Search 105,200+ Vacation Rentals

Big Pine Key 2-bedroom Vacation Rentals, House Rentals & More - 76 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

76 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 27

Big Pine Key House

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

$197.00

Inquire

from $197.00 / night

1 / 10

Big Pine Key House

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

$93.00

Inquire

from $93.00 / night

1 / 15

Big Pine Key House

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

$94.00

Inquire

from $94.00 / night

(1)

1 / 14

Big Pine Key House

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

$197.00

Excellent (1 reviews)

Inquire

from $197.00 / night

1 / 16

Big Pine Key House

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$200.00

Inquire

from $200.00 / night

1 / 12

Big Pine Key House

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

$140.00

Inquire

from $140.00 / night

1 / 16

Big Pine Key House

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

$100.00

Inquire

from $100.00 / night

1 / 12

Big Pine Key House

  • 2
  • 4
  • 31 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$109.00

Inquire

from $109.00 / night

Your search has been expanded 19.4 miles to include more rentals

1 / 12

Little Torch Key House - 2.1 miles away

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

$140.00

Inquire

from $140.00 / night

(1)

1 / 22

Marathon Shores House - 17.6 miles away

  • 4
  • 10
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 20 minutes

$753.00

Excellent (1 reviews)

Book

from $753.00 / night

(4)

1 / 11

Key West Guest house - 12.3 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

$394.00

Excellent (4 reviews)

Inquire

from $394.00 / night

1 / 22

Summerland Key House - 5.6 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$200.00

Inquire

from $200.00 / night

1 / 16

Cudjoe Key House - 7.9 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$92.00

Inquire

from $92.00 / night

(1)

1 / 18

Little Torch Key House - 2.2 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$130.00

Excellent (1 reviews)

Inquire

from $130.00 / night

1 / 16

Key West House - 12.3 miles away

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

$284.00

Inquire

from $284.00 / night

1 / 10

Ramrod Key House - 3.4 miles away

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

$97.00

Inquire

from $97.00 / night

1 / 19

Cudjoe Key House - 8.1 miles away

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

$134.00

Inquire

from $134.00 / night

1 / 11

Ramrod Key House - 3.4 miles away

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

$90.00

Inquire

from $90.00 / night

1 / 21

Summerland Key House - 5.8 miles away

  • 3
  • 8
  • 28 nights min
  • Child friendly

$447.00

Inquire

from $447.00 / night

1 / 18

Cudjoe Key House - 9.4 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$187.00

Inquire

from $187.00 / night

1 / 19

Cudjoe Key House - 8.1 miles away

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

$95.00

Inquire

from $95.00 / night

1 / 17

Sugarloaf House - 13.6 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$170.00

Inquire

from $170.00 / night

1 / 13

Summerland Key House - 5.8 miles away

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

$217.00

Inquire

from $217.00 / night

1 / 12

Cudjoe Key House - 9.4 miles away

  • 3
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$124.00

Inquire

from $124.00 / night

1 / 15

Cudjoe Key House - 7.7 miles away

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

$74.00

Inquire

from $74.00 / night

1 / 19

Ramrod Key House - 4.7 miles away

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

$272.00

Inquire

from $272.00 / night

1 / 11

Cudjoe Key House - 8 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$134.00

Inquire

from $134.00 / night

1 / 15

Ramrod Key House - 3.5 miles away

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

$140.00

Inquire

from $140.00 / night

1 / 12

Ramrod Key House - 3.6 miles away

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

$119.00

Inquire

from $119.00 / night

1 / 12

Sugarloaf House - 13.2 miles away

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

$140.00

Inquire

from $140.00 / night

1 / 23

Little Torch Key House - 2.1 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$190.00

Inquire

from $190.00 / night

1 / 16

Little Torch Key House - 1.6 miles away

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

$140.00

Inquire

from $140.00 / night

(12)

1 / 17

Marathon House - 18.1 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 15 minutes

“The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! We...”
- Review left on 11/03/2014

$499.00

Excellent (12 reviews)

Book

from $499.00 / night

1 / 19

Sugarloaf House - 11.2 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$189.00

Inquire

from $189.00 / night

1 / 14

Ramrod Key House - 3.4 miles away

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

$104.00

Inquire

from $104.00 / night

(4)

1 / 45

Marathon House - 18.6 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 2 hours 14 minutes

“My family and I went and stayed at this house for a week and had the most amazing time. The house was buitiful and very clean. The place had everything for the kids as well and for me to. I can't thank them enough for letting us stay in their...”
- Review left on 10/02/2016

$491.00

Excellent (4 reviews)

Book

from $491.00 / night

1 / 18

Little Torch Key House - 2.1 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$100.00

Inquire

from $100.00 / night

1 / 11

Cudjoe Key House - 9.4 miles away

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$167.00

Inquire

from $167.00 / night

1 / 17

Key West House - 19.4 miles away

  • 2
  • 4
  • 28 nights min
  • Child friendly

$150.00

Inquire

from $150.00 / night

1 / 8

Little Torch Key House - 2.8 miles away

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

$132.00

Inquire

from $132.00 / night