Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

251-279 of 279 Florida Keys Rentals

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Key Largo Florida Vacation Rentals - Home
1 / 5

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Absolutely adorable.. Ocean access - great boating - fantastic fishing and diving snorkel and scuba! ! ! Please note we are accepting rentals between January 1, 2015 and April 30, 2015, subject to a one month minimum stay and from May 1, 2015 thru December 31, 2015, two week...

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Key Colony Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Located in the heart of Key Colony Beach (Marathon area) this beautiful and spacious single family home offers 3 Bedrooms, 2 Bathrooms in a private setting. Large (heat optional) pool only steps from a wide, deep- water canal with 80 ft of dockage, fish cleaning table, water...

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Key West Florida Vacation Rentals - Home
1 / 38
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$429
Per week:$3,000
Pets allowed:No
Internet:Yes

30 DAY MINIMUMTwo charming Conch houses are joined together at Eliza’s Jewel, an elegant three- bedroom home in Old Town Key West. Located in a quaint neighborhood just steps from the restaurants, shops and art galleries of White Street, Eliza’s Jewel combines beautifully preserved...

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Key West Florida Vacation Rentals - Home
1 / 18

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$540

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$540 - $740
Per month:$16,200 - $22,200
Pets allowed:No
Internet:Yes

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory...

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Key West Florida Vacation Rentals - Home
1 / 11
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$114 - $243
Per week:$794 - $1,701
Pets allowed:No
Internet:Yes

30 DAY MINIMUM RENTALA bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White Street, or enjoy the sunny pool and patio space that makes this house the perfect retreat. A large open kitchen,...

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Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Home
Per night:$280 - $370
Per month:$8,400 - $11,100
Pets allowed:No
Internet:Yes

Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West ...

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Key West Florida Vacation Rentals - Home
1 / 17
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$114 - $243
Per week:$794 - $1,701
Pets allowed:No
Internet:Yes

30 DAY MINIMUM RENTALWelcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite Flaming...

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Key West Florida Vacation Rentals - Home
1 / 40

Key West Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

30 DAY MINIMUM RENTALWelcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off- street parking on either side (a rarity in Old Town! ) as well as an easy...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down brick pathways, meandering by the cottage until you reach the two story main home. The gardens are lush and abundant featuring various...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home ...

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Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi- private deck and lounge area with steps into a large kidney ...

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Key West Florida Vacation Rentals - Home
1 / 36

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”34 Reviews

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This mid- town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accents and soft fabrics. The dining room is outside in...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming...

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Key West Florida Vacation Rentals - Apartment
1 / 6

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”9 Reviews

Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This comfortable 2 bedroom unit features a huge oceanfront...

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Key West Florida Vacation Rentals - Home
1 / 11
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool...

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Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Tucked away near the upper end of Duval Street you'll find this stylish, newly renovated three bedroom, three bath home. Thoughtful details are luxuriously appointed to suit the vacation guest looking for privacy and high design. Walk up the brick drive and enter the gate to the...

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Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This spacious 2 bedroom unit features a large oceanfront balcony...

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Key West Florida Vacation Rentals - Apartment
1 / 34

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”14 Reviews

Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This is one of the most elegant and colorful 2 bedroom units...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the latest news. Near the notorious Key West Cemetery this classic conch cottage, embodies the essence of rustic charm while offering modern...

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Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

30 DAY MINIMUM RENTALOLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist ...

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Key West Florida Vacation Rentals - Cottage
1 / 1

Key West Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi- private deck and lounge area with steps into a large kidney ...

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Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Cabin
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway . The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size...

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Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi- private deck and lounge area with steps into a large kidney ...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The ...

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Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Cottage
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West ...

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Key West Florida Vacation Rentals - Home
1 / 10
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

30 DAY MINIMUM RENTALThe meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this is truly a ...

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Key West Florida Vacation Rentals - Apartment
1 / 12

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”15 Reviews

Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This 2 bedroom, 2 bath unit features a huge oceanfront balcony...

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Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. The huge oceanfront balcony can be accessed from both the ...

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