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

201-248 of 248 Florida Keys Rentals

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Islamorada Florida Vacation Rentals - Home
1 / 25

Islamorada 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:No
Internet:Yes

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 all handy. Not shown is...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 24

Cudjoe Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

3 Bedrooms, 3 Bathrooms, Sleeps 8 L’Anquesa – The Angel’s Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs and surround sound with incredible panoramic views 1 Guest...

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Key Largo Florida Vacation Rentals - Home
1 / 24

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 14

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:14
Type:Home
Per night:$329 - $700
Per week:$2,300 - $4,900
Pets allowed:No
Internet:Yes

Spectacular Waterfront Ocean side 4/3 3 story home with Pool & 50 Ft Dock Oceanfront home with 2 wrap around balconies and great views. Ocean access with no bridges. Next to John Pennekamp, Jacobs Aquatic Center Water park, Publix, Dolphin Cove, and restaurants like the famous...

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Key Largo Florida Vacation Rentals - Home
1 / 24

Key Largo Home
4 Bedrooms / 2 Bathrooms / Sleeps 14

from

$284

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:14
Type:Home
Per night:$284 - $317
Per week:$1,984 - $2,217
Pets allowed:Yes
Internet:Yes

Our Key Largo Dream home is located on approx. 1/2 acre of ocean front property. A Ground Level Home! ! ! No Walking up and down stairs 10x a day! ! ! Some of the additional features include 2 walk in beach entrances, & your own boat basin to accommodate your boats or PWC. You ...

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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

This spacious pool home comes with all the amenities to turn your dream vacation into a reality, including a 100- foot long dock and a custom pool overlooking the deepwater canal with an integrated spa. The pool has a waterfall on one end and a trickling stream on the other it is...

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$129
Per week:$900
Pets allowed:No
Internet:Yes

"Handicapped Accessible" ~ not ADA "official" compliance but very user friendly Seven Night Minimum Maximum Occupancy 6 A rare ground level single family home with a spacious yard located in a nice, quiet residential neighborhood and only two blocks from the public boat ramp....

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Tavernier Florida Vacation Rentals - Home
1 / 10

Tavernier Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$84

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$84 - $117
Per week:$584 - $817
Pets allowed:No
Internet:Yes

This Gorgeous Home In The Sought Out Development Of Hammerpoint. Sits Ocean Front With Gorgeous Bay View. Large Dock Size Of 65 Feet. Experience The Sunrise And Sunset Of The Gorgeuos Florida Keys In This Fabulous Home. A Must See Treasure In The Florida Keys! ! ! !...

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Key Largo Florida Vacation Rentals - Townhouse
1 / 15

Key Largo Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:8
Type:Townhouse
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:No

This bayview townhouse has a great layout. Bottom level offers kitchen, dining , 1/2 bath , and big screen tv in living area . Sliding glass doors lead to screened in porch with beautiful bayviews. You can see your boat slip. NEWS YEARS AND 4TH OF JULY SEE FIREWORKS FROM YOUR...

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Moon Bay Slice of Paradise!

“ Excellent ”
August 5, 2014
Our unit was perfect. It needs a little TLC. But overall it was great. The grounds are well kept, pools were clean, marina was fantastic and we could see our boat from our townhouse and security was good. Parking is at a premium, tight but workable. Our reservation/property manager was very though and helpful.
Maureen Foster, Melbourne Beach FL

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$142

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$142 - $199
Per week:$990 - $1,390
Pets allowed:Yes
Internet:Yes

Marathon Vacation Rental License 08- 00406 Mini Season rates are Higher NO RENTAL LESS THAN 1 week! ! ! ! You can stay less but must rent for the week No Exceptions Weather is great! ! ! Fishing is HOT! ! ! Relaxing is Hotter! ! ! 2 Bedroom 2 full bath.....

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great stay

“ Excellent ”
August 17, 2014
The home in which we stayed was very well kept and conveniently located in the keys, we had our own dock and a beautiful back yard. I am hopeful that a home like that would be available for all my future vacations thanks
Cecilia Villegas, miami ,fl,usa

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Marathon Florida Vacation Rentals - Townhouse
1 / 20

Marathon Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 7

“ Excellent ”4 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Townhouse
Per night:$172 - $322
Per week:$1,200 - $2,250
Pets allowed:No
Internet:Yes

This 3 bedroom, 3 bath, half duplex townhouse offers all you need for a great vacation. Stunning openwater views of the Gulf of Mexico, beautiful sunsets, your own private pool and cut in boat slip with lift. Great views from the living area and master bedroom. The ground level...

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Great Place to stay

“ Excellent ”
May 14, 2014
We have stayed in this house many times in the past. House was clean and in great shape. We had a fun time and will be back. RBG
Richard Greene, Maine

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Summerland Key Florida Vacation Rentals - Home
1 / 12

Summerland Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$170

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$170
Per week:$1,190
Pets allowed:Yes
Internet:Yes

Seasonal Rates Start at 1190. 00 per week based on 7 night miniimum stay. Extremely private two bedroom two full bathrooms on beautiful Little Torch Key , Oceanside . Deep Water swimming canal . Plenty of room for docking and parking of trailers etc... house was completely renovated...

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Wonderful Secluded Cottage in the Keys!

“ Excellent ”
February 21, 2014
We had such a wonderful time at this little place. There were other areas of the keys that felt pretty sketchy, but Little Torch key was quiet, and clean. If you are wanting somewhere with no loud neighbors and just a nice family friendly environment this is perfect. We loved going out on the back deck and watching the fish in the canal. We also saw several Iguanas in the yard one day. The house was very clean and well kept. There was plenty of towels, bedding and such available. There was also a very nicely stocked kitchen. We had a bit of spotty service with the internet, but it seemed to be the providers issue. I would highly recommend this wonderful home as a place to call home while you visit. It was also ideally situated if you want to spend time in both Marathon and Key West. We spent most of our time in Marathon, but were still glad that we were staying on Little Torch where it was quieter.
Tara Jewkes Mansius, Oregon, USA

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$858

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$858 - $1,143
Per week:$6,000 - $8,000
Pets allowed:No
Internet:Yes

Beautiful 10, 000 sq. ft. home on a deep water canal with access to the ocean, 1 block from the beach. 4 bedrooms, 5 baths, pool, hottub, 2 master bedrooms, 2 big scree TV with DVD. Bar, full kitchen....

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Awesome place to have fun with bunch of people...

“ Excellent ”
December 2, 2012
We stayed for 4 days in this vacation home it was real good fun The rooms were clean and the maintaince of this property was very good .
sujan kamma, Nashua,NH

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Sunset at PirateHead Cove
1 / 29

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”8 Reviews

from

$249

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$249 - $349
Per week:$1,743
Pets allowed:No
Internet:Yes

Ahoy! PirateHead Cove, your affordable vacation dream- come- true is now taking bookings for 2013/14! We are located within Key West city limits in one Key West's only waterfront neighborhoods. We are about 4 miles from Duval Street and downtown, about 2 miles from Smather's...

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Water front Key West

“ Excellent ”
December 18, 2014
Cozy home, well supplied, welcoming and engaging owners with lots of sunshine. Tucked in a quiet neighborhood on Stock Island. Great vacation.
Patricia Dubberke, Minnesota

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Islamorada Florida Vacation Rentals - Townhouse
1 / 8

Islamorada Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$315
Per week:$2,200
Pets allowed:No
Internet:No

Come enjoy a slice of paradise in this beautiful ocean front property settled in a private, gated and lushly landscaped community. Take it all in, from the breathtaking ocean views, to the serene swimming pool, it's like a tropical dream come true. In addition to the pool this...

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$300 - $350
Per week:$1,680 - $1,960
Pets allowed:No
Internet:Yes

Villa Los- Montes Beautiful Summer Gate- away, Paradise in the Keys. Rates quoted included base rental & taxes, standard Security Deposit $500. 00, $175. 00 Cleaning Fee and PDP Fee. There being no damages, the security deposit is FULLY REFUNDED after check out. Are you...

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summer get away

“ Excellent ”
August 18, 2014
Troy, Thanks for letting us rent your home for the month of July, we loved the location of your house. It was 2 seconds from the bay and not far from the ocean (which was a beautiful ride). We had manatees that came to the dock on many late afternoons (the kids loved this). We look forward to coming back next year. The Klopf's
Jeroline Klopf, Tampa, Fl

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Marathon Florida Vacation Rentals - Villa
1 / 16

Marathon Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$465

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Villa
Per night:$465 - $715
Per week:$3,250 - $5,000
Pets allowed:No
Internet:Yes

This two- story, ocean- front Florida Keys home is the ideal locale for busy executives, families, retirees and vacationers alike. Developers thoughtfully considered every last detail when designing and constructing this architectural masterpiece – from its breathtaking, scenic...

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Marathon Florida Vacation Rentals - Home
1 / 26

Marathon Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$715 - $1,000
Per week:$5,000 - $7,000
Pets allowed:No
Internet:Yes

Breathtaking Open Ocean views can be enjoyed from 3 of the 5 bedrooms, granite kitchen, and both living areas. Featured in this Custom Home are imported Italian marble floors, marble field- stone walls, and LED Lighting Technology. 110' private ocean frontage, 80' of dockage,...

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Key Colony Beach Florida Vacation Rentals - Home
1 / 20

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

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143 - $285
Per week:$995 - $1,995
Pets allowed:No
Internet:Yes

Welcome to Casa Mar Azul, an upscale Water Front 3 Bedroom, 2 Bath newer home with a 38 foot dock that sleeps 8 people and located at 600 10th Street in Key Colony Beach, located on the north end of Marathon and only a 1 hour drive to Key West. Do you want beaches We are just a...

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150
Per week:$1,050
Pets allowed:No
Internet:Yes

This cozy, single family home in the middle of Marathon, is on a deep canal just a few houses in from the ocean. You can be on the Atlantic Ocean in minutes to go fishing, snorkeling, or diving. Sit out on the comfortable porch overlooking the canal, sip a cool drink and enjoy...

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Key West Florida Vacation Rentals - Townhouse
1 / 3

Key West Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”9 Reviews

from

$205

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Townhouse
Per night:$205 - $300
Per month:$6,150 - $9,000
Pets allowed:No
Internet:Yes

"Island Wind" welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof and white spindled porches reminiscent of Old Key West Just a block off Duval Street at the corner of Truman & Simonton in Windward Park a gated community consisting...

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Amazing place

“ Excellent ”
July 28, 2014
Amazing place just like we thought. Close to everything and beautiful. We will deffinatly be staying here again!!!!
James Edwards, Charlotte NC

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Marathon Florida Vacation Rentals - Home
1 / 14

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $272
Per week:$1,049 - $1,899
Pets allowed:No
Internet:Yes

Lush Tropical Lagoon Home with view of th e Gulf of Mexico and incredible sunsets. Recently revnovated octagonal shaped home with wide open water views from every window. Newly furnished comfortable interior with all the ammenities you'd expect. Brick pavers surround lush landscaping...

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Great Location

“ Excellent ”
July 4, 2014
The house is wonderful, clean and airy with everything for a comfortable vacation. The area was nice and quiet and everyone we met friendly. Joe was great to deal with, he was helpful and and answered any queries we had promptly. We have already booked for next year.
Hazel Softley, Surrey England

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Marathon Florida Vacation Rentals - Villa
1 / 28

Marathon Villa
8 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”2 Reviews

Bedrooms:8
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$1,643
Per week:$11,500
Pets allowed:No
Internet:Yes

Southern Diversion Two is an exclusive private gated estate located in Marathon in the Florida Keys. This sprawling 2 acre private estate is located directly on the Gulf of Mexico featuring 300 feet of open water, deep water dockage (water depth at low tide is 4 feet) with boat lift...

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awesome honeymoon destination

“ Excellent ”
October 19, 2014
We rented this home for our honeymoon in October 2014. We invited 9 of our family and friends to join us. We had an amazing time. The house is even more beautiful in person. It's a rough decision when u have to decide which pool to go into for the day. The kitchen was outstanding. A great time was had by all. Would 100% recommend this place.
Kathy Roberts, cocoa, florida

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Key Largo Florida Vacation Rentals - Condo
1 / 15

Key Largo Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Condo
Per night:$122
Per week:$850
Pets allowed:No
Internet:Yes

We want your business... Popular vacation spot for this 2 bedroom condo Master Queen bed , 2nd bedrm : 2 twin beds and living area has sleeper sofa. Completely and tastefully furnished with most everything you will need. Has Wi- Fi and cable TV Complex: Pool, wading pool for ...

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vacation

“ Excellent ”
August 21, 2013
it was the best
ERIC GONZALEZ, atlantic city nj

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Islamorada Florida Vacation Rentals - Townhouse
1 / 6

Islamorada Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$100
Per week:$700
Pets allowed:No
Internet:Yes

Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean your views could NOT be any better. ...

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Fabulous Vacation

“ Excellent ”
September 15, 2014
We had a fabulous time at David's place. Everything was wonderful. Beautiful view, manatees at our front door, just everything you would want in a Keys vacation.
Betty Cameron, Daytona Beach, Florida USA

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Key West Florida Vacation Rentals - Townhouse
1 / 11

Key West Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”14 Reviews

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:Yes

This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of the Truman Annex. The home is decorated in exceptional taste; including a King size bed in the master bedroom with ample closet space and its own private covered...

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Beautiful Escape in Truman Annex!

“ Excellent ”
January 17, 2015
This is a beautiful place in the heart of Truman Annex. Just 2 blocks from Duval so your close to everything, but far enough away if you prefer some quiet time. Very Relaxing Pool is a definite plus! The place does look like it the pictures if anything nicer. We loved our stay! We will stay there again! The Owners are just wonderful. This was our first time visiting Key West and We couldn't have picked a better place to stay. Thru the Week My Husband kept saying "Good Job finding this place its Great"! I can honestly say you wont be disappointed! Great Place to Vacation!
deb strieter, Unionville, Mi USA

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Marathon Florida Vacation Rentals - Home
1 / 19

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$136 - $200
Per week:$950 - $1,400
Pets allowed:No
Internet:No

Seven Night Minimum Maximum Occupancy 6 Rare, ground level, waterfront single family home on ocean side canal with dockage. Easy access to the Atlantic. Two bedrooms, two full baths, enclosed porch area can be used as third bedroom (has trundle bed). Small screened porch facing...

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Key Largo Florida Vacation Rentals - Home
1 / 17

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$120 - $140
Per week:$840 - $980
Pets allowed:Yes
Internet:Yes

Beautiful Key Largo home resting on a private canal with access to Black Water Sound in the presigious community of Stilwright Point. Beautifully decorated with everything you will need for the vacation of a lifetime. Three comfortabel bed rooms with the master enjoying the entire...

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$265

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$265
Per week:$1,850
Pets allowed:Yes
Internet:Yes

The property is located at the end of the block. It has an open garage that two full size trucks could park in. It has 4 bedrooms, 2 1/2 bathrooms, if you have a boat we've got you covered with approx 200 feet of canal. Dock facilities include fresh water, electricity, and a cutting...

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good place with great backyard

“ Excellent ”
January 4, 2014
The house was a bit small for 8 people, If they had gone for a smaller furniture in the living/dining room,the room would have seemed bigger. But the Backyard and the view compensated for any flaws inside the house. It was just so beautiful and relaxing.
lavanya srinath, HIghtstown, New Jersey

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Tavernier Florida Vacation Rentals - Home
1 / 14

Tavernier Home
5 Bedrooms / 5 Bathrooms / Sleeps 15

“ Excellent ”5 Reviews

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:15
Type:Home
Per night:$429 - $715
Per week:$3,000 - $5,000
Pets allowed:Yes
Internet:Yes

This impressive home is located in Islamorada on a private lagoon with quick direct access to the Florida Bay. Featuring 5 bedrooms and 5 bathrooms, this private residence offers plenty of balconies for water viewing, expansive cathedral ceilings, top of the line appliances and...

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Seaside sanctuary 12/27 thru 1/3/15

“ Excellent ”
January 6, 2015
The house was outstanding. It exceeded all expectations. The pictures don't do it justice. We had 8 adults and 8 Kids, ages 1 3/4 to 14. It worked great.
Denny Webb, Atlanta

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”24 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$122 - $215
Per week:$849 - $1,499
Pets allowed:Yes
Internet:Yes

Accommodations: Waterfront Half Duplex, 2 Bedrooms + Convertible bed, 2 Baths (Sleeps 4- 6) Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock. This is not your...

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Great Vacation

“ Excellent ”
January 26, 2015
We just returned from a 2 week stay in the West unit. We had such a wonderful time. We loved the lagoon. While kayaking, the dolphins were jumping so close to us that we were getting splashed. One day a manatee followed us home and we played with him for a while. The unit was perfect for the four of us. Marathon is a great place to stay as you are in the middle of the keys. We plan to go back next year and may have to rent both sides if everyone comes!!!
Debra Lampron Wentworth, Otisfield, Maine

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Islamorada Florida Vacation Rentals - Condo
1 / 17

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$70 - $127
Per week:$490 - $887
Pets allowed:No
Internet:Yes

Gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up every morning, open the curtains and view a panorama of the Atlantic Ocean directly in front...

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 6

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
Per night:$350
Per week:$2,450
Pets allowed:No
Internet:Yes

Two stories with private two bedrooms guest quarters in first floor! Two living rooms, one in the first floor and a second in main level with independent satellite TV to include paid channels and Netfix. Two other bedrooms in second floor. a master bedroom with a king size bed and...

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Marathon Florida Vacation Rentals - Home
1 / 23

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$415 - $843
Per week:$2,900 - $5,900
Pets allowed:No
Internet:Yes

Private wide waterfront home. 4, 200 square foot with banquet hall, seats 14. Three central air conditioners, the house is so big. Party room with unique Bar embedded with sand dollars, a real $100 bill that only kids can find, sometimes drunken adults; watch out for the 6 piranhas....

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New Year's Vacation - 2014-15

“ Excellent ”
January 15, 2015
We enjoyed a memorable stay at Cannon Point Fortress the week surrounding the New Year's Holiday of 2014/15. Our party consisted of 12 people (2 families and a set of grandparents with ages ranging from 18 to 75) and there was plenty of space for all. The house was "as advertised" on the vacation rental sites that I reviewed prior to rental. The owner, Patty Ripley, was very friendly and helpful and provided suggestions for local dining, nightlife, and daytime activities. She was on-site (in a private owner's quarters) throughout our stay due to ongoing renovations at her own home - but other than greeting us when we arrived and offering farewell when we left we never knew she was there. Cannon Point Fortress had all the necessary amenities that our group was looking for and was comfortably appointed. If you or your group are the type of people who settle for no less than stainless steel appliances, granite counter-tops, Italian marble, and high thread-count bedding - Cannon Point Fortress may not be suitable for your needs. If you wish to spend a week (or more) in a quiet, secluded setting that offers impeccable outdoor areas to enjoy and relax in, 24/7 water views from virtually all areas, kayaks, heated pool and spa, private decks for relaxing and sun, and a premium location in Marathon from which you can access and enjoy all parts of the Keys - then this is the place for you. We spent our days by the pool and in the incredibly landscaped yard, enjoyed the local wildlife (fishing, birds, Iguanas), watched boats motor and sail by, kayaked the area, enjoyed walking the neighborhood, and enjoyed an hour-long visit by a manatee on the last day of our stay. Our evenings were spent in the main dining/living area or in the man-cave watching TV and playing table games - particularly enjoyed watching our beloved Ohio State Buckeyes beat the Alabama Crimson Tide in the National Semifinal - OH-IO!! Like most rental homes in which we have stayed over the years, Cannon Point had its quirks - operating TV's and figuring out light switches took some time and we never did figure out how to make the patio lights by the pool/spa remain on in the evening and house was a little short on paper products, soaps, etc. (rectified by a quick trip to the store). Those quirks were heavily out-weighed by sun, ocean breezes, 80 degree days, and warm, quite nights. If we return to the Keys in the future, Cannon Point will be our first choice for a family rental!!
Debbie Wiegand Miller, Medina, Ohio USA

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Key Largo Florida Vacation Rentals - Townhouse
1 / 8

Key Largo Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$158 - $229
Per week:$1,100 - $1,600
Pets allowed:No
Internet:Yes

This deluxe three bedroom waterfront condo is on MM 99. 5 in Key Largo. It is a 3- story unit with beautiful views of the Atlantic Ocean. The unit has 3 spacious bedrooms, each with a queen size bed. You also have the convenience of having a full size washer and dryer in the unit....

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Great family vacation

“ Excellent ”
April 2, 2014
The property offers everything we sought: a quick whole- family (10) getaway, with easy and fast access to jobs as needed, with plenty of activities for grown-ups and kids, both on premise and nearby. The condo development is beautifully appointed and maintained, the townhouse proper is spacious, homey, fully equipped and very comfortable. The pool area --steps away-- and the pool table --downstairs rec room/kids' camp-out room-- were the two magnets for family activities (besides the open kitchen-dining area...). The owner graciously makes available fishing gear as well as many games. Bring your tennis gear for the on-premise court and your dinghy or properly registered/insured boat to tie at the pier in front of the unit. Don't forget your bikes (some available at the house) and walking shoes. Plenty of restaurants, informal road stands, farmer's market and supermarkets within a 2-mile radius on the main road, Innumerable tourist attractions within 20 minute ride, and an hour-and-a-half drive to Key West and Miami. In summary, an ideal place that can very well be called home-away-from-home.
La Casita del Texu, Miami, FL

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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

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Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250
Per week:$1,750
Pets allowed:No
Internet:Yes

New home with great ocean access. 300 yards and you are in some of the best fishing in the world. A sun deck and a shaded deck to make everyone happy. Walk to a beautiful beach with all the amenities including showers, bathrooms, grills and sand volleyball courts. This home ...

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Islamorada Florida Vacation Rentals - Home
1 / 8

Islamorada Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 16

from

$536

/ night

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Bedrooms:8
Bathrooms:5.5
Sleeps:16
Type:Home
Per night:$536 - $858
Per week:$3,750 - $6,000
Pets allowed:No
Internet:Yes

The Florida Keys Largest, Most Prestigious Vacation Rental Home Available! ! Come stay in your own luxurious Oceanfront Mansion... for less than the price of a hotel room! (see rate breakdown below) Enter this vacation paradise through the private gated drive, lined with...

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Islamorada Florida Vacation Rentals - Home
1 / 9

Islamorada Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

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

This beautiful 4 bedroom/ 4 bathroom home has a 70' dock directly behind the home . Canal leads out to Snake Creek and has immediate Ocean and Bay access. The home is located in one of the finest neighborhoods of the Florida Keys- Venetian Shores. Upstairs there are 2 bedrooms/ 2...

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Wonderful Month in Key Largo

“ Excellent ”
January 9, 2015
It had been several years since we've been in the Keys, and my family and I decided it would be nice to spend Christmas there this year. We rented this property for the month of December. It was absolutely fantastic. The outside space is wonderful; the pictures just don't fully convey how great this space is. Each morning I'd spend time on the deck in "tequilaville" having coffee and watching the manatees in the canal. It was so relaxing. The flowers are spectacular; and the lights at night in the garden and the fountain are breathtaking. The house itself is comfortable and perfect; it's decorated in a caribbean/keys style which is perfect.Deborah is a job to deal with. She kept me very informed as we went through the rental process. And, she personally met me at the property for check in and to give me the grand tour. It was fantastic.There are so many things in the area to take advantage of. There is a flea market/farmers market within short walking distance; Pennekamp state park is close by; and there are so many restaurants in the area.I can't recommend this property highly enough. If you're looking for the perfect Keys experience, this property is great!! I've been home for over a week now, and I already miss Key Largo.
steve weigler, Woodbridge, VA

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

Come enjoy this family friendly house. There are 3 bedrooms and 2 bathrooms upstairs and a separate 1 bedroom 1 bathroom and kitchen downstairs. There is a balcony off of the living room where you can sit and have your morning coffee as you watch the ocean. The house is completely...

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Key Largo Florida Vacation Rentals - Townhouse
1 / 11
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

There are no App ! That Experiences are completely worth ! ! Just Unplug your family and simply reconnect in Florida Keys . Experience the Overseas Highway ride & Stay with us for a while . The three bedrooms and three baths beautiful town home which is conveniently located at 24hrs...

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Key Largo Florida Vacation Rentals - Home
1 / 6

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

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

The Main House, a fully furnished 2- bedroom split- level house facing the bay. Features include private patio and barbeque, two dining areas and a large living room. The masters bedroom located at the top of the stairs contains 2 queen size, large closet, and an adjoining bathroom....

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

The Captain's Unit can sleep 2 adults and 1 to 2 kids. It is a one- bedroom suite with its own Jacuzzi tub and a tiki shower. It has 1 king size bed, which also faces the water. An additional bedroom with 2 single beds (bunk bed style)which can be opened for this cottage making...

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Keys Cottage was just what we needed!!

“ Excellent ”
August 22, 2013
We stayed in the Keys Cottage, myself, husband, and his 11 year old son. It was very relaxing. Gloria, Ken, and Cody were very helpful, professional, and a wealth of local information. Capt. Sheldon was a pleasure to deal with. We enjoyed the kayaks, canoes, paddle boards, and use of one of their sail boats!! It was great and I would recommend this place to anyone wanting a beautiful, quiet place on the bay.
Patricia Mouton, Deerfield Beach, FL

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 4

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

Lovely view of the lagoon and "cute as a button"! This 2 bedroom, 1 bath Gulfside home is sure to please. 75' of protected dockage on the canal with step down dock, fish cleaning table and good fishing. Quick access to the Gulf and just a short run to the Ocean via Vaca Cut. The...

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

Beautiful Sailfish Cottage is right in front of the bay and has it's own tiki hut facing the water with my personal favorite, a tiki shower for 2 containing 4 relaxing shower heads. It's a freestanding cottage which sleeps 2. We also call this cottage the Honeymoon Suite. Please...

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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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Big Pine Key Florida Vacation Rentals - Apartment
1 / 10

Big Pine Key Apartment
1 Bedroom / 2 Bathrooms / Sleeps 3

from

$120

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:3
Type:Apartment
Per night:$120
Per month:$3,600
Pets allowed:No
Internet:Yes

Lovely Furnished Apartment On A 25th Floor Of One Of The Highest Buildings In San Juan, With Marblle Floors, Facias, Indirectr Lighting Central Air Conditioned, New Kitchen With Stainless Steel Appliances Where You Can Have A Couple And A Child Sleeping Comfortably. The Two Bathrooms...

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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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