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Summerland Key Pet-Friendly Vacation Rentals, House Rentals & More - 6 Rentals Available.

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6 Vacation rentals

Filters applied: Pet Friendly

1 / 12

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $200 / night

1 / 13

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $234 / night

1 / 18

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $168 / night

1 / 13

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $207 / night

1 / 13

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $100 / night

1 / 24

Summerland Key House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $267 / night

Your search has been expanded 19.5 miles to include more rentals

1 / 15

Cudjoe Key House - 2 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $70 / night

(2)

1 / 23

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

$173

Very Good (2 reviews)

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from $173 / night

1 / 16

Cudjoe Key House - 2.1 miles away

  • 3
  • 5
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $84 / night

1 / 12

Cudjoe Key House - 2.1 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $100 / night

1 / 15

Ramrod Key House - 2.1 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $120 / night

1 / 12

Ramrod Key House - 2.1 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $119 / night

1 / 15

Ramrod Key House - 2.2 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $140 / night

1 / 19

Ramrod Key House - 2.3 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $255 / night

1 / 14

Ramrod Key House - 2.4 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $100 / night

1 / 19

Cudjoe Key House - 2.4 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $95 / night

1 / 19

Cudjoe Key House - 2.4 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $134 / night

1 / 14

Cudjoe Key House - 2.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $100 / night

1 / 10

Ramrod Key House - 2.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $97 / night

1 / 11

Ramrod Key House - 2.5 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $90 / night

1 / 11

Ramrod Key House - 2.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $112 / night

1 / 15

Ramrod Key House - 2.6 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $180 / night

(5)

1 / 13

Ramrod Key House - 2.6 miles away

  • 3
  • 6
  • Min stay varies
  • 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

$158

Very Good (5 reviews)

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from $158 / night

1 / 15

Ramrod Key House - 2.6 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $120 / night

1 / 8

Little Torch Key House - 3.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $125 / night

1 / 15

Little Torch Key House - 3.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $117 / night

(48)

1 / 34

Cudjoe Key House - 3.6 miles away

  • 6
  • 14
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly

$457

Very Good (48 reviews)

Book

from $457 / night

1 / 12

Little Torch Key House - 3.7 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $94 / night

1 / 12

Little Torch Key House - 3.7 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $140 / night

1 / 16

Little Torch Key House - 4.4 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $140 / night

1 / 16

Big Pine Key House - 4.5 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $94 / night

1 / 16

Little Torch Key House - 4.7 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $104 / night

1 / 10

Lower Keys House - 4.8 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $86 / night

1 / 12

Big Pine Key House - 5.1 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $133 / night

1 / 18

Little Torch Key House - 5.2 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $97 / night

1 / 16

Little Torch Key House - 5.2 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $120 / night

1 / 17

Big Pine Key House - 5.9 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $94 / night

1 / 27

Big Pine Key House - 6.1 miles away

  • 5
  • 10
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $184 / night

1 / 16

Big Pine Key House - 6.4 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $94 / night

1 / 15

Big Pine Key House - 6.4 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $87 / night

1 / 16

Big Pine Key House - 6.5 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $200 / night

1 / 14

Big Pine Key House - 6.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $194 / night

1 / 12

Sugarloaf House - 7.5 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $140 / night

1 / 8

Sugarloaf House - 9.6 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $140 / night

(4)

1 / 24

Key West House - 19.5 miles away

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

$245

Excellent (4 reviews)

Inquire

from $245 / night

(15)

1 / 23

Key West House - 19.5 miles away

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

$195

Very Good (15 reviews)

Inquire

from $195 / night