Key West Rental Houses ~ Pet Friendly

Finding Key West pet friendly accommodations can be a challenge to most pet owners. We have the solution here at At Home Key West. Now you can bring the whole family on vacation including your most adored four legged friend. Our pet friendly vacation rentals have plenty of room for Fido to explore and many homes have private fenced in backyards so you can be assured that your pet will have plenty of room to stretch their legs. Dog beach is also just a short walk or ride away from most rentals. This pet friendly beach offers a popular dog park and is right next door to Louie's Backyard which is a pet friendly place for the family to grab a cool drink.

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Showing homes 1 - 25 of 26

OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

TRES GATOS (monthly rental): Spend a month in one of Key West's revered neighborhoods;  live like a local in this sweet 2-bedroom Conch cottage. Close to Higgs Beach, Sandy's Cafe and our infamous gourmet grocery, Fausto's Food Palace; a quick bike ride to Duval Street. Take a sunrise swim in your pool, pick up a con leche from Sandy's and your day has started in the right direction.



OLD TOWN 3 Bedroom Home Key West, FL 3 bedrooms
2 baths
$400 -
$5,873

SOUTHARD CHARM(formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch cottage nestled in the center of historic Old Town Key West. Sit on the front porch with a good book or lounge by the pool all day long.  Duval Street is just a block away; close enough to enjoy but far enough to preserve the solitude of your home away from home.



OLD TOWN 1 Bedroom Condo Key West, FL 1 bedroom
1 bath
$155 -
$2,175

PARADISE PLACE: This ground-level 1 bedroom 1 bath condominium located in the Palm Gardens community is in the heart of the Art district and just 6 blocks from Duval Street and the Historic Seaport. Soak up the sun in the relaxing swim spa or bike down to Duval Street to be a part of the action. You can have it all!



OLD TOWN 3 Bed Home - Monthly Key West, FL 3 bedrooms
2.5 baths
 

FAN-tastic GETAWAY (monthly rental): This home has everything, including a bit of Key West history. Formerly owned by actress and fan dancer, Sally Rand, this spacious, fully renovated 3-bedroom, 2.5 bath home in the Old Town neighborhood known as The Meadows, with luxurious pool, chef's kitchen and outdoor great room.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

PERFECT PINEAPPLE (monthly rental): Long considered a sign of hospitality, the pineapple is now widely recognized as a sign of Welcome and Friendship...and so we welcome you to the Perfect Pineapple. This quaint Conch cottage, 2 bedrooms 1 bath has all the amenities for your visit, including a side yard where you can sunbathe, swim and BBQ to your heart's content.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

ATLANTIC BLUES (monthly rental):   A stylish example of Conch architecture, this 2 bedroom 1 bath cottage has been totally renovated with hardwood floors, beautiful glass tiles, shining granite countertops, top notch kitchen appliances and décor that is playful and soothing. Add the luxury of your own dipping pool and you know you have found your home.



GOLF COURSE 3 Bed Home - Monthly Key West, FL 3 bedrooms
3 baths
 

SUNSET LAKE (monthly rental): Discover Paradise and leave your worries back home. This 3 bedroom 3 bath townhome exudes an ambiance of peace and tranquility. Located in the exclusive gated community, Key West Golf Club, you can stroll the grounds, sun at the pool, play a round of golf, or sit on your porch watching the local wildlife congregate at the lake.



OLD TOWN 1 Bed Home - Monthly Key West, FL 1 bedroom
1 bath
 

VARELA COTTAGE (monthly rental): A true Conch cutie snuggled in Old Town. Varela Cottage is a 1 bedroom 1 bath cottage with an additional sleeping area in the loft. Located in a well-established local neighborhood, the open-floor plan of this home and private jacuzzi in the lushly landscaped backyard beckon you to our Island paradise.



OLD TOWN 3 Bedroom Home Key West, FL 3 bedrooms
2 baths
$465 -
$6,018

BAHAMA DREAMING: A beautifully renovated Conch house conveniently located in the center of Old Town, one-half block behind Duval Street.  3 bedrooms and 2 baths with queen sleeper sofa offers a comfortable sanctuary for up to 8 people.  Private backyard for lounging by the pool and dining outdoors make this home an ideal choice to enjoy both the quiet and chaotic sides of Key West.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

REJUVENATE!!! (monthly rental): This is a Key West experience you don't often find. This spacious 2-bedroom 2-bath cottage with extra large kitchen opens to a private lanai with heated jacuzzi.  You'll find more reason to be outside than inside!  Add to it the pleasure of sharing  pool and jacuzzi (not heated) with other homes in this intimate compound and you'll have everything you need.



OLD TOWN 3 Bed Home - Monthly Key West, FL 3 bedrooms
2.5 baths
 

ECCO DOMANI (monthly rental):  Meaning "Here Tomorrow" this is a beautiful 3 story home with private pool, off street parking and attractive appointments -- a wonderful Key West escape.  Tucked away in a quiet spot in Old Town yet only one block from the action on Duval Street.  Dream the day away in your own private sanctuary; spend the evening taking in all Old Town Key West has to offer.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

CONCH ESCAPE (monthly rental): 2 bedroom 2 bath cottage in a quiet Old Town neighborhood, this property has a renovated kitchen and other recent updates making it comfortable and inviting. Enjoy a cocktail on the private deck in your own backyard, or stroll over the the pool shared by an intimate group of neighbors.



GOLF COURSE 2 Bed Home - Monthly Glenwood Canyon 2 bedrooms
1.5 baths
 

A SLICE OF PARADISE (monthly rental): Imagine life in a secluded, golf community, minutes from beach, airport and local's favorite restaurants.  Two bedrooms, 1.5 bath, freshly painted, new appliances and eager to offer you a home away from home.  Located on the main thoroughfare of the exclusive Key West Golf Club, close enough to Old Town when you want it, far enough away when you don't.



OLD TOWN 1 Bed Home - Monthly Key West, FL 1 bedroom
1 bath
 

CASITA de CATHERINE (monthly rental): Come stay and play in this cozy cottage only steps away from Duval Street! Sunny days and tropical breezes are guaranteed; it’s the perfect place to relax, rejuvenate, and relish all the greatness you came to expect for your stay in Key West. 1 bedroom with king bed, queen sleeper sofa, private deck with jacuzzi, all the comforts of home, and more.



GOLF COURSE 2 Bed Condo - Monthly Key West, FL 2 bedrooms
1.5 baths
 

LAKEVIEW (monthly rental): Come to Key West where the sun always shines!! Stay in a beautiful 2 bedroom 1.5 bath bungalow in the gated Key West Golf Club community. Stroll the lushly landscaped grounds, relax in the pool, play a round of golf, and when you venture out, you will be close to it all - beaches, downtown and some of our favorite local restaurants.



OLD TOWN 1 Bed Home - Monthly Key West, FL 1 bedroom
1 bath
 

IBIS (monthly rental): Ibis is a wonderful 1 bedroom 1 bath home that shares the pool and laundry facilities in The Colony Suites compound. Just a couple of blocks to Duval Street, walking distance to restaurants, shopping and attractions of Old Town Key West. Live like a local and find out why we call Key West our island paradise.



OLD TOWN 2 Bedroom Home Key West, FL 2 bedrooms
2.5 baths
$340 -
$4,350

TROPICAL DREAMING: This tropical 2-bedroom home with sleeper sofa offers all the comforts of home. There are classic art features, hardwood floors, tall ceilings, and a true Key West feel. Sip a con leche on the back deck in the morning, swim and sun in the afternoon in your private pool, then head 1 block to Duval Street for the eclectic nightlife. It does not get better than this!



OLD TOWN 1 Bed Home - Monthly Key West, FL 1 bedroom
2 baths
 

COCONUT COTTAGE (monthly rental): Adorable, affordable, and near all the action?.... you bet! Coconut Cottage is the perfect escape for a couple or singles looking to get away from it all in paradise… Located in a quiet neighborhood of Old Town Key West, this 1 bedroom 2 bath cottage is a gorgeous spot to rest your head in our island city.



OLD TOWN 1 Bed Home - Monthly Key West, FL 1 bedroom
1.5 baths
 

ROBIN'S ROOST: Tucked away in a quiet local neighborhood, Robin's Roost sits pretty in its own little world. Step through the front entry into an open living space that leads to its private yard with jacuzzi to soothe your cares away.  Located in Old Town in walking/biking distance of everything Key West has to offer.



OLD TOWN 2 Bedroom Home Key West, FL 2 bedrooms
2 baths
$215 -
$2,719

KEY WEST GINGER HOUSE: An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants blooming in our tropical paradise. Featuring 2 bedrooms and 2 full baths with a private jacuzzi in the garden. Soothe your muscles after a full day of partying downtown.



MID TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

A SUITE PARADISE (monthly rental) : This lovely 2 bedroom 2 bath home with den is truly a tropical hideaway tucked away in a secluded Key West neighborhood, yet minutes from all the Duval Street entertainment and Historic Seaport. You can relax and be pampered in a superbly appointed and decorated private home that has every amenity you could desire.



OLD TOWN 2 Bedroom Home Key West, FL 2 bedrooms
2.5 baths
$340 -
$4,350

AMELIA HOME:  A private Key West vacation home that is only four blocks from one of our most popular beaches on the Atlantic Ocean and one block from all the Duval Street entertainment.  This 2 bedroom 2.5 bath single family home with private pool is located in one of the most interesting neighborhoods in the historic district of Old Town Key West.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

KEY LIME PIE (monthly rental): A little slice of paradise located one block from the Historic Seaport on a tiny lane. Close enough to bike to all the sights and attractions of Old Town; far enough away to forget you are staying right in the middle of the action. 2 bedrooms 2 baths with private swim spa, this home will give you a reason to say, Ahhh...



OLD TOWN Key West, FL 2 bedrooms
2.5 baths
 

DUVAL ON THE SQUARE (monthly rental):  Located at the Duval Square townhomes directly on Duval but above all the hubbub. The townhomes are built on the second and third story of the complex with community pool overlooking Duval Street. This lovely 2 bedroom 2.5 bath townhome is available for a relaxing, luxurious month in Paradise.



CORAL HAMMOCK 2 Bedroom Condo Key West, FL 2 bedrooms
3 baths
$175 -
$2,094

CORAL SUITE: If you're looking for a home away from home that will leave you with money in your pocket, Coral Suite is the place for you. This 2 bedroom 2.5 bath townhome in the gated community of Coral Hammock has all the comforts including flatscreen TVs, washer/dryer, private parking, and convenient to some of our local favorite restaurants, beach and airport.



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Showing homes 1 - 25 of 26