Search 105,200+ Vacation Rentals

Florida Keys Pet-Friendly Vacation Rentals, House Rentals & More - 115 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

115 Vacation rentals

Filters applied: Pet Friendly

1 / 24

Marathon Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$201.00

Inquire

from $201.00 / night

1 / 17

Summerland Key House

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

$142.00

Book

from $142.00 / night

(2)

1 / 17

Key Largo Townhouse

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The location is amazing everything is so close, shopping, nightlife! This our second year coming back every one is so friendly. We loved it. You don't need to go nowhere Norman the owner has everything that you need , kayak,snorkeling gear fishing...”
- Review left on 03/23/2017

$250.00

Excellent (2 reviews)

Inquire

from $250.00 / night

(11)

1 / 24

Key Largo House

  • 3
  • 9
  • 28 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“My family and my sister's family visited this wonderful home over Spring Break and couldn't have been happier. Helen did everything she could to make sure we were comfortable and quickly settled so that we could get straight down to enjoying...”
- Review left on 07/19/2017

$201.00

Excellent (11 reviews)

Inquire

from $201.00 / night

(5)

1 / 12

Ramrod Key House

  • 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

$158.00

Very Good (5 reviews)

Inquire

from $158.00 / night

(19)

1 / 27

Islamorada House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This house is the best!!!!! We had two familys staying and was perfect. The separate living quarters made our trip very enjoyable and very roomy. The house upstairs is remarkable and very up to date as well as downstairs. The back yard is your own...”
- Review left on 08/09/2016

$458.00

Excellent (19 reviews)

Inquire

from $458.00 / night

(1)

1 / 27

Key Largo House

  • 3
  • 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$160.00

Excellent (1 reviews)

Book

from $160.00 / night

(23)

1 / 32

Key Largo Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We have been coming to Key Largo for the past three years and by far this was our most enjoyable stay. We are looking forward to returning next year. You could not asked for a better host than Norman. Very accommodating. The location is excellent...”
- Review left on 05/15/2017

$250.00

Very Good (23 reviews)

Inquire

from $250.00 / night

(2)

1 / 29

Cudjoe Key House

  • 2
  • 6
  • Min stay varies
  • 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

$175.00

Very Good (2 reviews)

Book

from $175.00 / night

(48)

1 / 12

Key Largo Cottage

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We enjoyed our Key Kargo stay. Our daughter and son in law joined us. Everything on site made for a good vacation. We were lucky to have good weather for snorkeling on the reef. Only request would be to have more plates and cutlery. We like to...”
- Review left on 01/07/2018

$175.00

Very Good (48 reviews)

Book

from $175.00 / night

(16)

1 / 15

Key Largo House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Great place for family who like boating, fishing, diving, snorkeling and have fun in the beautiful reef at John Penny Camp State under water park. I recommended to everyone I know. This place is awesome!! I am a HAPPY Camper...”
- Review left on 08/23/2016

$250.00

Very Good (16 reviews)

Inquire

from $250.00 / night

(12)

1 / 17

Marathon House

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

$436.00

Excellent (12 reviews)

Inquire

from $436.00 / night

(9)

1 / 15

Marathon Shores House

  • 4
  • 8
  • 7 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
“Great place to stay, owner easy to reach and help if needed. Great dock for your boat, easy to park tie up and launch. House very clean and felt like home, I plan to stay there again”
- Review left on 01/06/2016

$300.00

Very Good (9 reviews)

Book

from $300.00 / night

1 / 40

Key Largo Cottage

  • 1
  • 2
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$185.00

Book

from $185.00 / night

(36)

1 / 19

Marathon Villa

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Peninsular House ? Marathon, Florida We had a great time celebrating our 25th Wedding Anniversary at the Peninsular House ? gives you the feel of what ?old Florida? would be like - away from everyone, but actually just a hop, skip and jump from...”
- Review left on 05/25/2017

$358.00

Very Good (36 reviews)

Inquire

from $358.00 / night

1 / 29

Key Largo Cottage

  • 1
  • 5
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$185.00

Book

from $185.00 / night

(2)

1 / 17

Key Largo Townhouse

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Norm was thorough in the walk through of the property we stayed. Townhouse condo was clean and well stocked. Next to salt water lagoon and pool. All the water toys were made available like snorkels, fins, fishing rods, kayaks and paddleboards. Golf...”
- Review left on 03/25/2017

$250.00

Excellent (2 reviews)

Inquire

from $250.00 / night

(8)

1 / 8

Marathon House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“It could not have been better. The owners were excellent, and the home had everything imaginable. We will be back...”
- Review left on 12/25/2016

$286.00

Excellent (8 reviews)

Book

from $286.00 / night

(27)

1 / 16

Key Largo Villa

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This place was awesome-everything included we had paddle boards, Kayaks, golf cart and bicycles. The host Norman couldn't have been more friendly and helpful. I recommend this getaway to anyone and it is pet friendly...”
- Review left on 01/19/2017

$401.00

Very Good (27 reviews)

Inquire

from $401.00 / night

1 / 18

Pigeon Key House

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$170.00

Book

from $170.00 / night

1 / 14

Key Largo House

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$201.00

Inquire

from $201.00 / night

1 / 6

Tavernier House

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

$101.00

Inquire

from $101.00 / night

1 / 23

Key Largo Cottage

  • 1
  • 4
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

$185.00

Book

from $185.00 / night

1 / 25

Key Largo House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$126.00

Inquire

from $126.00 / night

(3)

1 / 25

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$358.00

Excellent (3 reviews)

Inquire

from $358.00 / night

1 / 13

Cudjoe Key House

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

$196.00

Inquire

from $196.00 / night

(2)

1 / 25

Islamorada House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$198.00

Excellent (2 reviews)

Inquire

from $198.00 / night

(1)

1 / 15

Little Torch Key House

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

$450.00

Excellent (1 reviews)

Inquire

from $450.00 / night

(3)

1 / 25

Islamorada House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$243.00

Excellent (3 reviews)

Inquire

from $243.00 / night

(2)

1 / 25

Key Largo Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$116.00

Excellent (2 reviews)

Inquire

from $116.00 / night

1 / 19

Islamorada House

  • 3
  • 7
  • Min stay varies
  • Ask about children
  • Pet friendly

$173.00

Inquire

from $173.00 / night

(3)

1 / 26

Islamorada House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$183.00

Very Good (3 reviews)

Inquire

from $183.00 / night

1 / 19

Ramrod Key House

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

$256.00

Inquire

from $256.00 / night

1 / 24

Key Largo House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$166.00

Inquire

from $166.00 / night

(1)

1 / 24

Tavernier House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$298.00

Very Good (1 reviews)

Inquire

from $298.00 / night

(4)

1 / 24

Key West House

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

$210.00

Excellent (4 reviews)

Inquire

from $210.00 / night

(50)

1 / 25

Key West Cottage

  • 2
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$201.00

Very Good (50 reviews)

Inquire

from $201.00 / night

(4)

1 / 23

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$358.00

Excellent (4 reviews)

Inquire

from $358.00 / night

1 / 25

Key Largo House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$291.00

Inquire

from $291.00 / night

(9)

1 / 23

Islamorada Villa

  • 1
  • 3
  • 7 nights min
  • Ask about children
  • Pet friendly

$158.00

Excellent (9 reviews)

Inquire

from $158.00 / night