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562 properties in and around Longboat Key

Longboat KeyShow on map1.1 miles from centre
Beachfront
This beachfront property boasts a private beach area, year-round outdoor swimming pool, and fitness centre.

Mobility Accessible Resort View King

  • 1 extra-large double bed
  • Only 1 room left at this price on our site
Per night
Price US$987
3 nights, 2 adults

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The St. Regis Longboat Key Resort
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This property spends a little extra to appear in this spot, and it matches your search criteria.
Longboat KeyShow on map5.1 miles from centre
Beachfront
Offering a private beach area, spa facilities, and a stunning swimming pool with a view.

Superior 2 Queen Room - Partial Bay View

  • 2 large double beds
  • No prepayment needed – pay at the property
    Only 3 rooms left at this price on our site
Per night
Price US$3,722
3 nights, 2 adults
Longboat KeyShow on map0.2 miles from centre
Beachfront
Offering a private beach area, beachfront access, and a year-round outdoor swimming pool for relaxation.

Cottage

  • Entire bungalow2 bedrooms1 living room2 bathrooms1 kitchen1,281 ft²
    4 beds (2 singles, 1 extra-large double, 1 sofa bed)
  • Only 1 left at this price on our site
Per night
Original price US$770. Current price US$723.
3 nights, 2 adults
Longboat KeyShow on map3.1 miles from centreBeach nearby
450 feet from beach
This apartment offers a year-round outdoor swimming pool, hot tub, and private check-in services.

Apartment

  • Entire apartment2 bedrooms1 living room2 bathrooms1 kitchen1,604 ft²
    4 beds (2 singles, 1 extra-large double, 1 sofa bed)
  • Only 1 left at this price on our site
Per night
Price US$761
3 nights, 2 adults
Longboat KeyShow on map0.3 miles from centreBeach nearby
750 feet from beach
Spacious apartment with a spa and wellness centre, free on-site private parking, and concierge service.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms1 living room1 bathroom1 kitchen1,012 ft²
    4 beds (1 extra-large double, 1 sofa bed, 2 large doubles)
Per night
Original price US$811. Current price US$762.
3 nights, 2 adults
Longboat KeyShow on map0.3 miles from centreBeach nearby
550 feet from beach
Spacious apartment with a spa and wellness centre, outdoor swimming pool, and free on-site parking.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms1 living room2 bathrooms1 kitchen1,012 ft²
    4 beds (1 extra-large double, 1 sofa bed, 2 large doubles)
Per night
Original price US$809. Current price US$760.
3 nights, 2 adults
Longboat KeyShow on map0.3 miles from centreBeach nearby
800 feet from beach
Spacious apartment with sea views, outdoor swimming pool, spa, and free on-site private parking.

One-Bedroom Apartment

  • Entire apartment1 bedroom1 living room1 bathroom1 kitchen710 ft²
    2 beds (1 extra-large double, 1 sofa bed)
Per night
Original price US$700. Current price US$656.
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
Spacious apartment offers a private beach area, outdoor swimming pool, and free on-site parking.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms2 bathrooms1,259 ft²
    3 beds (1 extra-large double, 2 large doubles)
Per night
Original price US$1,734. Current price US$1,435.
3 nights, 2 adults
Longboat KeyShow on map1.9 miles from centre
Beachfront
This beachfront apartment offers a private beach area, swimming pool with a view, and garden.

Studio Apartment

  • Entire apartment1 bedroom1 bathroom1 kitchen366 ft²
    1 large double bed
  • Only 1 left at this price on our site
Per night
Price US$694
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
Spacious apartment offers a private beach area, beachfront access, and year-round outdoor swimming pool.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms2 bathrooms1 kitchen1,012 ft²
    3 beds (2 singles, 1 large double)
Per night
Original price US$1,594. Current price US$1,322.
3 nights, 2 adults
Longboat KeyShow on map4.1 miles from centre
Spacious apartments offer air-conditioning, private bathrooms, kitchens, and balconies for a comfortable stay.

One-Bedroom Apartment

  • Entire apartment1 bedroom1 bathroom1 kitchen732 ft²
    1 large double bed
  • Only 2 left at this price on our site
Per night
Original price US$558. Current price US$440.
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
This spacious apartment offers beachfront access and a year-round outdoor swimming pool for relaxation.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms1 bathroom1 kitchen700 ft²
    3 beds (2 singles, 1 extra-large double)
Per night
Original price US$1,194. Current price US$1,000.
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
Spacious beachfront apartment with outdoor swimming pool, perfect for a relaxing holiday getaway.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms1 bathroom1 kitchen700 ft²
    3 beds (2 singles, 1 extra-large double)
Per night
Original price US$1,194. Current price US$1,000.
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
Spacious beachfront apartment with indoor swimming pool, sea views, and heated pool for relaxation.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms2 bathrooms1 kitchen1,259 ft²
    3 beds (2 singles, 1 extra-large double)
Per night
Original price US$1,594. Current price US$1,322.
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
Spacious apartment offers beachfront access, a year-round outdoor swimming pool, and stunning sea views.

Three-Bedroom Apartment

  • Entire apartment3 bedrooms2 bathrooms1 kitchen1,744 ft²
    4 beds (2 singles, 2 extra-large doubles)
Per night
Original price US$2,376. Current price US$1,952.
3 nights, 2 adults
Longboat KeyShow on map1.5 miles from centre
Beachfront
Spacious apartment offers beachfront access, year-round outdoor swimming pool, and private check-in services.

Two-Bedroom Apartment

  • Entire apartment2 bedrooms1 bathroom1,001 ft²
    3 beds (2 singles, 1 extra-large double)
Per night
Price US$1,194
3 nights, 2 adults
BradentonShow on map2.9 miles from Longboat Key
Spacious holiday home with a year-round outdoor swimming pool, spa, and free on-site parking.

Two-Bedroom House

  • Entire holiday home2 bedrooms2 bathrooms1 kitchen1,679 ft²
    2 beds (1 extra-large double, 1 large double)
Per night
Original price US$946. Current price US$893.
3 nights, 2 adults
BradentonShow on map2.8 miles from Longboat Key
This spacious holiday home boasts a year-round outdoor swimming pool and free WiFi for guests.

Four-Bedroom House

  • Entire holiday home4 bedrooms2 bathrooms1 kitchen2,185 ft²
    5 beds (2 singles, 2 extra-large doubles, 1 large double)
Per night
Original price US$1,088. Current price US$1,028.
3 nights, 2 adults
BradentonShow on map2.9 miles from Longboat Key
Spacious holiday home offers sea views, private pool, air-conditioning, and free on-site private parking.

Three-Bedroom Holiday Home

  • Entire holiday home3 bedrooms2 bathrooms1 kitchen1,841 ft²
    5 beds (2 singles, 1 double, 2 extra-large doubles)
Per night
Price US$1,169
3 nights, 2 adults
BradentonShow on map4.6 miles from Longboat Key
This property offers a fitness centre, year-round outdoor swimming pool, and free on-site parking.

Standard Room with Two Queen Beds

  • 2 large double beds
  • Breakfast included
    No prepayment needed – pay at the property
    Only 6 rooms left at this price on our site
Per night
Price US$442
3 nights, 2 adults
BradentonShow on map4.2 miles from Longboat Key
Offering a fitness centre, year-round outdoor swimming pool, and private check-in & check-out services.

Studio, 2 Queen

  • 2 large double beds
  • Breakfast included
    No prepayment needed – pay at the property
    Only 5 rooms left at this price on our site
Per night
Price US$457
3 nights, 2 adults
BradentonShow on map5.2 miles from Longboat Key
Offering a year-round outdoor swimming pool, free on-site parking, and family rooms for comfort.

Non-Smoking - King Room

  • 1 extra-large double bed
  • Breakfast included
    No prepayment needed – pay at the property
    Only 4 rooms left at this price on our site
Per night
Price US$214
3 nights, 2 adults
SarasotaShow on map5.3 miles from Longboat Key
This property offers a year-round outdoor swimming pool, fitness centre, bar, and sun terrace.
Late Escape Deal

Queen Room with Two Queen Beds and City View - Non-Smoking

  • 2 large double beds
  • Breakfast included
    No prepayment needed – pay at the property
Per night
Original price US$349. Current price US$297.
3 nights, 2 adults
Bradenton BeachShow on map5.4 miles from Longboat KeyBeach nearby
150 feet from beach
Offering a sun terrace, year-round outdoor swimming pool, and free on-site private parking.

Beachfront Luxury King Room

  • Entire studio1 bathroom237 ft²
    1 large double bed
  • High-speed internet
    Only 1 left at this price on our site
Per night
Original price US$1,741. Current price US$1,166.
3 nights, 2 adults
Bradenton BeachShow on map4.9 miles from Longboat Key
150 feet from beach
Offering a private beach area, year-round outdoor swimming pool, and free on-site parking.

King Suite

  • Private suite1 bedroom1 living room1 bathroom323 ft²
    3 beds (1 double, 1 sofa bed, 1 large double)
  • Breakfast included
    Only 5 left at this price on our site
Per night
Original price US$1,032. Current price US$949.
3 nights, 2 adults