COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Dog Friendly Vacation Rentals in Key West - FlipKey

Updating...

age 0-16
23 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

23 pet friendly house rentals in Key West

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Pets allowed

All filters match

Price per night from

$117

Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

Match: Pets allowed

All filters match

Price per night from

$479

Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes

Key West townhouse

2 bedrooms / 1 bathroom / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$515

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$429

New Listing Family Friendly

Key West townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$366

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.

Responds fast! avg. 3 hours 2 minutes

Match: Pets allowed

All filters match

Price per night from

$181

Private, heated pool. Private yard.

Key West condo

1 bedroom / 1 bathroom / sleeps 4

Match: Pets allowed

All filters match

Price per night from

$172

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Pets allowed

All filters match

Price per night from

$172

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

2 bedrooms / 1 bathroom / sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

Match: Pets allowed

All filters match

Price per night from

$133

Seaside Condo 2 pools. sunny, quiet, near Old Town

Key West condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 55 minutes

Match: Pets allowed

All filters match

Price per night from

$107

Match: Pets allowed

All filters match

Price per night from

$155

Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.

Key West house

2 bedrooms / 1 bathroom / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$258

Ocean View Estate with Private Pool 15 minutes from Key West

Key West house

4 bedrooms / 2 bathrooms / sleeps 10

“Absolutely Perfect for Our Family of 11” We couldn't have asked for a better place for our family. Everyone had a comfortable bed, we had everything we needed for cooking, and there was plenty for everyone to do. If we needed something, we could find it easily, or we called Cynthia---her help and knowledge is priceless! Kris stopped in twice to check on us, and we found him delightful. He knows so much history about the area! There is a large pool and a large play area with anything and everything you can imagine to play with, Since we had very young children with us, we were very happy with the lack of ocean access, as well as the locking gates to the pool area and the outside stairs. When we come back to the Keys, we will definitely stay at the White Ibis Inn!

Responds fast! avg. 2 hours 48 minutes

Match: Pets allowed

All filters match

Price per night from

$543

Eleanor's Place in Key West Old Town - Dogs Ok

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pets allowed

All filters match

Price per night from

$376

Great rentals within 20 miles that match your search

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$175

Florida Keys at it's best

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$172

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms / 3 bathrooms / sleeps 10

Match: Pets allowed

All filters match

Price per night from

$383

The Conchy Tonk

Stock Island townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$200

Entire House with Deep Water Dock & Heated Pool - 4 Min. to KW - Pets OK

Stock Island house

4 bedrooms / 3 bathrooms / sleeps 11

Match: Pets allowed

All filters match

Price per night from

$894

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$332

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 6 minutes

Match: Pets allowed

All filters match

Price per night from

$422

Blue Bayou - Perfect Key West Location W/ Shared Pool, Close To Beach, Duval Str

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 47 minutes

Match: Pets allowed

All filters match

Price per night from

$180

New Listing!!! Atreo - Unique & Updated Canal Front Home On Big Coppitt Key, Doc

Stock Island house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 47 minutes

Match: Pets allowed

All filters match

Price per night from

$180

×

Also consider