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Islamorada Florida Vacation Rentals - Apartment
1 / 27

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(4)“ Excellent ”4 Reviews

from

$179

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$179 - $236
Per week:$1,250 - $1,650
Pets allowed:No
Internet:Yes

Minimum Rental: 7 Nights (Saturday to Saturday) BROCKHAUS ON THE GULF is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The panoramic...

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Key West Florida Vacation Rentals - Apartment
1 / 21

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$77 - $110
Per week:$537 - $770
Pets allowed:No
Internet:Yes

HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing it was there. Located down Wong Song Alley behind a private fence, just a few steps from the pool and you've reached your sanctuary. Comfortable open floor space includes living, ...

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Islamorada Florida Vacation Rentals - Apartment
1 / 15

Islamorada Apartment
1 Bedroom / 2 Bathrooms / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

(1)“ Excellent ”1 Review

from

$60

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$60 - $89
Per week:$420 - $619
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month Everything in this unit is exquisite - furnishings, linens, updated kitchen, appliances, and bathrooms. Great views of Florida Bay and our fabulous Keys sunsets. This complex is conveniently located just steps from a full service marina and 2 highly acclaimed...

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Islamorada Florida Vacation Rentals - Apartment
1 / 26

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$92

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$92 - $127
Per week:$642 - $887
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month A Diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The floors have been replaced with tile and the old popcorn ceilings are gone. You'll adore the comfortable living room furnishings...

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Islamorada Florida Vacation Rentals - Villa
1 / 19

Islamorada Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

Minimum Rental: 7 Nights Cottage - This is one of three rental units on this property. The cottage is a ground level dwelling separate from two duplex units. It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area...

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$130 - $164
Per week:$910 - $1,144
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Bring your boat your dog and the kids! Relax on the patio or swim in the canal. You will love this ground level single family home located in prestigious Venetian Shores. It has been completely renovated and awaits your arrival. The large open kitchen with...

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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$175 - $240
Per week:$1,225 - $1,680
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room in...

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Key West Florida Vacation Rentals - Apartment
1 / 25

Key West Apartment
2 Bedrooms / 3 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(13)“ Very Good ”13 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$175 - $338
Per month:$5,250 - $10,140
Pets allowed:Yes
Internet:No

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 3 bath townhome accommodates up to 6 people, and your pet! Both bedrooms (ensuite) are on the 2nd floor of this stilt home. Master...

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Key West Florida Vacation Rentals - Home
1 / 26

Key West Home
2 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$107 - $217
Per week:$747 - $1,517
Pets allowed:No
Internet:Yes

CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, tourquoise waters and Key West Sunshine in this brand new 2- bedroom, den, 3- bath home. A secluded location yet the best of both worlds allows you an easy stroll over to the sandy shores of Smather's Beach or just ...

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Key West Florida Vacation Rentals - Apartment
1 / 25

Key West Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 6
Apartment / 3 Bedrooms / Sleeps 6

(12)“ Excellent ”12 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$250 - $393
Per week:$1,750 - $2,750
Pets allowed:No
Internet:Yes

ALLURING PORCHES - A beautiful 2 bedroom 3 bath townhome with an additional den in Truman Annex is the tranquil escape you have been looking for. Wonderfully decorated with Key West charm and unique artwork, stunning orchids surround this home and a beautiful open air feel brings...

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Key West Florida Vacation Rentals - Apartment
1 / 21

Key West Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

(26)“ Excellent ”26 Reviews

from

$155

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$155 - $356
Per month:$4,650 - $10,680
Pets allowed:Yes
Internet:No

PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens community in the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Paradise Place is part of a group of historic homes which have undergone complete...

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Key West Florida Vacation Rentals - Apartment
1 / 24

Key West Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

(41)“ Excellent ”41 Reviews

from

$140

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$140 - $327
Per month:$4,200 - $9,810
Pets allowed:No
Internet:Yes

OSPREY - This bright and colorful studio cottage is located in the same small community once known as The Colony Suites, a charming and secluded Key West style compound nestled in the heart of historic Old Town Key West. This is absolutely the ideal location just three blocks from...

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Key West Florida Vacation Rentals - Home
1 / 32

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(2)“ Very Good ”2 Reviews

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$70 - $110
Per week:$490 - $770
Pets allowed:No
Internet:Yes

WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean golf course in the United States. This lovely 2 bedroom 1. 5 bath townhome is freshly painted and newly furnished. Enter the open and airy...

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Key West Florida Vacation Rentals - Apartment
1 / 27

Key West Apartment
2 Bedrooms / 3 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(25)“ Excellent ”25 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$175 - $338
Per month:$5,250 - $10,140
Pets allowed:No
Internet:Yes

CORAL GARDEN: A 2- bedroom 2. 5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Furnished with comfort in mind with a fully- equipped kitchen for preparing your fresh catch or a quick breakfast to ...

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Key West Florida Vacation Rentals - Apartment
1 / 23

Key West Apartment
2 Bedrooms / 3 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(4)“ Excellent ”4 Reviews

from

$240

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$240 - $479
Per month:$7,200 - $14,370
Pets allowed:No
Internet:No

SPA ON DUVAL - Is a tropical two story, 2 bedroom 2. 5 bath townhome located in the rooftop community of Duval Square where you only have to walk downstairs to great restaurants, speciality shops and the action of Duval Street. Spa On Duval is truly a Key West experience to enjoy!...

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Key West Florida Vacation Rentals - Home
1 / 23

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(23)“ Excellent ”23 Reviews

from

$625

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$625 - $1,298
Per month:$18,750 - $38,940
Pets allowed:No
Internet:Yes

DUVAL PENTHOUSE - - A large luxury apartment located in downtown Key West. This property has it all, fabulous location, beautiful furnishings and plenty of space to accommodate your friends and family. Duval Penthouse is designed after a chic urban flat with an island twist, comfortable...

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Key West Florida Vacation Rentals - Home
1 / 23

Key West Home
3 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(22)“ Excellent ”22 Reviews

from

$625

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$625 - $1,298
Per month:$18,750 - $38,940
Pets allowed:No
Internet:Yes

Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently located on a quiet street in the heart ofOld Town Key West http://www. athomekeywest. com/bre/categories/OLD- TOWN/on ly one block from the fabulous shops, activities, restaurants...

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Key West Florida Vacation Rentals - Home
1 / 27

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 2 Bedrooms / Sleeps 7

(1)“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:7
Type:Home
Per night:$100 - $217
Per week:$700 - $1,517
Pets allowed:Yes
Internet:Yes

REJUVENATE! ! ! : This is a Key West experience you don't often find. This spacious 2- bedroom 2- bath cottage is part of a small compound with shared pool, but has its own jacuzzi within a private lanai. RECREATE: Master bedroom with king bed, brand new extra firm mattress, and...

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Key West Florida Vacation Rentals - Home
1 / 32

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $204
Per week:$700 - $1,424
Pets allowed:Yes
Internet:Yes

FIRST BREATH: Lovely 3- bedroom 2- bath Conch home with pool located right in the middle of the action in Old Town Key West. Fenced in and lushly landscaped for the ultimate in privacy. Back gate opens onto Elgin Lane. Two bedrooms upstairs, one with king and one with queen bed, ...

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Key West Florida Vacation Rentals - Home
1 / 17

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$107

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$107 - $184
Per week:$747 - $1,284
Pets allowed:No
Internet:Yes

ISLAND BREEZE - - Located in the exclusive Sanctuary within the Key West Golf Club, this spacious home allows for lots of visitors with 3 bedrooms and a sleeper sofa. Enter an open floor plan of kitchen, dining room, half- bath and living room, with French doors leading outside...

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Key West Florida Vacation Rentals - Apartment
1 / 24

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 5
Apartment / 2 Bedrooms / Sleeps 5

(9)“ Excellent ”9 Reviews

from

$272

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
Per night:$272 - $539
Per week:$1,900 - $3,770
Pets allowed:No
Internet:Yes

TRUMAN'S HIDEAWAY: It's hard to say which is more impressive, the view of Florida Bay from your private deck or living in front of Truman's Little White House. This lovely condo in the exclusive Harbour Place condominium complex in Truman Annex offers all the comforts of home and...

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Key West Florida Vacation Rentals - Apartment
1 / 24

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 5
Apartment / 2 Bedrooms / Sleeps 5

(9)“ Excellent ”9 Reviews

from

$272

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
Per night:$272 - $539
Per week:$1,900 - $3,770
Pets allowed:No
Internet:Yes

SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place condominium complex in Truman Annex. You'll spend most of your time overlooking Florida Bay in one direction and Truman's Little White House...

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Key West Florida Vacation Rentals - Home
1 / 22

Key West Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(5)“ Very Good ”5 Reviews

from

$67

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$67 - $100
Per week:$467 - $700
Pets allowed:Yes
Internet:Yes

VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1. 5 bedroom 1 bath cottage with loft including a 2nd sleeping area. As you walk up to your front porch sitting area the front door opens and you enter into a cozy hideaway with amazing space. Tile entry...

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Key West Florida Vacation Rentals - Home
1 / 33

Key West Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$70 - $110
Per week:$490 - $770
Pets allowed:No
Internet:Yes

AQUA: What comes to mind when you think of the color aqua? This home was lovingly designed to give you that sense of peace and serenity, balmy breezes and crystal clear waters. The front entrance opens to the kitchen - - neat, clean and fully stocked with all your culinary necessities....

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Key West Florida Vacation Rentals - Apartment
1 / 26

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

(32)“ Excellent ”32 Reviews

from

$265

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$265 - $472
Per month:$7,950 - $14,160
Pets allowed:No
Internet:Yes

CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West is nestled in a quiet, secure compound and has everything you have been looking for in a vacation rental home. Plenty of space, ...

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Key West Florida Vacation Rentals - Home
1 / 20

Key West Home
1 Bedroom / 2 Bathrooms / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$74

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Home
Per night:$74 - $150
Per week:$514 - $1,050
Pets allowed:Yes
Internet:Yes

COCONUT COTTAGE - - 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 one bedroom two bath cottage is...

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Key West Florida Vacation Rentals - Home
1 / 25

Key West Home
1 Bedroom / 2 Bathrooms / Sleeps 2
Home / 1 Bedroom / Sleeps 2

(2)“ Excellent ”2 Reviews

from

$67

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Home
Per night:$67 - $117
Per week:$467 - $817
Pets allowed:No
Internet:Yes

SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape for a couple or singles looking to get away from it all in Paradise… Located in Old Town Key West this one bedroom two bath cottage is a gorgeous spot to rest and recuperate from...

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Key West Florida Vacation Rentals - Home
1 / 24

Key West Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

(2)“ Excellent ”2 Reviews

from

$60

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$60 - $119
Per week:$420 - $829
Pets allowed:Yes
Internet:Yes

IBIS - Located in The Colony compound, Ibis is a wonderful one bedroom one bath condo. Just a couple of blocks to Duval Street, walking distance to restaurants, shopping and attractions of Old Town Key West. Simple but comfortable, Ibis has kitchenette with granite countertop...

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Key West Florida Vacation Rentals - Home
1 / 24

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$180 - $275
Per week:$1,260 - $1,925
Pets allowed:Yes
Internet:Yes

FAN- tastic GETAWAY: 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 offers the perfect Key West experience. Newly- furnished spacious living room with...

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Key West Florida Vacation Rentals - Home
1 / 22

Key West Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$97 - $160
Per week:$677 - $1,120
Pets allowed:Yes
Internet:No

TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2- bedroom Conch cottage. A few blocks from Higgs Beach, Sandy's Cafe and the infamous Fausto's Food Palace; a quick bike ride to Duval Street. Open floor plan ...

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Key West Florida Vacation Rentals - Home
1 / 25

Key West Home
1 Bedroom / 2 Bathrooms / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(25)“ Excellent ”25 Reviews

from

$210

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Home
Per night:$210 - $414
Per month:$6,300 - $12,420
Pets allowed:No
Internet:Yes

TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back...

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Tavernier Florida Vacation Rentals - Apartment
1 / 22

Tavernier Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$77 - $117
Per week:$537 - $817
Pets allowed:Yes
Internet:Yes

Minimum Rental: 2 Months Luxurious 2 bedroom, 2 bath townhome in gated bayfront complex with pool, hot tub, and tennis courts. This wonderful townhome is nestled in a tropical hardwood hammock. Enjoy your time in the Keys in this spacious unit which includes an updated kitchen ...

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Tavernier Florida Vacation Rentals - Home
1 / 26

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$250 - $300
Per week:$1,750 - $2,098
Pets allowed:Yes
Internet:Yes

MINIMUM STAY: 29 DAYS NEW RENTAL OPPORTUNITY! This magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath...

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Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

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

Minimum Rental: 1 Month You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It...

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Key West Florida Vacation Rentals - Home
1 / 10

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

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

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas that boast over 1700 sq...

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Key West Florida Vacation Rentals - Home
1 / 10

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

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

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas that boast over 1700 sq...

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Key West Florida Vacation Rentals - Home
1 / 14

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(9)“ Excellent ”9 Reviews

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

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas that boast over 1700 sq...

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Key West Florida Vacation Rentals - Home
1 / 17

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
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 Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$332

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$332 - $425
Per week:$2,322 - $2,975
Pets allowed:Yes
Internet:No

MINIMUM STAY: 1 MONTH Looking for a spacious ocean front home but don't need a mansion? The upper two floors of this home offer an elevator from the ground level to the main living areas, 4 bedrooms each with an ensuite bath and a spacious living area with a huge kitchen, formal...

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Key Largo Florida Vacation Rentals - Apartment
1 / 20

Key Largo Apartment
2 Bedrooms / 1 Bathroom / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$135 - $158
Per week:$940 - $1,100
Pets allowed:No
Internet:Yes

MINIMUM STAY: 7 NIGHTS. This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens and fresh...

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Tavernier Florida Vacation Rentals - Home
1 / 30

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$225 - $259
Per week:$1,575 - $1,809
Pets allowed:No
Internet:No

MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by...

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Key Largo Florida Vacation Rentals - Home
1 / 34

Key Largo Home
5 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

from

$484

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$484 - $550
Per week:$3,384 - $3,850
Pets allowed:Yes
Internet:No

MINIMUM RENTAL: 1 MONTH 180 degree ocean views are yours from almost every room in this magnificent ocean front home. This home has over 5962 (not a typo) square feet of living area with 5 bedrooms, 6 and one half baths, and two full kitchens! This home comfortably sleeps 10 in...

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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$127

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$127 - $150
Per week:$887 - $1,050
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the...

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$100 - $134
Per week:$700 - $933
Pets allowed:No
Internet:Yes

MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity...

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
5 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(46)“ Excellent ”46 Reviews

from

$865

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$865 - $1,777
Per month:$25,950 - $53,310
Pets allowed:No
Internet:Yes

THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson. It is located just three blocks from Duval Street, in the heart of Key West’s Old Town, within walking distance of restaurants,...

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Key West Florida Vacation Rentals - Home
1 / 24

Key West Home
5 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

from

$785

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$785 - $1,658
Per month:$23,550 - $49,740
Pets allowed:Yes
Internet:Yes

CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key West; this is one of them. Located on a quaint lane just steps from Duval Street with room to park 2 vehicles off- street - - a bonus in Old Town where parking is worth its weight in...

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Key West Florida Vacation Rentals - Home
1 / 26

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(78)“ Excellent ”78 Reviews

from

$465

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$465 - $907
Per month:$13,950 - $27,210
Pets allowed:Yes
Internet:Yes

BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3- bedroom Conch cottage with outdoor dining and private pool, fenced and lanscaped for total privacy, yet a mere 1/2 block from the action on Duval Street, with off- street parking....

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Key West Florida Vacation Rentals - Apartment
1 / 30

Key West Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 8
Apartment / 3 Bedrooms / Sleeps 8

(10)“ Excellent ”10 Reviews

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Apartment
Per night:$215 - $394
Per month:$6,450 - $11,820
Pets allowed:No
Internet:Yes

CORAL VILLA - - Located right in the middle of the action, Coral Villa is a beautiful 3- bedroom townhome in the gated community of Coral Hammock. Just off U. S. 1, across the street from the golf course, and minutes from some of Key West locals' favorite restaurants, marinas,...

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Key West Florida Vacation Rentals - Home
1 / 16

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$400 - $791
Per month:$12,000 - $23,730
Pets allowed:Yes
Internet:No

SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nestled in the center of historic Old Town Key West. Sit on the front porch and while away the hours with a good book. Duval Street is a short block away, so close to all the activity ...

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About Florida Keys

Florida Keys Travel Tips

The Florida Keys are a wonderful vacation spot for families in search of a little relaxation or adventure. Made up of Key Largo, Islamorada, Marathon, Key West, and Big Pine Key and the lower keys, these islands have plenty of family-friendly activities. The best way to visit this beautiful area is by choosing to stay in vacation rentals by owner. Florida Keys tourists can choose from a variety of different sized properties designed to make your time in the Keys comfortable and memorable. For families visiting the Florida Keys, vacation rentals by owner offer the maximum amount of space and privacy for the price. Your entire family will love exploring the islands and coming home to a private, spacious home or condo.

Beaches and Parks

While staying in one of the area's beautiful vacation rentals, Florida Keys tourists can enjoy a leisurely day at one of the best parks in the nation. These are just a few of the Keys most popular destinations:
  • John Pennekamp Coral Reef State Park is the oldest underwater park in the world. Located in Key Largo, families can explore the 47 campsites located on 67,845 acres, split between land and underwater areas. Nature trails, beaches, kayak and canoe rentals, and glass-bottom boat tours are available.
  • Everglades National Park has many fun activities for families. Kids can become Junior Rangers or go on a wildlife hike.
  • Bahia Honda State Park is known for its beautiful beaches and crystal clear water. Visitors can book a snorkeling tour online and enjoy over an hour of snorkeling in the Looe Key National Marine Sanctuary, where swimmers will explore the gorgeous Elkhorn and Star coral.

Things to Do

The Keys have plenty of fun things to do for every activity level. Families who enjoy the outdoors can take advantage of the wide availability of Florida Keys condo rentals and stay right on the beach!
  • Fishing enthusiasts visiting the Florida Keys will be very excited to hear that Islamorada is known as the sport fishing capital of the world, offering a variety of game fish.
  • Water sports are also very popular in the Keys. Hang gliding, parasailing, kayaking, and paddle boarding are great choices for adventurous families.
  • Swimming with dolphins is a unique experience that every tourist of the Florida Keys should try! Through Dolphins Plus in Key Largo, visitors can go on a structured or natural swim with the dolphins or visit the sea lions through the Sea ...

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