Pet Friendly Vacation Rentals in Florida Keys, FL

Compare 3,426 available, short term oceanfront holiday vacation home properties, starts from $54

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Pet Friendly Vacation Rentals in Florida Keys, FL: Top Deals

A Key Escape
Hotel
A Key Escape
4.2 (3 reviews)
This Hotel, A Key Escape, is located in the heart of Key West and allows pets. Popular nearby restaurants include Blue Heaven, El Siboney Restaurant, and Bagatelle. Activities nearby include parasailing, snorkeling, and dolphin-watching tours. Nature lovers can also explore trails at Fort Zachary Taylor Historic State Park and Dry Tortugas National Park.
View deal
$353 /night
Kate's Krawl By Duval
Hotel
Kate's Krawl By Duval
4.7 (6 reviews)
This Hotel, Kate's Krawl By Duval, is located in the heart of Key West and allows pets. Popular nearby attractions include Mallory Square, Ernest Hemingway Home and Museum, and the Southernmost Point Buoy. For dining options, guests can check out Louie's Backyard, Conch Republic Seafood Company or Blue Heaven Restaurant. There are plenty of trails to explore such as Fort Zachary Taylor Historic State Park and The Florida Keys Overseas Heritage Trail.
View deal
$162 /night
Hemingway's View
Hotel
Hemingway's View
4.6 (7 reviews)
This Hotel, Hemingway's View, is pet-friendly and located in the heart of Key West. Popular nearby restaurants include Café Solé, Square Grouper Bar & Grill, and Hogfish Bar & Grill. There are plenty of activities to enjoy near the hotel such as parasailing, kayaking, snorkeling, and fishing charters. Nature lovers can take a stroll along the Southernmost Point Monument or explore the trails at Fort Zachary Taylor Historic State Park.
View deal
$273 /night
Duval Hideaway
Hotel
Duval Hideaway
4.3 (15 reviews)
The Duval Hideaway is a pet-friendly hotel located in the heart of Key West. Popular restaurants nearby include Louie's Backyard, Latitudes and Seven Fish. There are also plenty of activities to enjoy such as parasailing, snorkeling, kayaking, fishing, and jet skiing. Nature lovers can explore the nearby trails at Fort Zachary Taylor State Park or take a stroll along Mallory Square.
View deal
$146 /night
Bahama Dreaming
Hotel
Bahama Dreaming
4.9 (7 reviews)
This Hotel, Bahama Dreaming, is located in a great spot for exploring the local attractions. Nearby popular restaurants include the Blue Heaven Restaurant and The Half Shell Raw Bar. Other activities include fishing, kayaking, and snorkeling. There are also several scenic trails nearby to explore. Pets are allowed at this hotel.
View deal
$362 /night
Courtney's Place Historic Cottages & Inns
Hotel
Courtney's Place Historic Cottages & Inns
4.6 (552 reviews)
This Hotel, Courtney's Place Historic Cottages & Inns, is located in the heart of Key West and is pet-friendly. Guests can enjoy nearby popular restaurants such as Bistro 245, Turtle Kraals Restaurant, Louie's Backyard, and El Siboney Restaurant. For activities, there are plenty of trails to explore, including the White Street Pier, Fort Zachary Taylor State Park, and the Smathers Beach Boardwalk. There is also a wide range of water sports available at the Marina Hemingway.
View deal
$209 /night
Amelia House
House
Amelia House
4.4 (8 reviews)
This Amelia House is located in a great area with plenty of nearby restaurants, activities, and trails to explore. Popular restaurants nearby include The Turtle Kraals Restaurant & Bar, Pepe's Cafe, and La Teresita Cuban Restaurant. For activities, visitors can enjoy the Key West Butterfly & Nature Conservatory, Dry Tortugas National Park, or Mallory Square. There are also many trails such as the Fort Zachary Taylor Historic State Park trail, the Key West Cemetery trail, and the White Street Pier trail. Pets are allowed at this house, making it a great spot to stay for adventurers with furry companions.
View deal
$301 /night
Duval Street Retreat
Hotel
Duval Street Retreat
4.5 (9 reviews)
This Duval Street Retreat is a pet-friendly hotel located near the heart of Key West, Florida. Popular nearby restaurants include Louie's Backyard, Seven Fish, and La Te Da Restaurant & Cabaret. Guests can enjoy outdoor activities such as kayaking, snorkeling, parasailing, and fishing around Key West Harbor or explore the city on foot by walking along the Southernmost Point Trail.
View deal
$327 /night
Amsterdam's Curry Mansion Inn
Hotel
Amsterdam's Curry Mansion Inn
4.7 (57 reviews)
This Hotel is the Curry Mansion Inn, located in Amsterdam. It allows pets and is close to many popular restaurants, activities, and trails. Nearby attractions include Latitudes Restaurant & Bar, a seafood restaurant, Key West Aquarium, a marine park, and Fort Zachary Taylor Historic State Park, a beach with nature trails.
View deal
$259 /night
Search all
Which Price Range Is Considered As A Good Deal in Florida Keys, FL Area?
Vacation House & Condo Rental Price Information in Florida Keys, FL
+
The graph shows the percentages of vacation homes in each price bucket. Florida Keys has the largest percentage (18.69%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Rental Accommodations Are Pets Friendly in Florida Keys, FL?
Pets Allowed vs Not Allowed in Florida Keys, FL
+
34.27% of vacation homes in Florida Keys are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Are you looking for pet-friendly restaurants near the Florida Keys, FL?
Pet-Friendly Restaurants in the Florida Keys
+

The Florida Keys are home to many restaurants that welcome furry family members. From casual beach bars to fine dining establishments, there's something for every pup and their human companion.

  • Lazy Days South: This lively restaurant features a spacious outdoor patio with plenty of seating and breathtaking views of the ocean. Pups can enjoy a bite from the pup menu complete with tasty treats like dog bones and pupcakes.
  • Chef Michael's Dog Bar: At Chef Michael's Dog Bar, pups can choose from an array of gourmet items off the doggie menu. Human companions can relax and enjoy some of the best seafood dishes crafted by award-winning chef Michael Schwartz.
  • Fish Tales Market & Eatery: Tucked away on Stock Island, Fish Tales Market & Eatery serves up delicious seafood dishes. Dogs can sit out on the waterfront patio, while humans savor the fresh tastes of the Gulf Coast.
Are you looking for pet-friendly activities near the Florida Keys, FL?
Pet-Friendly Activities in the Florida Keys
+

Furry friends will love exploring all that the Florida Keys has to offer. From hiking trails to kayaking tours, there are plenty of exciting activities to keep your pup entertained.

  • Fort Zachary Taylor Historic State Park: Take your pup on an adventure through this historic park. The grounds feature a variety of trails, perfect for taking in the stunning natural beauty of the area. Dogs must be leashed at all times.
  • Smathers Beach: Let your pup soak up the sun at Smathers Beach. This sandy beach is a great spot to take a stroll or play fetch. Dogs must remain on a leash and owners must clean up after them.
  • Key West Kayak Tours: Explore the crystal clear waters of Key West with your pup on a guided kayak tour. From mangrove islands to coral reefs, you and your pup can take in the stunning views of the island.
Where Should We Visit in Florida Keys, FL Area?
Bring Your Loved Pets to Below Suggested Places in Florida Keys, FL
+

When you have only limited times to spend in Florida Keys, FL, we highly recommend you to visit those famous places:

How Many Airports in Florida Keys, FL?
Top Airports in Florida Keys, FL
+

Here are the airports that located near Florida Keys:

Similar Inspirational Vacation Rental Destinations

Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers