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Key West Pet Friendly Rentals

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5 mi
17 rentals in Key West.
Eleanor's Place in Key West Old Town - Dogs Ok, vacation rental in Key West
Eleanor's Place in Key West Old Town - Dogs Ok, vacation rental in Key West
Eleanor's Place in Key West Old Town - Dogs Ok, vacation rental in Key West

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D, vacation rental in Key West
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D, vacation rental in Key West
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D, vacation rental in Key West

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Private, heated pool.  Private yard., vacation rental in Key West
Private, heated pool.  Private yard., vacation rental in Key West
Private, heated pool.  Private yard., vacation rental in Key West

Private, heated pool. Private yard.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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The Tree House Old Town 2 Bedroom MONTHLY Rental, vacation rental in Key West
The Tree House Old Town 2 Bedroom MONTHLY Rental, vacation rental in Key West
The Tree House Old Town 2 Bedroom MONTHLY Rental, vacation rental in Key West

The Tree House Old Town 2 Bedroom MONTHLY Rental

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!!  SLEEPS 2-4, 3 BLKS TO BEACH, vacation rental in Key West
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!!  SLEEPS 2-4, 3 BLKS TO BEACH, vacation rental in Key West
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!!  SLEEPS 2-4, 3 BLKS TO BEACH, vacation rental in Key West

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry, vacation rental in Key West
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry, vacation rental in Key West
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry, vacation rental in Key West

Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Key West Gulf front Home with private dock and pool.  , vacation rental in Key West
Key West Gulf front Home with private dock and pool.  , vacation rental in Key West
Key West Gulf front Home with private dock and pool.  , vacation rental in Key West

Key West Gulf front Home with private dock and pool.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Conch Haven Cottage Old Town Studio MONTHLY Rental, vacation rental in Key West
Conch Haven Cottage Old Town Studio MONTHLY Rental, vacation rental in Key West
Conch Haven Cottage Old Town Studio MONTHLY Rental, vacation rental in Key West

Conch Haven Cottage Old Town Studio MONTHLY Rental

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home., vacation rental in Key West
Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home., vacation rental in Key West
Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home., vacation rental in Key West

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes, vacation rental in Key West
Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes, vacation rental in Key West
Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes, vacation rental in Key West

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
More info
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New Listing Family Friendly , vacation rental in Key West
New Listing Family Friendly , vacation rental in Key West
New Listing Family Friendly , vacation rental in Key West

New Listing Family Friendly

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
More info
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 Seaside Condo 2 pools. sunny, quiet, near Old Town, vacation rental in Key West
 Seaside Condo 2 pools. sunny, quiet, near Old Town, vacation rental in Key West
 Seaside Condo 2 pools. sunny, quiet, near Old Town, vacation rental in Key West

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Noah, Family Ocean Paradise, vacation rental in Key West
Noah, Family Ocean Paradise, vacation rental in Key West
Noah, Family Ocean Paradise, vacation rental in Key West

Noah, Family Ocean Paradise

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Moveable Feast, vacation rental in Key West
Moveable Feast, vacation rental in Key West
Moveable Feast, vacation rental in Key West

Moveable Feast

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Patina House - Luxury Key West Rental - Best Location, vacation rental in Key West
Patina House - Luxury Key West Rental - Best Location, vacation rental in Key West
Patina House - Luxury Key West Rental - Best Location, vacation rental in Key West

Patina House - Luxury Key West Rental - Best Location

Rental Home
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
More info
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Blue Pineapple Estate Key West, vacation rental in Key West
Blue Pineapple Estate Key West, vacation rental in Key West
Blue Pineapple Estate Key West, vacation rental in Key West

Blue Pineapple Estate Key West

Rental Home
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Key West Island Vacation, vacation rental in Key West
Key West Island Vacation, vacation rental in Key West
Key West Island Vacation, vacation rental in Key West

Key West Island Vacation

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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The following properties match some of your filters:
Key West Suites Hotel 205, vacation rental in Key West
Key West Suites Hotel 205, vacation rental in Key West
Key West Suites Hotel 205, vacation rental in Key West

Key West Suites Hotel 205

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Island Suite @ KW Vacation, vacation rental in Key West

Island Suite @ KW Vacation

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Clean Apartment in Old Town Key West (Best Downtown Locations), vacation rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), vacation rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), vacation rental in Key West

Clean Apartment in Old Town Key West (Best Downtown Locations)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Clean Apartment in Old Town Key West (Best Downtown Locations), vacation rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), vacation rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), vacation rental in Key West

Clean Apartment in Old Town Key West (Best Downtown Locations)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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One-bedroom time share suite in the heart of Old Key West, vacation rental in Key West
One-bedroom time share suite in the heart of Old Key West, vacation rental in Key West
One-bedroom time share suite in the heart of Old Key West, vacation rental in Key West

One-bedroom time share suite in the heart of Old Key West

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sunshine suit (2/2 apartment), vacation rental in Key West
Sunshine suit (2/2 apartment), vacation rental in Key West
Sunshine suit (2/2 apartment), vacation rental in Key West

Sunshine suit (2/2 apartment)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Key West Suites Hotel unit 201, vacation rental in Key West
Key West Suites Hotel unit 201, vacation rental in Key West
Key West Suites Hotel unit 201, vacation rental in Key West

Key West Suites Hotel unit 201

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Sweet Caroline Seaport Floor 2, vacation rental in Key West
Sweet Caroline Seaport Floor 2, vacation rental in Key West
Sweet Caroline Seaport Floor 2, vacation rental in Key West

Sweet Caroline Seaport Floor 2

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P, vacation rental in Key West
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P, vacation rental in Key West
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P, vacation rental in Key West

The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shipyard-1/2 Block Duval Street, vacation rental in Key West
Shipyard-1/2 Block Duval Street, vacation rental in Key West
Shipyard-1/2 Block Duval Street, vacation rental in Key West

Shipyard-1/2 Block Duval Street

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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A Change in Latitudes - TRUMAN ANNEX, vacation rental in Key West
A Change in Latitudes - TRUMAN ANNEX, vacation rental in Key West
A Change in Latitudes - TRUMAN ANNEX, vacation rental in Key West

A Change in Latitudes - TRUMAN ANNEX

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Truman Annex-Steps to Famous Duval Street, vacation rental in Key West
Truman Annex-Steps to Famous Duval Street, vacation rental in Key West
Truman Annex-Steps to Famous Duval Street, vacation rental in Key West

Truman Annex-Steps to Famous Duval Street

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Ocean Vista, vacation rental in Key West
Ocean Vista, vacation rental in Key West
Ocean Vista, vacation rental in Key West

Ocean Vista

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-30 of 121

Key West Vacation Rentals and Condos
Browse through the list of beachfront house rentals in the Florida Keys and you’ll start to feel the warm breeze. You’ll sense the cool sand under your feet and taste the spike of a margarita. Everyone and everything on the island of Key West seems to go at its own pace, which makes it a wondrous vacation destination for families and friends of all ages. House and condo rentals abound – penthouse beach villas on the sandy shoreline, inland cottages in the bustling Old Town district, even fully equipped yachts are available for stay!
Where To Rent a Vacation Home in Key West
Vacation rentals in Key West can be found all over town, but knowing what each area offers will help you decide on the perfect place. Condo rentals in Old Town will put you in the center of the action – steps from the famous Duval Street, with numerous restaurants, bars, boutiques, souvenir shops and major attractions. Luxurious, modern house rentals on the beach offer more privacy and relaxation. No matter where you make your home base, if you rent a moped or scooter in Key West, you’ll find it easy to get around without a rental car.
Many House Rentals Near Attractions and Activities For All Ages
Key West vacation rentals scatter the whole island, so you’ll always be close to family fun and adventure. Fury Water Adventures offers jet skis, kayaking, parasailing, boating and some of the best snorkeling and diving excursions you’ll ever find. Fishermen will marvel at the eclectic aquatic life in the crystal-blue waters, while families can take the kids to the Florida Keys Eco-Discovery Center, with interactive and dynamic sea exhibits – all just steps away from the island’s spacious, family-friendly condo rentals. Enjoy the romance of paradise on a sunset dinner cruise to wind down from a busy day on the beach or in town.
Key West Bars and Restaurants
Bustling nightlife and gastronomy surround the house rentals in the Historic Seaport neighborhood. Start your night with frozen daiquiris at the famous Lazy Gecko before moving to the award-winning Italian restaurant La Trattoria on the legendary Duval Street. A visit to Key West wouldn’t be complete without trying the conch fritters. And we recommend you indulge in as many different versions of key lime pie as possible. Parrotheads (you know who you are) should make a beeline to Jimmy Buffet’s Margaritaville Café, where you can order up your very own Cheeseburger in Paradise.
Book a Key West Vacation Rental For Your Next Trip
Vacation rentals in Key West are the perfect way to experience the island like a local. Traipse down Duval Street to take in the culture, enjoy the family-friendly attractions with your children and loved ones and relax on the white-sand beaches with a margarita in hand. Whichever way you vacation, TripAdvisor has the best deals on house rentals, condo rentals, and beach homes in Key West.