Holiday homes by the sea in Jackson Square

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B&B and Vacation Rentals
B&B and Vacation Rentals
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

  • Speakeasy Inn – Adults Only

    • Hotel
    12.6 Exceptional (1634)
    With a stay at Speakeasy Inn – Adults Only, you'll be centrally located in Key West, steps from Duval Street and within a 5-minute drive of Mallory Square. This guesthouse is 0.3 mi (0.4 km) from Southernmost ...
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  • The Guesthouses at Southernmost Beach Resort - Adults only

    • Hotel
    12.3 Exceptional (2533)
    With a stay at The Guesthouses at Southernmost Beach Resort - Adults only, you'll be centrally located in Key West, steps from Duval Street and within a 5-minute drive of Mallory Square. This upscale ...
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  • L'Habitation Guest House

    • Hotel
    12.3 Exceptional (2005)
    With a stay at L'Habitation Guest House in Key West (Key West Historic District), you'll be steps from Duval Street and 4 minutes by foot from Audubon House and Tropical Gardens. This guesthouse is 0.4 ...
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  • Heron House - Adult Only

    • Hotel
    12 Exceptional (3109)
    Heron House - Adult Only is centrally located in Key West, a 3-minute walk from Duval Street and 10 minutes by foot from Ernest Hemingway Home and Museum. This bed & breakfast is 0.6 mi (1 km) from Mallory ...
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  • Marrero's Guest Mansion

    • Hotel
    12.5 Exceptional (967)
    With a stay at Marrero's Guest Mansion in Key West (Key West Historic District), you'll be steps from Duval Street and 9 minutes by foot from Mallory Square. This bed & breakfast is 0.8 mi (1.3 km) from ...
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  • Hyatt Vacation Club at Sunset Harbor, Key West

    • Hotel
    8.1 Fabulous (284)
    With a stay at Hyatt Vacation Club at Sunset Harbor, Key West in Key West (Old Town Key West), you'll be within a 5-minute walk of Duval Street and Mallory Square. This apartment is 1.1 mi (1.8 km) from ...
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  • The Knowles House

    • Hotel
    9.3 Exceptional (532)
    With a stay at The Knowles House in Key West (Key West Historic District), you'll be within a 10-minute walk of Duval Street and Flagler Station Oversea Railway Historeum. This bed & breakfast is 0.9 ...
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  • Heron House Court - Adult Only

    • Hotel
    12 Exceptional (2984)
    With a stay at Heron House Court - Adult Only in Key West (Key West Historic District), you'll be within a 5-minute drive of Duval Street and Mallory Square. This guesthouse is 1.1 mi (1.7 km) from Ernest ...
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  • The Hollinsed House "Victorian Delights" - Large 1 Bedroom

    • 4 Guests · 1Bedroom
    11.2 Exceptional (240)
    Located by the sea, this vacation home is in Key West Historic District, 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 ...
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  • Smallest Bar Inn

    • Hotel
    6 Pleasant (382)
    A stay at Smallest Bar Inn places you in the heart of Key West, steps from Duval Street and Ripley's Believe It or Not. This guesthouse is 0.2 mi (0.3 km) from Mallory Square and 0.7 mi (1.2 km) from ...
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  • Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays

    • 5 Guests · 1Bedroom
    9.2 Exceptional (12)
    Boasting air-conditioned accommodation with a patio, Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays is situated in Key West. ...
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  • Key West Casa by Avantstay Communal Pool BBQ & Patio Near Duval Street Week Long Stays Only

    • Hotel
    10 Exceptional (3)
    Located in Key West (Old Town Key West), this apartment is within a 15-minute walk of Duval Street and Mallory Square. This apartment is 0.7 mi (1.2 km) from Southernmost Point and 2.5 mi (4 km) from ...
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  • Southard Seascape in Truman Annex Shipyard

    • 3 Guests · 1Bedroom
    9.6 Exceptional (11)
    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 looking for area ...
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  • Updated Studio with Heated Pool | Carey's Corner

    • 2 Guests · 0Bedroom
    12.8 Exceptional (57)
    Located by the sea, this apartment is in Old Town Key West, a neighborhood in Key West. Key West Lighthouse and Keeper's Quarters Museum and Ernest Hemingway Home and Museum are local landmarks, and travelers ...
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  • ~ROOSTER CONCH~ Amazing location with shared pool and covered balcony!

    • 4 Guests · 1Bedroom
    10 Exceptional (43)
    Located in Key West, this apartment is in the city center. Key West Golf Club and Robbie's are worth checking out if an activity is on the agenda, while those looking for area attractions can visit The ...
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  • Lazy Lane at The Truman Annex - Pool & Parking

    • 6 Guests · 2Bedrooms
    10.1 Exceptional (12)
    Located by the sea, 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 experience ...
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  • Matisse Manor #5

    • 2 Guests · 1Bedroom
    13.5 Exceptional (46)
    Set in the centre of Key West, 300 metres from Fort Zachary Taylor State Park Beach and 800 metres from South Beach, Matisse Manor #5 offers air conditioning. Guests benefit from a patio and an outdoor ...
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  • Sea Breeze by Brightwild | Off-Street Parking!

    • 6 Guests · 2Bedrooms
    12.5 Exceptional (69)
    Located by the sea, this condo is in Old Town Key West, a neighborhood in Key West. Key West Lighthouse and Keeper's Quarters Museum and Ernest Hemingway Home and Museum are local landmarks, and some of ...
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  • Royal Palm by Brightwild

    • 2 Guests · 1Bedroom
    8.8 Fabulous (16)
    Set within the Downtown Key West district in Key West, Royal Palm by Brightwild has air conditioning, a patio, and city views. ...
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  • Traveler's Palm by Brightwild | Sun-filled w/Deck!

    • 6 Guests · 1Bedroom
    11.5 Exceptional (27)
    Located by the sea, this apartment 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 the ...
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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

  • Duval House

    • 31 Guests · 9Bedrooms
    12 Exceptional (3491)
    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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  • Coco Plum Inn

    • Hotel
    11.7 Exceptional (1225)
    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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  • The Garden House

    • 30 Guests · 10Bedrooms
    12.2 Exceptional (1581)
    Ideally located in the prime touristic area of Key West, Garden House promises a relaxing and wonderful visit. The hotel offers a high standard of service and amenities to suit the individual needs of ...
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  • The Conch House Heritage Inn

    • 18 Guests · 9Bedrooms
    13.1 Exceptional (294)
    This adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas. Every room at this bed and breakfast is air conditioned and is fitted with a ...
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  • The Artist House

    • Hotel
    12.2 Exceptional (1455)
    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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  • Westwinds Inn

    • 28 Guests · 10Bedrooms
    10.6 Exceptional (4294)
    Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast. ...
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  • Amsterdam's Curry Mansion Inn

    • 15 Guests · 6Bedrooms
    11.9 Exceptional (1794)
    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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  • Wicker Guesthouse

    • Hotel
    9.8 Exceptional (5151)
    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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  • Old Town Suites

    • 30 Guests · 10Bedrooms
    10.7 Exceptional (680)
    Old Town Suites is perfectly located for both business and leisure guests in Key West (FL). Both business travelers and tourists can enjoy the hotel's facilities and services. Family room, laundry service, ...
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  • New Orleans House - Gay Male Adult Guesthouse

    • Hotel
    10.9 Exceptional (993)
    Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. ...
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  • Nyah - Adult Exclusive

    • Hotel
    9.6 Exceptional (4819)
    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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  • 3bed 3bath Bimini Suite, 1block from Duval w/ shared pool, parking, Old Town

    • 6 Guests · 3Bedrooms
    9.6 Exceptional (79)
    Located in Key West, this guesthouse is in the city center. Mel Fisher Maritime Museum and Key West Shipwreck Museum are local attractions and those in the mood for shopping can visit Duval Street and ...
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  • Paradise Island 2bed 1bath suite 1block from Duval w/ shared pool, parking

    • 6 Guests · 2Bedrooms
    12.5 Exceptional (276)
    Located in Key West, this guesthouse is in the city center. Key West Golf Club and Robbie's are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Mel ...
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  • Charming 2bed 2bath suite, 1block from Duval, shared pool, in Old Town

    • 6 Guests · 2Bedrooms
    9 Exceptional (80)
    Located in Key West, this guesthouse is in the city center. Key West Golf Club and Robbie's are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural ...
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  • Old Town Manor

    • Hotel
    9.2 Exceptional (583)
    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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  • 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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  • Seaport Inn

    • Hotel
    8.9 Fabulous (84)
    Located in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 600 metres' walk from Mallory Dock. Every room has a flat-screen TV with cable ...
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  • Key West Bed and Breakfast

    • 11 Guests · 5Bedrooms
    10 Exceptional (1)
    Featuring garden views and a garden, Key West Bed and Breakfast features accommodation attractively located in Key West, within a short distance of Fort Zachary Taylor State Park Beach, Duval Street and ...
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  • Key West Harbor Inn - Adults Only

    • 28 Guests · 14Bedrooms
    10 Exceptional (5)
    Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property features ...
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  • L'Habitation Guesthouse- Adult Exclusive

    • 19 Guests · 8Bedrooms
    9.3 Exceptional (58)
    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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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?

  • Farmstays near Jackson Square
    Farmstays near Jackson Square
  • Hotels near Jackson Square
    Hotels near Jackson Square

Accommodation and holiday homes in Jackson Square

In and around Jackson Square the tourist has at disposal multiple 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 gorgeous 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