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South Boston Holiday Homes

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    Travellers to Boston are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    35 Matching Rentals in BostonView all 402 rentals
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    South Boston
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    South Boston
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    About this property
    Whether you're visiting Washington, D.C. for business or for pleasure, Stay Alfred's vacation rentals at Andover House have all the amenities and comforts that you need for a stress-free stay in our nation's capital. Work on business matters in the community conference room, or go work up a sweat...
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    20005, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Location! Location! Modern 2BD 2 BA w/Parking1 / 8
    (1)Excellent
    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2016
    We loved this condo. Although you had to walk up to stairs to the third floor it was worth it. It was a short walk to the metro station. The condo was clean with lots of open...
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    About this property
    Ideal location in the South Boston neighborhood, easily accessible by public transportation. Only 10 minute cab ride to/from Logan Airport. Only 10 minute walk to Convention Center!! Short walk to Downtown/Financial District, Fort Point, Seaport District and other area amenities. Very comfortable...
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Boston
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay right in the heart of the Seaport District of Boston where there are endless options of restaurants, bars, clubs, and activites to do! This apartment is in a luxury building with includes ameneties such as: gym, resident lounge, conference room, rooftop pool, and 24 concierge. As a guest,...
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    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    About this property
    Comfy 1 bedroom apartment in original neighborhood house in South Boston. Walk to downtown or Seaport. Bus transportation on the corner. Subway Red Line, Broadway Station, just down the street. Available this spring just in time for the Marathon. Bookings begin middle of April. Looking forward to...
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    02127, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Gaze at the Boston seaport skyline from this one-bedroom condo, an elegant urban home with a communal roof terrace, a gym inside the building, and a wonderful location close to the T Red and Silver Lines. This condo is located in the Signal Industries Building, a one-time cotton plant that has...
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    02127, Boston, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Terrace
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    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently located across from premier shopping, dining, and nightlife establishments. You can walk out your to your front door and you’re in walking distance to some of the city’s premier attractions. Easy access to major highways, adjacent to the Silver Line and airport water shuttle. Suite...
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    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Northern Avenue brings stylish living to the Boston waterfront. With brand new renovated apartments and amenities, you will find everything here to fit your lifestyle. We hope you find your stay relaxing and enjoyable. It is our commitment and passion to meet and exceed your expectations. Located...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2017
    I found this property on my last visit to Boston. During that trip, I was able to stay at the Renaissance Harbor side. This condo hotel is located next door and operated by...
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    About this property
    Conveniently located across from premier shopping, dining, and nightlife establishments. You can walk out your to your front door and you’re in walking distance to some of the city’s premier attractions. Easy access to major highways, adjacent to the Silver Line and airport water shuttle. Suite...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Boston Harbor View Luxury Suites1 / 10
    (2)Terrible
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently located across from premier shopping, dining, and nightlife establishments. You can walk out to your front door and you’re in for some of the city’s premier attractions. It brings stylish living to the Boston waterfront. With brand new renovated apartments and amenities, you will find...
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    02210, Boston, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Grill
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has updated hardwood flooring, appliances, lighting and more. The main level offers open-concept living and kitchen area with a 1/2 bath and full laundry off the kitchen. The chef's kitchen includes granite counters, stainless steel appliances (refrigerator that includes filtered water...
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    02127, Boston, Massachusetts
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Central Heating
    • Washer
    • Grill
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 1 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Terrace
    • Patio
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 1 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston Furnished Apartment - 30 West Broadway Street Unit 3011 / 19
    (5)Very good
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 4 November 2017
    Convenient location for downtown, subway Red Line is across the road from the accommodation and for all other sightseeing locations. Area felt safe when walking around even at...
    Reviewed 29 June 2017
    We loved this place, while waiting for my wife and kids to get ready I drank a beer and people watched out the window which is great entertainment since Starbucks and the train...
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    About this property
    The kitchen in this gorgeous 3rd floor unit is fully-equipped with appliances, including refrigerator, range with oven, microwave, pots/pans and cooking utensils. In the living room, there is a 40' flat screen TV with cable and a sofa bed that comfortably sleeps two additional guests. This living...
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful Private 3 floor condo. Bedrooms on top and bottom floors. Living room, kitchen, dining on the middle floor. Minutes to downtown Boston, Airport and all historical sites. Walking distance to beach and seaport district and convention center. Quiet Park across the street. Coffee and...
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Boston Furnished Apartment Rental - 538 East Broadway Unit 81 / 7
    (1)Excellent
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    The loction was superb, the process easy, and the apartment perfect. It is probably the best place to stay for easy access to Boston. We stayed here for two months and were very...
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    About this property
    The apartment is conveniently located right near the Red Line subway. It’s also a short walk or cab ride away from the wildly popular Seaport District, which is known for its restaurants and night life. This rear facing unit is the perfect home away from home for those coming to Boston for a month...
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Terrace
    • Patio
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 1 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From exquisite apartments to alluring amenities, Waterside Place gives you the perfect space to make the most of Boston living. It is located in Boston’s hottest neighborhood—the Seaport District. These spacious 1 Bedroom, 1 bath apartments offer approximately 800 Sq Ft of living space. Apartment...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Terrace
    • Balcony
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 1 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated two bedroom apartment available close to Seaport, two blocks from convention center and one subway stop to South Station. Open deck, short walk to grocery store and restaurants, very close to airport and few blocks from major subway line. Minutes to Downtown, the heart of Boston and...
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    South Boston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    This spacious South Boston unit is a sunny and comfortable 2-story Condo located in a duplex home containing 6 rooms, including 3 bedrooms and 2 bathrooms with central air conditioning throughout the home! Situated in a safe, nice, active urban neighborhood, our D street home is located in the...
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
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    • Central Heating
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 2 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Grill
    • Patio
    • Central Heating
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 1 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Grill
    • Balcony
    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 2 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Captivating A Street Apartment by Stay Alfred1 / 32
    (2)Excellent
    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Air Conditioning
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    • Balcony
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    We stayed in this apartment for 4 nights. Perfect location for our needs. 8 min. walk to Convention Center (you will need to climb steps to get to Summer Street), 8 minute...
    Reviewed 22 August 2017
    Having never Ben to Boston we were unsure of the area of town to stay in to best see the city and navigate it without a car. However this A Street apt was perfect. Close to the...
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    About this property
    Located in the heart of Seaport, 315 on A provides one-stop-shop living just steps away from Boston's best dining, nightlife, and entertainment. Boston's most environmentally-friendly community was designed with you in mind, boasting open kitchens, stainless-steel appliances, hardwood floors, and...
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    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Global Luxury Suites at Seaport offers breathtaking homes with unique interior layouts and gorgeous hard surface flooring. Each apartment features stainless steel appliances, oversized windows, private balconies, and beautiful views of the skyline and harbor. The environmentally friendly community...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Patio
    • Terrace
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 2 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This studio apartment is located in South Boston. Located three blocks from the red line, 4 miles from the airport and minutes to downtown Boston; this apartment is great for visiting tourists and guests going to the convention center. The Space Private guest apartment in historic South Boston....
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    Location Information
    02127, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Patio
    • Balcony
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There’s no place like home when you’re staying in one of the hottest neighborhoods in Boston! Located in the heart of the Seaport District, our luxurious 1 bedroom apartments have it all- beautiful modern design details, a fully equipped kitchen with stainless steel appliances and huge windows...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Amazing A Street Apartment by Stay Alfred1 / 32
    (1)Very good
    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2017
    We stayed in 351 on A. The standard of the accommodation was excellent- clean and will all facilities required. The only negative I'd say is that the additional sofa bed was...
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    About this property
    Located in the heart of Seaport, 315 on A provides one-stop-shop living just steps away from Boston's best dining, nightlife, and entertainment. Boston's most environmentally-friendly community was designed with you in mind, boasting open kitchens, stainless-steel appliances, hardwood floors, and...
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    Location Information
    02210, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    South Boston
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of trendy South Boston, walking distance to the Boston Convention Center, South Boston Seaport, Downtown Boston's shopping and Financial District and local beaches, our home is a great choice for business or pleasure. Cityside South Boston, is a large, comfortable home to...
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    Location Information
    02127, Boston, Massachusetts
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Boston
    3 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    My place is a unattached single family 4BD3.5BA in South Boston.Built in 2012 and features 3 levels of 2400 sqft living space. Patio on every floor. Cherry flooring, granite counter tops, stainless steel appliances and a chefs kitchen. One Garage Parking, washer and dryer in unit, tons of living...
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    Location Information
    02127, Boston, Massachusetts
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 14
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    One bedroom apartment located in the heart of the Seaport neighborhood in Boston. Views of the waterfront. Steps away from many restaurants, bars and gyms. Quick walk to the financial district, Fanueil Hall and Quincy Market. Also close to the silver line and South station. No pets or smoking...
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    Location Information
    02210, Boston, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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