Key West, Florida Vacation Rentals & Homes, Cabins, Cottages & Condo Rentals


Find a Key West, Florida vacation rental home for your vacation. Stay at one of our rustic Key West, Florida cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Key West, Florida vacation rentals and plan your vacation today!

Key West, Florida Vacation Rentals & Homes, Cabins, Cottages & Condo Rentals


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Rose Lane Villas

Rose Lane Villas Key West, Florida Vacation Rentals
Starting At
$289
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Key West, Florida Vacation Rentals - Rose Lane Villas is located in the heart of Old Town Key West, only half a block from Duval Street. These 1, 2 and 3 bedroom villas feature fully equipped kitchens, living rooms, complimentary parking...

Key West Oasis 2 block walk to Duval Street

Key West Oasis 2 block walk to Duval Street Key West, Florida Vacation Rentals
Starting At
$195
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Key West, Florida Vacation Rentals - Our hidden oasis is just a short 2 block walk to Duval street and all the action Key West has to offer. Fully equipped with everything you need to just RELAX. The Blender is waiting for your margari...

Key West, Rental by Owner in Truman Annex

Key West, Rental by Owner in Truman Annex Key West, Florida Vacation Rentals
Contact For Rates & Specials!
Bedrooms: 3  Sleeps: 6  Bathrooms: 3  

Key West, Florida Vacation Rentals - Emma House can be rented in 2 ways. Emma House by itself is a 3 bedroom & 2.5 bath unit or Emma House with the Cottage creates a 4 bedroom and 3.5 bath retreat. It is deluxe unit with Tropical Keys St...

Lone Palm Old Town Key West Vacation Home Rental

Lone Palm Old Town Key West Vacation Home Rental Key West, Florida Vacation Rentals
Starting At
$2,500
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Key West, Florida Vacation Rentals - Welcome to Paradise! Modern 2 bed 2 bath vacation home rental accommodations with a tropical flare. A block off Duval in Windward Park. 50 ft pool/BBQ/ hot tub. Walking distance to all the attraction...

Key West Vacation Rental near Duval Street

Key West Vacation Rental near Duval Street Key West, Florida Vacation Rentals
Starting At
$188
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Key West, Florida Vacation Rentals - A one bedroom, one bath home with pool only 2 blocks from Duval!...

Key West Hideaways

Key West Hideaways Key West, Florida Vacation Rentals
Starting At
$188
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Key West, Florida Vacation Rentals - Experience the uniqueness of Key West by staying at one of Key West Hideaway’s one-of-a-kind vacation rentals. When you’re ready to escape the hustle and bustle of the “real world” why not enj...

Key West Rental Homes

Key West Rental Homes Key West, Florida Vacation Rentals
Contact For Rates & Specials!
Bedrooms: 4  Sleeps: 9  Bathrooms: 2  

Key West, Florida Vacation Rentals - Our vacation homes are of the finest quality and fully equipped with all the amenities. Each property has the unique personal designs of the owners. All you need to bring are your personal items and y...

Emma House In the Heart of Old Town + Pvt Pool !

Emma House In the Heart of Old Town + Pvt Pool ! Key West, Florida Vacation Rentals
Starting At
$2,500
per Week

Key West, Florida Vacation Rentals - Emma House is located in Truman Annex Community, one of the best location in KW. You can walk to everything ! Emma is 2b/2.5b unit with Private pool or rent the house and the Cottage to make it a 3b/...

Florida Keys Vacation Getaways

Florida Keys Vacation Getaways Big Pine Key, Florida Vacation Rentals
Starting At
$1,200
per Week
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Big Pine Key, Florida Vacation Rentals - Get Memerized by the Changing tides and the beauty of the ocean. watch Tarpon rolling and Manatees feeding from the privacy of your balcony. 3 bedroom 3 bath sleeps up to 10. 75'ft concrete dock offer...

Beautiful 2 Bdr Key West Condo!

Beautiful 2 Bdr Key West Condo! Key West, Florida Vacation Rentals
Starting At
$110
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Key West, Florida Vacation Rentals - Comfortable, reasonably priced 2-bedroom condominium in Sunrise Suites Resort. The Resort offers concierge service, heated swimming pool, outdoor spa, gym facilities, tennis court and Internet service...

St Augustine Beach Vacation Rental

St Augustine Beach Vacation Rental st augustine beach, Florida Vacation Rentals
Starting At
$99
per Night
Bedrooms: 1  Sleeps: 2  Bathrooms: 1  

st augustine beach, Florida Vacation Rentals - Oceanfront resort complex located RIGHT ON the beach just minutes from historic downtown GORGEOUS oceanviews from condo heated pool tennis private beach entry ...

Sandpiper Beach Rental with Tennis Court & Pool

Sandpiper Beach Rental with Tennis Court & Pool Sanibel, Florida Vacation Rentals
Starting At
$1,130
per Week
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Sanibel, Florida Vacation Rentals - These units have king beds in the master bedroom, twin beds in the second bedroom and a queen murphy bed in the living room. There is a full washer & dryer. Hair dryers are provided in each bathroom. ...

Oceanfront at Shelborne South Beach Resort

Oceanfront at Shelborne South Beach Resort Miami Beach, Florida Vacation Rentals
Starting At
$1,390
per Week
Bedrooms: 3  Sleeps: 8  Bathrooms: 1  

Miami Beach, Florida Vacation Rentals - We are happy to offer you accommodation in Shelborne with 'the best location' next to Lincoln Road and only a couple of blocks to Ocean Drive in South Beach Miami Art Deco district that can create nic...

Disney Vacation Pool Home -Backs onto Conservation

Disney Vacation Pool Home -Backs onto Conservation Alachua, Florida Vacation Rentals
Starting At
$140
per Night
Bedrooms: 4  Sleeps: 10  Bathrooms: 3  

Alachua, Florida Vacation Rentals - Orlando Disney Vacation Pool Home backing onto Conservation Land - Privacy!!...

Florida Villa In Kissimmee 3Bed Windward Cay

Florida Villa In Kissimmee 3Bed Windward Cay Orlando, Florida Vacation Rentals
Starting At
59
per Night
Bedrooms: 3  Sleeps: 6  Bathrooms: 2  

Orlando, Florida Vacation Rentals - Mickey’s Retreat is located in Windward Cay a quiet neighbourhood and is perfect for all of the family to stay in during their Orlando visit....

Family Friendly Disney Villa w/ Pool & Playground

Family Friendly Disney Villa w/ Pool & Playground Disney & Orlando, Florida Vacation Rentals
Starting At
$800
per Week
Bedrooms: 3  Sleeps: 8  Bathrooms: 2  

Disney & Orlando, Florida Vacation Rentals - This spacious modern villa is luxuriously furnished throughout and is fully air conditioned with additional ceiling fans in most rooms. It is all on one level which is ideal for the elderly or childre...

Beautiful 4BR Spa/Game Room - Min. 2 Disney

Beautiful 4BR Spa/Game Room - Min. 2 Disney Kissimmee, Florida Vacation Rentals
Starting At
$119
per Night
Bedrooms: 4  Sleeps: 10  Bathrooms: 3  

Kissimmee, Florida Vacation Rentals - Beautiful 4BR Spa / Game Room Home. Private "Screened-in" Swimming Pool in your backyard. Fully Equipped Kitchens with all Cookware * Washer/Dryer * Towels n Linens * Central Air/Heat -- Min. 2...

Condo & Townhouse Rentals near Disney Theme Park

Condo & Townhouse Rentals near Disney Theme Park Orlando, Florida Vacation Rentals
Starting At
$110
per Night
Bedrooms: 3  Sleeps: 10  Bathrooms: 2  

Orlando, Florida Vacation Rentals - When visting Orlando, why not stay in a home, instead of a crowded hotel room? With comparable pricing, Vista Cay and the Isles of Cay will entice you with its Tuscan themed two and three bedroom cond...

Perfect Scape To Disney-Cinderella Bed-Sleep 12

Perfect Scape To Disney-Cinderella Bed-Sleep 12 Disney & Orlando, Florida Vacation Rentals
Starting At
$199
per Night
Bedrooms: 6  Sleeps: 14  Bathrooms: 4  

Disney & Orlando, Florida Vacation Rentals - Our is luxuriously appointed and decorated great room opens onto the pool, and is perfect for watching your favorite shows on the large screen projection TV - or just sitting down and relaxing during...

Stunning Lakeside Villa, 4 Miles to Disney

Stunning Lakeside Villa, 4 Miles to Disney Kissimmee, Florida Vacation Rentals
Starting At
$190
per Night
Bedrooms: 5  Sleeps: 10  Bathrooms: 5  

Kissimmee, Florida Vacation Rentals - VILLA SUNRISE DREAM - Stunning lake views, 2 Masters, King 4 Poster Bed,Gamesroom, Enormous deck/30ft pool, Hot tub, over 2600sq ft, computer and WIFI and only 4 miles to Disney on the exclusive gated...


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