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

251-275 of 275 Florida Keys Rentals

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Islamorada Florida Vacation Rentals - Apartment
1 / 23

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$107 - $157
Per week:$747 - $1,097
Pets allowed:No
Internet:Yes

MINIMUM STAY: ONE MONTH. Exceptional 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Ocean views from the open air balcony. You'll be so glad you have chosen to spend your holiday here. The kitchen was remodeled in 2013 - granite counters, stainless steel appliances,...

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Islamorada Florida Vacation Rentals - Apartment
1 / 14

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$67

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$67 - $114
Per week:$467 - $794
Pets allowed:No
Internet:No

Minimum Rental: 1 Month Comfortably furnished and ready for you. Conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun rise over the ocean as fishing boats leave on their daily charters, or watch the spectacular sunsets over ...

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Islamorada Florida Vacation Rentals - Apartment
1 / 15

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$60

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$60 - $117
Per week:$420 - $817
Pets allowed:No
Internet:Yes

Description….. MINIMUM STAY: Minimum Rental: 1 Month 5th Floor unit at one of Islamorada's favorite condo complexes. This unit was recently sold and the new owners are beginning to update some of the décor. You'll love the fantastic panoramic ocean views as you relax or dine on...

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Key Largo Florida Vacation Rentals - Apartment
1 / 18

Key Largo Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$112

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$112 - $133
Per week:$784 - $931
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a boat up to 30' (33' from bow...

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Key Largo Florida Vacation Rentals - Home
1 / 24

Key Largo Home
5 Bedrooms / 3 Bathrooms / Sleeps 16

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:16
Type:Home
Per night:$500 - $634
Per week:$3,500 - $4,434
Pets allowed:No
Internet:Yes

Dreaming of a family vacation in the Keys? This amazing privately owned bay front estate offers 5 bedrooms including a bunk room for the kids and 3 baths. There are many ways to relax and de- stress in this fabulous home. Go for a swim in the gorgeous heated swimming pool or sip a...

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Tavernier Florida Vacation Rentals - Home
1 / 24

Tavernier Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$140 - $165
Per week:$980 - $1,155
Pets allowed:Yes
Internet:Yes

MINIMUM STAY: 30 DAYS NEW HOME (2013) Spend the fall or winter in the Florida Keys! You will love this wonderful 2013 built stilt home. Features include an open living area with gourmet kitchen, stainless steel appliances, including a wine refrigerator and granite counters. The...

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Islamorada Florida Vacation Rentals - Home
1 / 26

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$134

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$134 - $167
Per week:$934 - $1,167
Pets allowed:Yes
Internet:No

MINIMUM RENTAL: 1 MONTH BEAUTIFUL CANAL FRONT STILT HOME WITH HEATED POOL - For the guest who expects perfection this is it. This is a completely remodeled 3 bedroom/2 bath (2/1 up and 1/1 down) single family home - perfect for one couple or a smaller family. It is conveniently ...

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Key Largo Florida Vacation Rentals - Home
1 / 17

Key Largo Home
1 Bedroom / 2 Bathrooms / Sleeps 4

from

$165

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Home
Per night:$165
Per week:$1,155
Pets allowed:Yes
Internet:No

MINIMUM STAY: 1 MONTH Only 1 - 4 people? Want something spacious but don't need a mansion? This is it! ! Rent only the ground level portion of this magnificent home. This home offers gorgeous ocean views, private boat basin and a covered tiki with a hammock. You will quickly transform...

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Islamorada Florida Vacation Rentals - Villa
1 / 19

Islamorada Villa
1 Bedroom / 1 Bathroom / Sleeps 3

“ Excellent ”2 Reviews

from

$149

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Villa
Per night:$149 - $177
Per week:$1,040 - $1,235
Pets allowed:Yes
Internet:Yes

Minimum Rental: 7 Nights You can have it all – privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who ...

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Key Largo Florida Vacation Rentals - Home
1 / 25

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

from

$117

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$117 - $167
Per week:$817 - $1,167
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Enjoy your stay in this gorgeous single family home. You’ll love the convenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from this 90' concrete dock. Water, electricity, fish cleaning station and gas barbecue grill are...

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Islamorada Florida Vacation Rentals - Villa
1 / 27

Islamorada Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$343

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$343
Per week:$2,400
Pets allowed:Yes
Internet:Yes

Minimum Rental: 7 Nights Lower Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit...

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ 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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Islamorada Florida Vacation Rentals - Apartment
1 / 21

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$74

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
Per night:$74 - $127
Per week:$514 - $887
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month Sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Watch the fishing charter boats as they come and go from Bud and Mary's Marina. You'll be able to see cruise ships as they pass by Alligator...

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Islamorada Florida Vacation Rentals - Apartment
1 / 27

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ 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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Long Key Florida Vacation Rentals - Apartment
1 / 2

Long Key Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$167

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Apartment
Per night:$167 - $194
Per week:$1,167 - $1,354
Pets allowed:No
Internet:No

MINIMUM STAY: 1 Month. This is a spacious bay front upscale half duplex with wrap around screened balcony overlooking the Florida Bay and just steps away from a swimming beach. Grab your towels and stroll over to the beach for a relaxing day. There are two large bedrooms, two full...

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Tavernier Florida Vacation Rentals - Home
1 / 27

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$150
Per week:$1,050
Pets allowed:No
Internet:Yes

Minimum Stay 1 Month. "Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This...

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Islamorada Florida Vacation Rentals - Apartment
1 / 26

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / 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

“ Excellent ”1 Review

from

$343

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$343
Per week:$2,400
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

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$130 - $197
Per week:$910 - $1,377
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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Tavernier Florida Vacation Rentals - Home
1 / 26

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

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 / 24

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ 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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Tavernier Florida Vacation Rentals - Apartment
1 / 22

Tavernier Apartment
2 Bedrooms / 2 Bathrooms / 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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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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Islamorada Florida Vacation Rentals - Apartment
1 / 15

Islamorada Apartment
1 Bedroom / 2 Bathrooms / Sleeps 4

“ 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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Summerland Key Florida Vacation Rentals - Villa
1 / 20

Summerland Key Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$2,500 - $3,750
Per week:$17,500 - $26,250
Pets allowed:No
Internet:Yes

Step away from the norm and into the most peaceful and quiet blue waters you will ever see, within the Private Island of Serenity, located just 25 miles from Key West and a short boat trip from Summerland Key. This three bedroom home boasts almost 360 degrees of waterfront views...

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