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Summerland Key 2-bedroom Vacation Rentals, House Rentals & More - 21 Rentals Available.

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21 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 17

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$144.00

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from $144.00 / night

Your search has been expanded 19.9 miles to include more rentals

1 / 12

Key West House - 7.5 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$465.00

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from $465.00 / night

1 / 8

Key West House - 6.8 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$536.00

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from $536.00 / night

1 / 9

Key West House - 7.6 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$344.00

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from $344.00 / night

1 / 11

Key West House - 7.8 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$394.00

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from $394.00 / night

1 / 26

Key West House - 7 miles away

  • 5
  • 10
  • 28 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$743.00

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from $743.00 / night

(4)

1 / 11

Key West Guest house - 6.8 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented the Conch House for our honeymoon and it was perfect! We loved the secluded feeling and the private beach. Carol was wonderful to work with and had fresh eggs and champagne waiting for us in our fridge. She picked fresh veggies for us to...”
- Review left on 04/20/2016

$393.00

Excellent (4 reviews)

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from $393.00 / night

(2)

1 / 29

Cudjoe Key House - 2 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool
“The view was outstanding, the property had great amenities, and the home had all items as advertised. We were happy campers...”
- Review left on 03/13/2017

$229.00

Very Good (2 reviews)

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from $229.00 / night

1 / 16

Key West House - 6.8 miles away

  • 3
  • 6
  • 30 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$284.00

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from $284.00 / night

(5)

1 / 13

Ramrod Key House - 2.6 miles away

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We enjoyed our vacation in this spacious home. We had 5 adults and 2 small boys and never felt cramped. The wood floors and opened concept allowed us to spend a lot of time together. Great dock for the boat! Just a couple of minutes to open water....”
- Review left on 08/02/2016

$1.00

Very Good (5 reviews)

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from $1.00 / night

1 / 23

Stock Island Townhouse - 19.6 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$162.00

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from $162.00 / night

1 / 24

Key West House - 19.6 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$162.00

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from $162.00 / night

1 / 24

Key West House - 19.7 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$162.00

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from $162.00 / night

(6)

1 / 24

Key West House - 19.5 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$210.00

Excellent (6 reviews)

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from $210.00 / night

(28)

1 / 23

Key West House - 19.5 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$156.00

Very Good (28 reviews)

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from $156.00 / night

1 / 22

Key West House - 19.6 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$162.00

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from $162.00 / night

1 / 28

Stock Island Townhouse - 19.4 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$221.00

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from $221.00 / night

1 / 23

Key West House - 19.7 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$165.00

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from $165.00 / night

1 / 21

Stock Island Townhouse - 19.9 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$107.00

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from $107.00 / night

(2)

1 / 23

Key West House - 19.7 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$162.00

Average (2 reviews)

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from $162.00 / night

(11)

1 / 24

Key West House - 19.5 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly

$225.00

Very Good (11 reviews)

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from $225.00 / night