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26 properties in and around Summerland Key

Summerland KeyShow on map5.1 miles from centre
This holiday home offers a bar, year-round outdoor swimming pool, and free on-site parking.

One-Bedroom House

  • Entire holiday home1 bedroom1 living room1 bathroom398 ft²
    2 beds (1 extra-large double, 1 sofa bed)
  • Only 2 left at this price on our site
Per night
Price US$829
3 nights, 2 adults

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Summerland KeyShow on map4.8 miles from centre
This property boasts a private beach area, swimming pool with a view, restaurant, and bar.

Suite

  • 3 beds (1 bunk bed, 1 sofa bed, 1 large double)
Per night
Price US$613
3 nights, 2 adults
Summerland KeyShow on map2.3 miles from centre
A vibrant motel offering a restaurant, bar, year-round outdoor swimming pool, and live entertainment.

Queen Room with Two Queen Beds

  • 2 large double beds
Per night
Price US$529
3 nights, 2 adults
Cudjoe KeyShow on map2 miles from Summerland Key
This villa offers a swimming pool with a view, sauna, garden, and free on-site parking.

Two-Bedroom Villa

  • Entire villa2 bedrooms1 living room2 bathrooms1 kitchen753 ft²
    3 beds (1 sofa bed, 2 large doubles)
Per night
Price US$916
3 nights, 2 adults
Cudjoe KeyShow on map2 miles from Summerland Key
Beachfront
This villa offers a private beach area, swimming pool with a view, and tennis court access.

Two-Bedroom Villa

  • Entire villa2 bedrooms1 living room2 bathrooms1 kitchen850 ft²
    4 beds (2 singles, 1 sofa bed, 1 large double)
Per night
Price US$942
3 nights, 2 adults
Cudjoe KeyShow on map2.1 miles from Summerland Key
Beachfront
This holiday home offers a private beach area, swimming pool with a view, and tennis court.

Two-Bedroom House

  • Entire holiday home2 bedrooms1 living room2 bathrooms1 kitchen861 ft²
    4 beds (2 singles, 1 extra-large double, 1 sofa bed)
Per night
Price US$963
3 nights, 2 adults
Cudjoe KeyShow on map2 miles from Summerland Key
This holiday home offers a year-round outdoor swimming pool, hot tub, and stunning sea views.

Two-Bedroom House

  • Entire holiday home2 bedrooms1 bathroom1 kitchen818 ft²
    2 large double beds
Per night
Price US$655
3 nights, 2 adults
Cudjoe KeyShow on map2 miles from Summerland Key
This spacious holiday home offers spa facilities, a hot tub, and free on-site private parking.

Two-Bedroom Cottage

  • Entire bungalow2 bedrooms1 living room2 bathrooms1 kitchen850 ft²
    3 beds (1 extra-large double, 1 sofa bed, 1 large double)
Per night
Price US$1,266
3 nights, 2 adults
Cudjoe KeyShow on map2.2 miles from Summerland Key
This holiday home offers a swimming pool with a view, tennis court, and free on-site parking.
New to Booking.com

Two-Bedroom House

  • Entire holiday home2 bedrooms1 living room2 bathrooms1 kitchen861 ft²
    2 beds (1 extra-large double, 1 large double)
Per night
Price US$1,826
3 nights, 2 adults
Big Pine KeyShow on map4.8 miles from Summerland Key
This holiday home offers a private pool, air-conditioning, and free on-site private parking.
New to Booking.com

Two-Bedroom House

  • Entire holiday home1 bedroom1 bathroom1 kitchen
    2 beds (1 extra-large double, 1 large double)
Per night
Price US$581
3 nights, 2 adults
Little Torch KeyShow on map3.5 miles from Summerland Key
Beachfront
This beachfront resort offers a private beach area, swimming pool with a view, and air-conditioning.

Small Twin Room

  • 2 single beds
  • Only 1 room left at this price on our site
Per night
Price US$624
3 nights, 2 adults
Big Pine KeyShow on map5.7 miles from Summerland Key
Offering a restaurant, free on-site private parking, and comfortable air-conditioned units with amenities.

Deluxe Double Room (2 Adults + 1 Child)

  • 2 large double beds
  • Free cancellation
    Only 3 rooms left at this price on our site
Per night
Price US$497
3 nights, 2 adults
Cudjoe KeyShow on map3.4 miles from Summerland Key
This holiday home offers a garden, terrace, free WiFi, and private parking for convenience.

Three-Bedroom House

  • Entire holiday home1 bedroom3 bathrooms
    2 beds (1 extra-large double, 1 large double)
Per night
Original price US$1,534. Current price US$1,286.
3 nights, 2 adults
Cudjoe KeyShow on map3.4 miles from Summerland Key
This holiday home offers a hot tub, garden, terrace, and free on-site private parking.

Two-Bedroom House

  • Entire holiday home2 bedrooms3 bathrooms1 kitchen118 ft²
    2 extra-large double beds
Per night
Price US$1,510
3 nights, 2 adults
Big Pine KeyShow on map5.9 miles from Summerland Key
Beachfront
This adults-only property boasts a private beach area, beachfront access, and free use of bicycles.

Superior King Room

  • 1 extra-large double bed
  • Breakfast included
    Only 1 room left at this price on our site
Per night
Price US$1,410
3 nights, 2 adults
Big Pine KeyShow on map6.3 miles from Summerland Key
A stunning lodge offering a swimming pool with a view, outdoor fireplace, and family rooms.

Cottage

  • Entire bungalow2 bedrooms1 living room1 bathroom
    3 beds (1 sofa bed, 2 large doubles)
  • Only 6 left at this price on our site
Per night
Price US$473
3 nights, 2 adults
Sugarloaf ShoresShow on map7.9 miles from Summerland Key
This property boasts a garden, restaurant, year-round outdoor swimming pool, and free on-site parking.

Two Double Beds and Water View

  • 2 double beds
Per night
Price US$377
3 nights, 2 adults
Big Pine KeyShow on map6.2 miles from Summerland Key
Beachfront
This recently renovated apartment offers beachfront access, a garden, and free on-site parking.

Studio

  • Entire studio1 bedroom1 living room1 bathroom398 ft²
    1 double bed
Per night
Price US$969
3 nights, 2 adults
Big Pine KeyShow on map6.2 miles from Summerland Key
Beachfront
This spacious, recently renovated apartment offers beachfront access, a garden, and stunning sea views.

Studio

  • Entire studio1 bedroom1 living room1 bathroom495 ft²
    1 large double bed
Per night
Price US$1,283
3 nights, 2 adults
Big Pine KeyShow on map6.2 miles from Summerland Key
Beachfront
Offering beachfront access, this spacious, recently renovated apartment boasts stunning sea views and garden.

Studio

  • Entire studio1 bedroom1 bathroom603 ft²
    2 beds (1 extra-large double, 1 sofa bed)
Per night
Price US$1,293
3 nights, 2 adults
Sugarloaf KeyShow on map8.2 miles from Summerland Key
This pet-friendly holiday home boasts a private pool, terrace, garden, and stunning garden views.

Three-Bedroom House

  • Entire holiday home2 bedrooms2 bathrooms1 kitchen
    2 beds (1 extra-large double, 1 large double)
Per night
Price US$2,203
3 nights, 2 adults
Key WestShow on map8.1 miles from Summerland Key
Beachfront
This holiday home offers beachfront access, a private pool, and stunning garden views for relaxation.

Two-Bedroom House

  • Entire holiday home1 bedroom1 living room3 bathrooms1 kitchen
    4 beds (1 bunk bed, 2 sofa beds, 1 large double)
Per night
Price US$2,157
3 nights, 2 adults
Big Pine KeyShow on map6.2 miles from Summerland Key
Spacious and recently renovated holiday home with a garden, electric vehicle charging station, and free parking.

Suite

  • Private suite
    2 beds (1 extra-large double, 1 sofa bed)
Per night
Price US$1,454
3 nights, 2 adults
Sugarloaf ShoresShow on map8.1 miles from Summerland Key
Beachfront
This pet-friendly holiday home offers beachfront access, a garden, and a lovely terrace.

Five-Bedroom House

  • Entire holiday home1 bedroom1 living room3 bathrooms1 kitchen
    3 beds (1 extra-large double, 2 sofa beds)
Per night
Price US$3,491
3 nights, 2 adults
Big Pine KeyShow on map7.1 miles from Summerland Key
Offering a sun terrace and year-round outdoor swimming pool, this property ensures a relaxing stay.

Caravan

  • Mobile home1 bedroom1 living room1 bathroom1 kitchen
    2 beds (1 double, 1 sofa bed)
  • Only 2 left at this price on our site
Per night
Price US$597
3 nights, 2 adults