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


Find a vacation rental home in Key West Florida for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Key West Florida. 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 vacation rentals in Key West Florida and plan your vacation today!

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


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Rose Lane Villas

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

Vacation Rentals Key West, Florida - 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 Vacation Rentals Key West, Florida
Starting At
$195
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Key West, Florida - 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 Vacation Rentals Key West, Florida
Contact For Rates & Specials!
Bedrooms: 3  Sleeps: 6  Bathrooms: 3  

Vacation Rentals Key West, Florida - 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 Vacation Rentals Key West, Florida
Starting At
$2,500
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Key West, Florida - 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 Vacation Rentals Key West, Florida
Starting At
$188
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

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

Key West Hideaways

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

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

Vacation Rentals Key West, Florida - 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 ! Vacation Rentals Key West, Florida
Starting At
$2,500
per Week

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

Vacation Rentals Big Pine Key, Florida - 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! Vacation Rentals Key West, Florida
Starting At
$110
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Key West, Florida - 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...

Mariner: 4000+ Sq. Ft. Home, Pool, Game Room, Tri-

Mariner: 4000+ Sq. Ft. Home, Pool, Game Room, Tri- Vacation Rentals Northwest, Florida
Starting At
$870
per Trip
Bedrooms: 5  Sleeps: 14  Bathrooms: 4  

Vacation Rentals Northwest, Florida - Mariner - 5 Bedroom/4.5 Bath House for Rent | St. George Island, FL, Gulf View in Plantation ...

Beach Cottage, Indian Rocks Beach

Beach Cottage, Indian Rocks Beach Vacation Rentals Indian Rocks Be, Florida
Starting At
$995
per Week
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Indian Rocks Be, Florida - Charming beachfront vacation cottages and suites with heated pool and tropical butterfly gardens. A great private getaway for Couples and Families Enjoy Kayaking on the beach and bay. Privately owne...

Romantic Week Getaway at Luxury Condo

Romantic Week Getaway at Luxury Condo Vacation Rentals Fort Myers Beach, Florida
Starting At
$750
per Week
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Fort Myers Beach, Florida - Choice Waterfront Luxury condo right on the water. Newer Resort Condo at Lovers Key. Steps to famous Lovers Key state beach park with over 1,700 acres of beach and bay nature and wildlife. Outstanding...

Honeymoon in Seaside's Picasso Sun

Honeymoon in Seaside's Picasso Sun Vacation Rentals SEaside, Florida
Starting At
$115
per Night/Room
Bedrooms: 1  Sleeps: 3  Bathrooms: 1  

Vacation Rentals SEaside, Florida - If you ever saw the "TRUMAN SHOW" staring Jim Carey, you will remember the quaint and picture perfect town of SEASIDE FLORIDA. This adorable pedestrian friendly community has everything a vacation ...

Unique Horse & Nature Resort in Ocala, FL

Unique Horse & Nature Resort in Ocala, FL Vacation Rentals Altoona, Florida
Starting At
$90
per Night
hot travel deals
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Altoona, Florida - 1, 2, 3 bedroom villas w/kitchens, cable TV, wireless WIFI. full RV hookups, screened pool, horse stalls/paddocks, outdoor & covered riding arenas. 100 mile Ocala Nat'l Forest horse trail system. Outd...

Great Summer Vacations Start Here starts $750/wk

Great Summer Vacations Start Here starts $750/wk Vacation Rentals Saint Petersburg, Florida
Starting At
$900
per Week
Bedrooms: 2  Sleeps: 4  Bathrooms: 2  

Vacation Rentals Saint Petersburg, Florida - Tropical Gated 2bdrm condo, washer/dryer. Private bay beach, pools, racquetball/tennis courts! April-Dec 2014 $900/wk or $1800/mo Jan-Mar 2015 $2400-$2700/mo April-Dec 2015 $900/wk or $1800/m...

Siesta Key,florida

Siesta Key,florida Vacation Rentals Sarasota, Florida
Starting At
$650
per Week
Bedrooms: 2  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Sarasota, Florida - luxurious ground floor condo on siesta key steps from world famous crescent beach. 2 BR-2 BA heated pool--fishing pier- screened lanai-beach access all amenities incl. Wi Fi...

Stunning Lakeside Villa, 4 Miles to Disney

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

Vacation Rentals Kissimmee, Florida - 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...

Great Contemporary Hi Tec Villa on the Gulf Coast

Great Contemporary Hi Tec Villa on the Gulf Coast Vacation Rentals Rotonda, Florida
Starting At
$100
per Night
Bedrooms: 3  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Rotonda, Florida - Our villa is set in a very quiet peaceful deed restricted community of Rotonda lakes. We chose this location because of its peacefullness, beauty and serenity. If you are looking for a getaway or a...

3 bedroom Townhouse , private courtyard, pool

3 bedroom Townhouse , private courtyard, pool Vacation Rentals Fort Myers, Florida
Starting At
$630
per Week
Bedrooms: 3  Sleeps: 6  Bathrooms: 3  

Vacation Rentals Fort Myers, Florida - In a great location in S.Ft Myers,where the Red Sox come to train and play . Very close to shopping, beaches and the international airport is this great 3 bedroom, 2.5 bath vacation townhouse with a ...


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