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

151-200 of 384 Florida Keys Rentals

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Key Colony Beach Florida Vacation Rentals - Villa
1 / 9

Key Colony Beach Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$243 - $643
Per week:$1,695 - $4,495
Pets allowed:Yes
Internet:Yes

KEY COLONY BEACH LUXURY VACATION RENTAL HOME Magnificent Keys style contemporary home offering many individual features. The large private yard is beautifully landscaped and you will find unmatched seclusion among the multiple varieties of native Palms, Banana Trees and other ...

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It WAS paradise for us!!!

“ Excellent ”
May 28, 2014
We had one of the best vacations we ever had in the house located in Marathon Florida. We had never been to the keys before so did not know what to expect but what we found was a very laid back community that is simply surrounded by the natural beauty of the ocean. The house was amazing and roomy enough for four adults and four teenagers. The teenagers were never bored as we had our own pool which we used several times a day and we also rented a boat for 8 days to do some fishing on the ocean...amazing! The bedrooms were roomy enough with king sized beds in three bedrooms and a queen bed in the fourth bedroom. The rental company left basics to start with...always nice to have toiletries and coffee pack to start before you have a chance to go shopping at the Winn-Dixie or my favourite Publix. You could literally spend all of your time at the house as the pool was the main focus and the iguanas in the yard were so entertaining and we fed them strawberries which they loved. It was fun to watch the critters hop up to the hot tub to get a drink once in awhile!!! The property was so peaceful as it is bordered by two yards on both sides which are for sale but that means that your neighbour was not that close. The canal was gorgeous and so peaceful just to sit there and watch the boats go in and out all day to do some cruising or some fishing! The area you are in in exclusive and there are 4+ million dollar homes there and it was fun to go around and see how beautiful these places were and to dream! But for two whole weeks we did have our slice of paradise and we will never forget it. A wonderful memory was made down there in the keys and it will always be in my heart!!! Thank you Coco Plum realty....you all are top notch and would love to have another vacation with you again!!!!
Karen Goheen Purdy, Sexsmith, Alberta, Canada

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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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Islamorada Florida Vacation Rentals - Condo
1 / 12

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$77 - $124
Per week:$537 - $864
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Pure pleasure will be yours in this beautifully remodeled and immaculate condo. You'll love the uncluttered and modern décor along with the recent renovations. Enjoy the picturesque views of Alligator Reef and the Atlantic Ocean from this 4th floor balcony....

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Key West Florida Vacation Rentals - Home
1 / 12

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$415 - $858
Per week:$2,900 - $6,000
Pets allowed:No
Internet:Yes

This elegant two- story island home is a quiet retreat in the heart of Old Town Key West. Margaux's Hideaway is stylishly decorated, perfectly highlighting the classic nature of a Key West home while integrating modern amenities. This home is designed to bring the beauty of the outdoors...

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Perfect Vacation Home for Family Trips

“ Excellent ”
May 11, 2014
My cousins and I get together the first weekend of May every year, this year we picked Key West. In our hunt for the perfect house to vacation in we came across Margaux's Hideaway. After a quick phone call with Lynda, property manager, I knew it was perfect. The photos DO NOT do it justice. The house is absolutely beautiful, located on a very quiet street, about 4 blocks from Duval. There was bike rental place right next door so we quickly rented bikes and explored for 5 days. Even though there is SO much to do in Key West, we found our self enjoying the outdoor living room and pool, after dealing with Chicago winters, it was so relaxing to hang with the family and enjoy a cold beverage. The house has EVERYTHING you would need once you do a quick trip to the grocery store – all you need to bring is your clothes. Once we arrived, we were welcomed by the caretaker, a very nice man who showed us everything and quickly left. He came back by the day we left to ensure everything was in order. It truly felt like it was our vacation house and not a rental. My cousins and I had the BEST time and are making plans to go back, this will be the place we’ll stay!
Chris Junkerman, Chicago, IL

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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 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:$1,820 - $2,275
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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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 - Home
1 / 25

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$200 - $267
Per week:$1,400 - $1,867
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: FABULOUS BEACH HOUSE with sea grape trees on three sides and the ocean on the other! This home is located directly on the Atlantic Ocean with a sandy beach big enough to take lovely morning walks. Wait for the tide to go out and take your chair and umbrella ...

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Tavernier Florida Vacation Rentals - Condo
1 / 16

Tavernier Condo
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$161

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Condo
Per night:$161 - $218
Per week:$1,125 - $1,525
Pets allowed:No
Internet:Yes

Your own tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada. Futura Yacht Club is a 70 unit community with a 53 slip marina and accommodations available for that tranquil tropical getaway you've always imagined. Futura Yacht Club is a gated community ...

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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$543

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$543
Per week:$3,800
Pets allowed:No
Internet:Yes

Ocean front retreat with overwhelming views of the Atlantic, large open verandahs, 100 feet of very private white sandy beach, and a gated entrance. The beach is very private on 3/4 of an acre loaded with palm trees. You can snorkel in the backyard on coral reefs within 1000 feet...

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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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Islamorada Florida Vacation Rentals - Cottage
1 / 19

Islamorada Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

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

It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area and a full bath. To the right is a large bedroom with a king bed and full bath. The laundry area with a full size washer and dryer is also located in this room....

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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 / 13

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$858

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$858 - $1,143
Per week:$6,000 - $8,000
Pets allowed:No
Internet:No

You own private island on the ocean side off the City of Marathon in the Florida Keys. The island is built on a coral reef. Beautiful snorkeling, diving, fishing, and all types of water sports. The island is a short 3 minute boat ride from the City of Marathon in the Heart of the...

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Enjoy Endless Sunshine & Breezes
1 / 12

Marathon Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$715

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

This luxurious executive home is located in the Heart of the Florida Keys on Yacht Harbor Island in Marathon. Come and enjoy the new private pool surrounded by paver decking and two tiki huts for plenty of shade. The 120' of deep water dockage is perfect for your boat, jet skis, ...

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Islamorada Florida Vacation Rentals - Condo
1 / 21

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$77 - $130
Per week:$537 - $910
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 - Home
1 / 24

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:Yes
Internet:Yes

ower 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 sleeps up to 6 people - ...

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Islamorada Florida Vacation Rentals - Condo
1 / 19

Islamorada Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$124

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$124 - $157
Per week:$864 - $1,097
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Enjoy unobstructed and panoramic views of the Atlantic Ocean from your own private balcony! This 3 bedroom/2 bath condo unit features direct ocean views from the living room, balcony and two of the three bedrooms. Tropical furnishings create a warm and inviting...

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View of house from street.  over 5500 sq ft of living space
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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Islamorada Florida Vacation Rentals - Condo
1 / 22

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$167 - $200
Per week:$1,167 - $1,400
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: New on the rental market. This is your opportunity to secure your winter getaway at a luxurious oceanfront condo in one of Islamorada's most prestigious condominium communities. Ocean front dockage is available for boats up to 28' in length (separate rental);...

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Evening View
1 / 5

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$313

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$313
Per week:$2,188
Pets allowed:Yes
Internet:Yes

This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access within minutes to Looe Key. This is a spacious, waterfront home on open water,...

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Excellent week at a wonderful house!

“ Excellent ”
June 9, 2014
My husband and I took my daughter her husband and our 3 grandchildren for a week. The house was perfect for our size group. Huge kitchen and great room, 3 big bedrooms and the best part 3 bathrooms! We used our boat everyday, getting out of the canal is really easy and there is a boat ramp right around the corner from the house.The tiki hut out back is awesome. And of course the Key deer are one of our favorite things about Big Pine and they just wander around the neighborhood. My grandchildren thought that was the coolest thing.We had a blast and would definitely rent this house again.
Carlene Rozalsky, Grant, FL

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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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Front view of home
1 / 22

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”20 Reviews

from

$67

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$67 - $84
Per week:$467 - $584
Pets allowed:Yes
Internet:Yes

MINIMUM 1 MONTH STAY. House is located on a very green, beautiful and quiet neighborhood within National Key Deer Refuge. 7 miles to Bahia Honda State Park, where pristine beaches abound, like Sandspur Beach, voted among the 3 top beaches in Florida by Travel Channel. The house...

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Great House

“ Excellent ”
November 13, 2014
House is just what we needed. Great spot and not on vacation but working here and right down RT1 to the job site. Friendly area and people. House is very well furnished and everything you would need to live comfortable. If I was on vacation I would rent this house again. If you do enjoy we have.
chris oliver, Maryland

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beach and dock
1 / 29

Long Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”6 Reviews

from

$243

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:9
Type:Home
Per night:$243 - $300
Per week:$1,700 - $2,100
Pets allowed:Yes
Internet:Yes

Huge Master Bedroom With View Of Beach And Large Balcony, Refrigerator And Microwave And Bar In 2nd Floor... Master Suite. Beautifull Sunrise Off You Private Balcony. First Floor Large Bedroom With Bath, Large Living Room, Dining Room, Sitting Area With Single Bed, Perfect...

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Family reunion

“ Excellent ”
August 4, 2014
We were a party of 7 and there was plenty of room for everyone. The house sets up beautifully for those wishing to take advantage of the view and use the patio. We brought our two dogs and with the gate in front we never felt they were in danger. Stayed from Saturday to Saturday which was the perfect amount of time. Plenty of good restaurants between Islamorada and Marathon which takes about 15 minutes to get to. Great charter fishing in Marathon ("Main Attraction"), both captain and mate were fantastic. Highly recommend this property if you really want to sit back, relax and enjoy The Keys the way they are meant to be.
Tom Gieseking, Orlando, Florida

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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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Relax
1 / 34

Key Colony Beach Home
7 Bedrooms / 7 Bathrooms / Sleeps 16

from

$629

/ night

Email Owner
Bedrooms:7
Bathrooms:7
Sleeps:16
Type:Home
Per night:$629
Per week:$4,400
Pets allowed:No
Internet:Yes

This home offers 4, 200 square feet of remodeled, re- decorated space under air with an amazing 7 bedrooms/7 baths! There are three lovely master suites upstairs, each with a king size bed, and an en- suite bath. Also upstairs is a fourth bedroom with a king size bed, and a ...

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Big Pine Key Florida Vacation Rentals - Home
1 / 10

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$70
Per week:$490
Pets allowed:No
Internet:No

Stilt house in Big Pine Key, Florida Keys, 30 miles NE of Key West. 3 BR, 2 full Baths. Kitchen, dining and living area together. Unscreened deck/porch in front. Approx. 1000 sq. feet upstairs. Parking under house and in front. Situated in residential area 7 blocks off Rt. 1. ...

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Sea Isle Beach
1 / 9

Key Colony Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143
Per week:$1,200
Pets allowed:No
Internet:Yes

Two bedrm, two bathrm condominium, beautifully decorated on Key Colony Beach. Private beach and pool on gorgeously landscaped and well maintained property. Snorkel, dive or relax on the beach - - this is a heavenly spot for all of your family....

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Sea Isle Condo Vacation

“ Excellent ”
January 5, 2015
Sea Isle-Key Colony Beach What a fabulously relaxing, refreshing vacation spot. The condo was roomy, clean and perfect for a family vacation! The grounds were meticulously maintained, full of vibrant flowers. The pool was large, clean and a perfect hang out for the kids visiting with their parents! There was so much to do, the beach, snorkeling, scuba diving, fishing, great restaurants and Leighann's coffee shop! Anyone looking for a relaxing family vacation destination should definitely check out Key Colony Beach, FL!!!
Hollie Marie Phelps Godfrey, Virginia Beach, VA

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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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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

MINIMUM STAY 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 all...

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1 / 23

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $365
Per week:$1,750 - $2,550
Pets allowed:No
Internet:Yes

Welcome Tropical Villa which is a large home on a clear, flow through swimming canal. With 65 feet of seawall, and 4. 5 feet of control depth, even large sailboats can be accommodated here! We only three minutes to the ocean, only fifteen minutes to Looe Key reef (one of the...

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Islamorada Florida Vacation Rentals - Condo
1 / 13

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$70 - $120
Per week:$490 - $840
Pets allowed:No
Internet:No

MINIMUM RENTAL 1 MONTH: This exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. This unit is ready for your arrival. The owners frequently...

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1 / 25

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$217

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$217 - $250
Per week:$1,517 - $1,750
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: 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...

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1 / 10

Marathon Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”12 Reviews

from

$203

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$203 - $357
Per week:$1,420 - $2,495
Pets allowed:Yes
Internet:Yes

Spacious and like new 3 BR 2. 5 BA homes in Marathon, Florida Keys most prestigious resorts, "INDIGO REEF Marina Resort Florida Keys" ~ Magnificent views from this home and 30 feet of docking plus accommodations to 6- 8 in total. Guests to Indigo Reef enjoy this private gated...

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We had a great time!

“ Excellent ”
January 18, 2015
We stayed in this great retro Bay-side home this January and had a fabulous time. It had great amenities like it's own private marina and all the comforts you left back home. The snorkeling was great even in January and there was tons to see just on the outside of the seawall. Lots of lobster, octopus, and aquarium fish and coral! The house is not new, but clean, comfortable and well-stocked with everything you might need. The layout is amazing. You can easily see the ocean from every room but the bathroom. We used the screened-in porch every night to drink our Mai Tai's and margaritas and Mojitos and there were even coconuts a neighbor gave us we used to make mixed drinks right inside the nut! If you're looking for a fancy new home to rent, go to Orlando. If you want an awesome Bay-side home that has everything you might want with direct access to the water then this is the place. And it is priced better than anything else with this type of location and it's just awesome. We aren't going to wait till next year to come again. We're coming back this summer!
Dale Cannon, Chapel Hill, NC

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Big Pine Key Florida Vacation Rentals - Home
1 / 16

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $125
Per week:$650
Pets allowed:No
Internet:No

980 Sf Moble home on Big Pine Key Fenced lot . 5mins from Baja Honda State park and 25 Mins from Key West. Baja Honda pass comes with rental for the week . Great fishing and snorking . Capt Ron next door for tripes. $650. 00 a week for 2 people $ 25. 00 for each person up to 6. Dopsit...

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Key West Florida Vacation Rentals - Townhouse
1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$236 - $420
Per week:$1,650 - $2,940
Pets allowed:No
Internet:Yes

KEY WEST FOUND – A striking 2 bedroom, 2. 5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome is decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. The first floor features...

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Wonderful

“ Excellent ”
October 16, 2014
Perfect location...reasonable rent
Judy Kolbe, Okauchee,Wi usa

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1 / 8

Islamorada Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 16

from

$536

/ night

Email Owner
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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1 / 22

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

Upper 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. This is one of 3 separate units for rent by the week or month. Each unit sleeps up to 6 people...

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Key Largo Florida Vacation Rentals - Cottage
1 / 42

Key Largo Cottage
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”11 Reviews

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$100 - $115
Per week:$700 - $800
Pets allowed:No
Internet:Yes

Bright and airy 1 bedroom, 1 bath home with large lanai [705 sq. ft. ] at mm 101. 5 on deep water swimming canal in gated Key Largo Kampground. The MINIMUM stay is a week, [see rates section listed above] plus 12. 5% tax] The preferred stay is a month. [plus 12. 5% tax] Additionally,...

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Playa Penelope - As Advertised

“ Excellent ”
January 20, 2015
Playa Penelope was a pleasant and peaceful little retreat. Penny's efforts to assure that the trip went well and that all information about the Florida Keys and access to her vacation home was readily available. We appreciated the fact that Penny sent periodic updates and suggestions for things to do while in Key Largo and the Keys in general. Easy, close access to a supermarket, restaurants and a mini farmer's market made the accommodations even better. The "cottage" was on a boat canal with wonderful views of tropical fish and an occasional tiny jellyfish floating by. The neighbors were all respectful of each other's desire for quiet and relaxation. A very accessible, large pool within the campground was a wonderful respite from the heat. This is an ideal retreat for a couple to get away from the craziness and cold of a Pennsylvania winter for our anniversary. Thanks Penny! We would definitely return in the future if possible.
Laura Baumgardner, South Central Pennsylvania

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View from the dock
1 / 10

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”22 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $225
Per week:$1,000 - $1,100
Pets allowed:Yes
Internet:Yes

Castaway is a 2 bedroom 2 bath ocean view waterfront home in Marathon, Florida keys. The home has been extensively remodeled. It is fully furnished and includes a living room, dining room and fully equipped kitchen. It contains such deluxe features as skylights, picture window,...

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Marathon, keys

“ Excellent ”
November 26, 2014
Very nice and very clean! Newly decorated with great care! Kitchen has most utensils that you need. Grills were not ready for use. Bathrooms were small but clean, new and nicely decorated. Bedrooms also nice but small bedroom guests stated mattress to soft rolled to middle. We had rainy cold weather and spent time at home. TV outdated and DVD player did not work. The owners put great care into this property and is well worth the fee. I would recommend. Safe area with a beautiful view. Just need weather to cooperate! We left 2'days early because of weather!
Carlene Kincaid, Port Orange, Fl 32128

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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

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:No

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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Islamorada Florida Vacation Rentals - Home
1 / 20

Islamorada Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$135 - $158
Per week:$940 - $1,100
Pets allowed:No
Internet:No

MINIMUM STAY 1 MONTH: 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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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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Big Pine Key Florida Vacation Rentals - Home
1 / 12

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$117
Per week:$817
Pets allowed:Yes
Internet:No

This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonderful cham inside and out. 2 bedroom, 1 1/2 bath, outdoor shower, home features vaulted wood ceiling; laundry room/pantry. Kitchen recently updated with new cabinets & Silestone...

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House far better than the pictures!!!

“ Excellent ”
July 8, 2013
We loved our stay here!!! The pictures in the ad were nice, but the house was even better than we had expected. Very clean and had everything you could want. We rented the place for ourselves (mom and dad and 10 and 13 year old boys) with the idea that family in South Florida would come visit, also. For several days there were 8 of us in the house and we were all very comfortable (we brought an air mattress). The bar downstairs was amazing, and we definitely put it to good use. It even had a commercial ice machine which really came in handy for all of the blender drinks we made. The backyard was beautiful and the canal was great for swimming. We loved using the kayaks. It's a quick paddle to the ocean or we would just go along the quiet canals and look for the school of about 30 parrot fish that were always swimming by. The property manager was fantastic. Very easy-going and eager to please. We couldn't have been happier with our experience and can't wait to go back. We will probably stay here again next year. If we make it back to the Keys, this will be the house for us!
Vicki Kennedy, Murrieta, CA

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Lower Keys Florida Vacation Rentals - Home
1 / 12

Lower Keys Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$212

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$212
Per week:$1,480
Pets allowed:No
Internet:Yes

KEY WEST only a 25 minutes drive. Bahia Honda (Beach) National Park 10 minutes... local - Looe Key National Marine Santuary for the Best Diving/Snorkling - 5 mile of reef Near Content Key Reef (Gulf side) - Best Lobstering! Depth 8- 15' Good for Novice to experienced snorklers...

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Great stay

“ Excellent ”
August 19, 2014
Great place to lay your head and relax after a day of fishing .
scott brya, Titusville fl

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Key West Florida Vacation Rentals - Home
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 2015! Please check the calendar on this site for availability. We do not take rentals of less than 7 nights unless it is between 2 already booked weeks, and ONLY if it shows as available...

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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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View from Balcony
1 / 8

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”15 Reviews

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$129 - $200
Per week:$900 - $1,400
Pets allowed:No
Internet:No

Located at Mile Marker 90 in the Florida Keys our 2 Bedroom/2 Bath Condo offers unobstructed views of the Atlantic Ocean. The complex offers a heated pool, tennis court, gym, water front beach, elevators, parking and secured entrances. Our condo has been recently updated with...

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Belated Accolades!

“ Excellent ”
January 29, 2015
We had the most wonderful time here. The owner was very friendly and helpful. The condo was spotless and spacious. Airy and well equipped. We loved sitting out on the deck overlooking the ocean. There was a binder in which recent guests could write comments and suggestions for great places to eat and places to visit. We took many of their suggestions and were never disappointed! We would definitely rent this place again and highly recommend it. You will be glad you came!
Cathleen Newton, West Hartford, Vermont

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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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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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