Holiday homes by the sea in Jackson Square

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B&B and Vacation Rentals
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FACILITIES

  • Pool
  • Non Smoking Only
  • Wi-Fi

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

Holiday rental deals near Jackson Square

We have selected the best vacation rentals near Jackson Square. Save money with Bluepillow by comparing the best deals from major travel websites near Jackson Square

  • Marrero's Guest Mansion

    • Hotel
    9.2 Exceptional (613)
    Marrero's Guest Mansion is located in Key West Historic District, a neighborhood in Key West, and is in the entertainment district and near the beach. Ernest Hemingway Home and Museum and Fort Zachary ...
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  • Heron House - Adult Only

    • Hotel
    8.8 Fabulous (1922)
    Located near the beach, Heron House - Adult Only is in Key West Historic District, a neighborhood in Key West. Mallory Square and Southernmost Point are notable landmarks, and the area's natural beauty ...
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  • DUVAL SQUARE PENTHOUSE! A gorgeous condo on Duval St with room for everyone!

    • 10 Guests · 4Bedrooms
    9.8 Exceptional (37)
    Located by the sea, DUVAL SQUARE PENTHOUSE! A gorgeous condo on Duval St with room for everyone! is in Key West Historic District, a neighborhood in Key West. City Zoo Gallery and Tennessee Williams Key ...
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  • Duval Balcony - Suite Mischief

    • 4 Guests · 1Bedroom
    9.8 Exceptional (28)
    Located on the waterfront, this apartment is in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum are cultural ...
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  • PELICAN - A cheerful condo in beautiful Truman Annex and close to Duval St.

    • 4 Guests · 2Bedrooms
    10 Exceptional (182)
    Located near the beach, this condo is in Old Town Key West, a neighborhood in Key West. Key West Golf Club and Robbie's are worth checking out if an activity is on the agenda, while those in the mood for ...
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  • Angelina Guest House

    • 48 Guests · 16Bedrooms
    8 Fabulous (51)
    With a stay at Angelina Guest House in Key West (Key West Historic District), you'll be steps from Duval Street and 10 minutes by foot from Southernmost Point. This guesthouse is 0.7 mi (1.1 km) from ...
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  • Duval balcony - street suite

    • 2 Guests · 0Bedroom
    9.8 Exceptional (17)
    Located near the beach, this apartment is in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum are local landmarks, ...
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  • Craig & Cindy Key West Truman Annex Mills Place Condo (2 bedrooms 2 baths)

    • 6 Guests · 2Bedrooms
    10 Exceptional (6)
    This condo is located in Old Town Key West, a neighborhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty ...
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  • Key Lime Pie Suite at Top Of Duval

    • 4 Guests · 1Bedroom
    9.8 Exceptional (14)
    This condo is located in Key West Historic District, a neighborhood in Key West, and is in the city center. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, ...
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  • Old Town Key West Condo - MONTHLY RENTALS ONLY

    • 4 Guests · 2Bedrooms
    10 Exceptional (4)
    Located in Key West, this condo is in the city center. Donkey Milk House and Key West Historic Seaport are local landmarks, and some of the area's activities can be experienced at Key West Golf Club and ...
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  • Perfect Old Town Location, walk to the Harbor and Duval Street!

    • 4 Guests · 1Bedroom
    10 Exceptional (1)
    This apartment is located in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural ...
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  • Charming Condo on a quiet street in the Historic Seaport District.

    • 4 Guests · 2Bedrooms
    10 Exceptional (1)
    Located on the waterfront, this condo is in Key West Historic District, a neighborhood in Key West. Sails To Rails Museum at Flagler Station and Donkey Milk House are cultural highlights, and travelers ...
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  • Historic Apartment On The Waterfront

    • 4 Guests · 1Bedroom
    10 Exceptional (2)
    Located on the waterfront, this apartment is in Key West Historic District, a neighborhood in Key West. The area's natural beauty can be seen at Florida Keys National Marine Sanctuary and Florida Keys ...
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  • MAI TAI TERRACE - KEY WEST

    • 6 Guests · 2Bedrooms
    9.8 Exceptional (10)
    Located near the beach, this condo is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum are local landmarks, and some ...
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  • Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

    • 2 Guests · 1Bedroom
    9.9 Exceptional (287)
    Located on the waterfront, this condo is in Old Town Key West, a neighborhood in Key West. Key West Golf Club and Robbie's are worth checking out if an activity is on the agenda, while those wishing to ...
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  • Club Cuba Suite at Top of Duval

    • 3 Guests · 0Bedroom
    9.6 Exceptional (37)
    This condo is located in Key West Historic District, a neighborhood in Key West, and is in the city center. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, ...
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  • Upscale end unit home @ Truman Annex close to Duval St

    • 3 Guests · 1Bedroom
    9.9 Exceptional (171)
    Located near the beach, this condo is in Old Town Key West, a neighborhood in Key West. Harry S. Truman Little White House and Ernest Hemingway Home and Museum are local landmarks, and the area's natural ...
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  • Amazing Open Ocean View Penthouse at Heart of Key West Mills Place Truman Annex

    • 3 Guests · 0Bedroom
    9.4 Exceptional (24)
    This condo is located in Old Town Key West, a neighborhood in Key West, and is in the city center and on the waterfront. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are ...
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  • PARADISE PLACE:A tastefully decorated space in the heart of Old Town Key West

    • 6 Guests · 2Bedrooms
    10 Exceptional (60)
    Located by the sea, PARADISE PLACE:A tastefully decorated space in the heart of Old Town Key West is in Key West Historic District, a neighborhood in Key West. City Zoo Gallery and Tennessee Williams Key ...
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  • Mango Hideaway at the Eyebrow House

    • 3 Guests · 1Bedroom
    9.8 Exceptional (75)
    This apartment is located in Key West Historic District, a neighborhood in Key West. Tennessee Williams Key West Exhibit and Ernest Hemingway Home and Museum are cultural highlights, and some of the area's ...
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Save on Bed & Breakfast near Jackson Square

Are you looking for an accommodation near Jackson Square and do you want to save money? Choose from 20 Bed & Breakfasts near Jackson Square

  • The Conch House Heritage Inn

    • Hotel
    9.8 Exceptional (263)
    Located near the beach, The Conch House Heritage Inn is in Key West Historic District, a neighborhood in Key West. The area's natural beauty can be seen at Higgs Beach and Smathers Beach, while Ernest ...
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  • Marrero's Guest Mansion

    • Hotel
    9.2 Exceptional (613)
    Marrero's Guest Mansion is located in Key West Historic District, a neighborhood in Key West, and is in the entertainment district and near the beach. Ernest Hemingway Home and Museum and Fort Zachary ...
    Check Availability

  • Heron House - Adult Only

    • Hotel
    8.8 Fabulous (1922)
    Located near the beach, Heron House - Adult Only is in Key West Historic District, a neighborhood in Key West. Mallory Square and Southernmost Point are notable landmarks, and the area's natural beauty ...
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  • Weatherstation Inn

    • Hotel
    9.2 Exceptional (2017)
    Located near the beach, Weatherstation Inn is in Old Town Key West, a neighborhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the ...
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  • Nyah - Adult Exclusive

    • Hotel
    8.1 Fabulous (3848)
    This bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. ...
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  • Duval Inn - Key West

    • 30 Guests · 10Bedrooms
    8.6 Fabulous (2127)
    Duval Inn is a popular choice amongst travelers in Key West (FL), whether exploring or just passing through. Both business travelers and tourists can enjoy the hotel's facilities and services. Take advantage ...
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  • Andrews Inn & Garden Cottages

    • 13 Guests · 6Bedrooms
    9.7 Exceptional (289)
    Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool. ...
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  • Knowles House B&B - Adult Only

    • 30 Guests · 10Bedrooms
    9.3 Exceptional (782)
    Knowles House B&B is a popular choice amongst travelers in Key West (FL), whether exploring or just passing through. The hotel offers a high standard of service and amenities to suit the individual needs ...
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  • The Artist House

    • Hotel
    7.3 Very Good (1382)
    This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot ...
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  • Amsterdam's Curry Mansion Inn

    • 15 Guests · 6Bedrooms
    9.3 Exceptional (916)
    This Key West, Florida bed and breakfast offers free Wi-Fi. Guests can enjoy the outdoor pool and proximity to major attractions, such as the Ernest Hemingway Home and Museum, which is 1.1 km away. ...
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  • Old Town Manor

    • Hotel
    9.2 Exceptional (580)
    This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, ...
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  • L'Habitation Guesthouse- Adult Exclusive

    • 19 Guests · 8Bedrooms
    9.3 Exceptional (56)
    Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and a ...
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  • Duval Gardens

    • Hotel
    9.3 Exceptional (1858)
    One of our bestsellers in Key West! This property is 10 minutes walk from the beach. This adult-only Key West, Florida bed and breakfast is just three blocks from the Butterfly and Nature Conservatory. ...
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  • Avalon Bed and Breakfast

    • Hotel
    9.2 Exceptional (3057)
    One of our top picks in Key West.This property is 10 minutes walk from the beach. Located on historic Duval Street, this historic Key West bed and breakfast is 750 yards from Ernest Hemingway’s House and ...
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  • Coco Plum Inn

    • Hotel
    9.4 Exceptional (999)
    Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for ...
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  • Duval House

    • 31 Guests · 9Bedrooms
    6.3 Pleasant (3601)
    Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi. A flat-screen cable TV is featured in ...
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  • Seascape Tropical Inn

    • 30 Guests · 10Bedrooms
    9 Exceptional (1320)
    The 3-star Seascape Tropical Inn offers comfort and convenience whether you're on business or holiday in Key West (FL). The hotel offers a wide range of amenities and perks to ensure you have a great time. ...
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  • Marreros Guest Mansion - Adult Only

    • Hotel
    8.8 Fabulous (332)
    Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property. ...
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  • The Cabana Inn Key West - Adult Exclusive

    • Hotel
    8.7 Fabulous (4015)
    Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour ...
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  • Wicker Guesthouse

    • Hotel
    7.9 Very Good (3982)
    Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse offers a large tropical garden and an outdoor pool. Rooms feature free Wi-Fi. ...
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Farmhouse or Hotel? Choose from the best offers

Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?

Accommodation and holiday homes in Jackson Square

In and around Jackson Square the tourist has at disposal many types of holiday accommodation for holidays by the sea, for a lone traveller, a small or large family or even a group.
Jackson Square offers: 984 apartments, 285 hotels, 116 b&bs, 635 independent homes, 79 villas and much more by the sea.
The accommodation in this area has positive reviews: the tourists have written 53,632 reviews with a score of 10.0 Excellent and 8,355 reviews with a score of 8.0 Very Good, over a total of 123,191 reviews.
For your stay in the enchanting destination Jackson Square, the best features are Pets Allowed, Pool, Kitchen, Spa and Parking.

Jackson Square: the best offers for the best accommodation and holiday homes

How much doeas it cost to stay in Jackson Square? The more economical accommodation in Jackson Square has an average cost of 385 pounds per night.

Other areas of the city that could be of interest to you

Mallory Square
Mallory Dock
Key West Shipwreck Treasure Museum
Key West National Wildlife refuge
Key West Cemetery
Key West Butterfly and Nature Conservatory
Key West Aquarium
Harry S Truman Little White House
Fury Water Adventures Key West
Fort Zachary Taylor Historic State Park
Fort East Martello Museum
Ernest Hemingway Home and Museum
East Martello Museum
Duval Street
Dog Beach
Curry Mansion Museum
Classic Harbor Line