    Reviewed 2 March 2017
    Family of 16 (12 adults, 3 teens and 1 toddler) traveling to San Juan or 5 days so we needed a home to accommodate. Jonathan Massey "Uncle J" home as perfect. Home...
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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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    San Juan, Puerto Rico 00911
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 18
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    Oceanfront Condo on Beautiful Condado Beach1 / 44
    (58)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Washer
    • Balcony
    • Waterfront
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2017
    First, this was our return trip renting from Fred. Fred 's condo is outstanding....Located right on the beach, it provides all your needs and more. The security, the...
    Reviewed 4 November 2016
    Renting this condo from Fred was seamless. He was so easy to work with. He guided us through the process, sending the keys and additional information that we would need for our...
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    About this property
    Update on Hurricane Maria: There was minimal damage to the Condado area and most businesses are open. Fallen trees, and debris, have been removed. The condo, and building Stella Maris, had no damage, and is open for business. The beach is as beautiful as ever. As an alternative to a hotel room,...
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    San Juan, Puerto Rico 00907
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming, Chic, Comfortable Urban Boutique Oasis (Air Conditioned Bedrooms)1 / 32
    (23)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Outdoor Dining Area
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 December 2017
    I stayed several nights with Paul at his Beautiful, no... INCREDIBLE home. His 2 puppies were incredibly well behaved and loving, the floors were immaculate, and the attention...
    Reviewed 5 September 2017
    I loved staying at this beautiful condo. Paul is an excellent host and his home is spotlesss! The location is perfect only a short walk or Uber to the hip Condado area. I also...
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    About this property
    Please contact me prior to booking to ensure availability. FREE HI SPEED WIFI AIR CONDITIONED BEDROOM This is a very personalized experience- not a hotel, not a hostel but a private residence with an ON-SITE HOSTs (me and my little Chinese Pug- Lady Pugglesworth and chihuahua, Señor Nacho live...
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    San Juan, Puerto Rico 00907
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stunning 3 Bedroom W/ Ocean View - Condado Beach1 / 25
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Ocean Views
    • Wi-Fi
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    My family and I had a great time in Condado on the main strip. This apartment is located on Ashford Avenue, which is where everything was located. The beach is a walk across the...
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    About this property
    One of the two large, half-floor, 3-bedroom apartments located on the 7th floor of a quiet building in the neighborhood of Condado, the heart of San Juan, with stunning beach views and a balcony facing the ocean. The private apartment is located across the street from the beach (one block),...
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    San Juan, Puerto Rico 00907
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Yacht stay in charming Marina, located in the city centre. Around a lot of restaurants and cafes, beaches. 15 minutes walk to the old town and 5 minutes to Ashford Ave. Near public transportation. You will enjoy the atmosphere and views around the boat. Suitable for couples, and groups. The...
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    Location Information
    San Juan, Puerto Rico 00907
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    The House of Zen : Full Grid Power & Recently Renovated with Backup Generator1 / 28
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Ocean Views
    • Terrace
    • Housekeeping Included
    • Waterfront
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 2016
    House of Zen exceeded all of our expectations. The location, the interior of the house, Simon and Carrilyn's hospitality and knowledge about San Juan ... wow ...Here are some...
    Reviewed 21 June 2016
    House of Zen was a great vacation spot that allowed for us to see all of San Juan. Simon and Luna were excellent hosts and directed us to all of the best adventures on the...
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    About this property
    Recently renovated after the storm and open for hosting relief workers and travelers seeking safe housing. 3 floors, 3 bathrooms, 4 bedrooms with large mattresses, rooftop garden and view of the ocean. A unique island experience in the heart of a historic city. Walking distance from castles,...
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    San Juan, Puerto Rico 00901
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Secure Parking
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedrooms, 2 Bathrooms, Terrace, Mountain And Ocean View Beautiful 12 floor penthouse located 100% downtown, walking distance to restaurants, beaches, shows, bars, supermarkets and others. Roofed parking space. Only bring your clothes and enjoy this amazing condo. This property has 2 bedrooms, 2...
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    Location Information
    San Juan, Puerto Rico 00911
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    BEAUTIFUL-12 steps to BEACH OCEAN PARK -Private POOL. -Townhouse-max 6. 24/71 / 31
    (50)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    We have passed a good time at San Juan and at the beach. This appartment was really nice, clean and really near of the beach. Ana is a nice person and very helpful. She is a...
    Reviewed 29 March 2017
    We really enjoyed our stay at this property! The kids were delighted the first day when we walked to the beach - "it really IS 20 steps!" they shouted! And what a...
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    About this property
    Cute charming walk-up located 12 STEPS from the sand of the most beautiful urban beach in Puerto Rico, Ocean Park. The master has a queen bed and the second room has two twin beds, the sofa in the living room makes another two twin beds. Located between Condado and Ocean Park, San Juan, a lively...
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    Location Information
    San Juan, Puerto Rico 00911
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SEASIDE CONDO, SAN JUAN, PUERTO RICO1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Housekeeping Included
    • Secure Parking
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2016
    Owner very nice.Unit was clean and located in a great area.The views were stunning.ESJ in transition,could use some updating and polishing.Staff helpful,again,needs to be...
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    About this property
    10 minutes from San Juan airport Fully equipped kitchen with dishwasher Washer and dryer in apartment Building security at entrance and on grounds Internet and WiFi available Car rental available nearby and free indoor parking for one car Outside pool Restaurant, bar and convenience store in...
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    Location Information
    San Juan, Puerto Rico 00979
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Secure Parking
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy yourself in a beautiful apartment recently renovated with brand new appliances and furniture. The introductory price is for limited time. It has the best location with ocean view and within a few minutes to the beach, bars, casinos, restaurants, and high fashion retailers. You cannot find a...
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    Location Information
    San Juan, Puerto Rico 00907
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Balcony
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thrilling no-thrills room in 1940's era colonial style building with private entrance, small private bath, beach view, high ceiling, native mosaic tile floors,fresh ocean breeze through two big windows and ample closet space. shady balcony overlooking interior patio !!!! NEW Amenities!! !!!! MINI...
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    Location Information
    San Juan, Puerto Rico 00911
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our private studio is air conditioned with private entrance and parking space. A double bed, dinning room set for 2, fully equipped kitchen with stove, fridge, microwave and breakfast such as oatmeal, cereal, granola bars, fruit, coffee, tea, hot chocolate, milk and bottle water. As a welcoming...
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    San Juan, Puerto Rico 00921
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Terrace
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A tropical and tranquil paradise just 9mi from the SJU airport. Gated community with only 15 homes on the lake. The casita has its own private entrance and terrace area. The apt features 1BR, 1BTH, LR, DR, KIT, AC, parking, wifi, towels and toiletries. We also supply coffee, tea and pastries. This...
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    San Juan, Puerto Rico 00926
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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 2
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    BEACHY APARTMENT IN SAN JUAN BEACH DOWN THE STREET1 / 22
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • DVD Player
    • Porch
    • Cable/satellite TV
    • Terrace
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2016
    It's a very clean and adequate place to stay! No one at the airport knew where this place was, so I provided Christina's number. They were able to find it once she said that it...
    Reviewed 3 March 2016
    The moment we arrived at the Beachy Apartment in San Juan, we knew that we had made the right decision when we were warmly greeted by the owner, Christina. The apartment is the...
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    About this property
    This apartment is perfect for you if you are looking to have a different experience from the usual tourist in a chain hotel. Enjoy Puerto Rico in its true essence. This apartment is in the best location you can possibly hope for. The apartment itself is on a second floor. It has a personal, private...
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    Location Information
    San Juan, Puerto Rico 00911
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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