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

51-100 of 257 Florida Keys Rentals

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$415 - $458
Per week:$2,900 - $3,200
Pets allowed:No
Internet:Yes

Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA Accommodations: House, 3 Bedrooms, 2 Baths , Sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74. 5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of...

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getaway

“ Excellent ”
January 23, 2015
5 girlfriends snuck away for a long weekend retreat to celebrate a birthday. The house had all that we needed! We loved all of the "extras" including the Gheenoe, the kayak, the bikes, the hammocks. They made the trip extra special. The house was super clean, and we are tough critics! A wonderful time and easy access to fun activities, restaurants, beaches, etc. nearby
Terri woellner, Denver

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Key West Florida Vacation Rentals - Villa
1 / 28

Key West Villa
6 Bedrooms / 7 Bathrooms / Sleeps 16

Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Villa
Per night:$1,143 - $2,000
Per week:$7,995 - $13,995
Pets allowed:No
Internet:Yes

Private Home, DownTown, Villa description Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless...

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Marathon Florida Vacation Rentals - Cottage
1 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$349

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$349 - $499
Per month:$10,470 - $14,970
Pets allowed:No
Internet:Yes

Sleeping accommodations include a luxurious king bed in the master bedroom and queen bed in the 2nd bedroom queen size sleeper sofa in the living room. These units will accommodate 6 people including children. Delicious Continental Breakfast Daily Fresh Florida Juicing Oranges In...

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Key Largo Florida Vacation Rentals - Condo
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:7
Type:Condo
Per night:$136 - $172
Per week:$950 - $1,200
Pets allowed:No
Internet:Yes

Bay front Vacation Condo in Key Largo, Florida. We book early so don't wait, beat the rest to one of the best and most reasonable, clean, and well appointed condos in beautiful Key Largo, Florida. Max 4 adults, up to 3 children. 2 large bedrooms with Kings size beds,...

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Key Largo vacation Condo

“ Excellent ”
January 9, 2015
Exelent!
Milos Krunic, Woodbridge, ON, Canada

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Key Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$107
Per week:$747
Pets allowed:Yes
Internet:Yes

This is a beautiful 2 bedroom / 2 full bathroom home for rent in Key Largo, Florida located within a gated community. You have a gorgeous ocean front property with beach access. If you have a boat this property is just for you, you have water access to anchor boat with water...

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Marathon Florida Vacation Rentals - Home
1 / 30

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$414

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$414 - $671
Per week:$2,895 - $4,695
Pets allowed:Yes
Internet:Yes

This is a rare 4 bedroom, 4 bath waterfront home near the Vaca Cut on the Gulf of Mexico. This home features a pool, beach sand backyard and kayaks. Bring your own boat or rent one from us for $695/week (17 foot center console with 50HP engine). This property is located adjacent...

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FUN!!!

“ Excellent ”
December 3, 2014
We had a wonderful stay here.The location is perfect.Lots to do and see!!Thank you
Heather Gerhold, Florida

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1 / 16

Key Largo Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

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

Welcome to our home in Key Largo! ! ! We want you to feel the warmth, tranquility and love we have put in this "Little Piece of Paradise" for you to enjoy. Every square inch has been designed by the inspiration that surrounds this little secret spot nestled within the beauty...

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Key West Florida Vacation Rentals - Home
1 / 1

Key West 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:Yes

Available April 5th NON- SMOKING Property. Clean, bright home. 6 months lease. Nicely furnished 1200 sq ft 2 bed/2 full bath home with fenced in backyard, large private pool and lots of natural light. One block walk to beach, bicycle to Casa Marina district and Old town Key West....

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Marathon Florida Vacation Rentals - Condo
1 / 15

Marathon Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$285
Per week:$1,990
Pets allowed:No
Internet:Yes

Bird of Paradise Condo is a tropical three bedroom condo directly on the ocean - BEACH FRONT! Enjoy the feel of smooth, white sand on a private beach, swim in the large heated pool, or play on the tennis court. This vacation condo features dining area, full kitchen, three...

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1 / 31

Marathon Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$399

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$399
Per week:$2,790
Pets allowed:No
Internet:Yes

Dolphin Bay is a lush tropical setting offering both quiet and privacy. This spacious four bedroom home is located directly on the Gulf of Mexico. Watch the dolphins, sunsets, or just enjoy beautiful gulf views from your deck platform. Take off in a kayak for additional gulf exploration....

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Key Largo Florida Vacation Rentals - Condo
1 / 17

Key Largo Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$155

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$155 - $198
Per week:$1,080 - $1,380
Pets allowed:No
Internet:Yes

This beautiful end unit was completely renovated. Furniture updated the spring 2009. The kitchen includes granite counter tops, cabinets, and new appliances. The renovated bathrooms include new vanity with granite counter tops with newly tiled walls, Ceramic tile was installed ...

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Ocean's Edge Villa

“ Excellent ”
May 18, 2013
Great villa... well equiped with outstanding view.
Gordon Nichols, Athens, TX

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Marathon Florida Vacation Rentals - Home
1 / 13

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$428

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$428
Per week:$2,990
Pets allowed:No
Internet:Yes

Enjoy spectacular sunsets and beautiful waterfront at Caribbean Sunset. This spacious three bedroom, three bathroom home has a well appointed kitchen, three king bedrooms (one converts to two twins) and a beautiful separate laundry room. Celebrate sunsets poolside, beneath your...

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Great House

“ Excellent ”
February 8, 2015
We loved the house. Comfortable beds, great view and quiet neighborhood.
Nancy Carr De Genaro, East Haddam CT

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$499

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$499
Per week:$3,490
Pets allowed:No
Internet:Yes

Margarita is a spacious 5 bedroom, 4 bath home located on the Gulf of Mexico. Enjoy endless gulf views as you relax at this private tropical setting with large pool, hot tub, and sun deck with BBQ. Relax on the sand and enjoy the beautiful aquamarine colors of the gulf. Margarita...

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Marathon Family Vacation

“ Excellent ”
January 9, 2015
My wife & I recently retired. My oldest daughter, Dina, completed Yoga Instructing Courses, while my youngest daughter, Lisa, completed Nursing School. We wanted to celebrate in a BIG way, so we decided a New Years celebration in Marathon Florida could & would handle the task. We as a family have visited Marathon our fifth time & can't wait for our sixth. Thank You, Bob & Jeanne Knieriemen
Bob Knieriemen, Chester, Virginia

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Marathon Florida Vacation Rentals - Home
1 / 25

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$210 - $239
Per week:$1,470 - $1,670
Pets allowed:No
Internet:No

This Brand New water front home offers amazing retreat from the hustle & bustle of daily life. It’s located in the best place in Marathon, just minutes away from the Sombrero Beach, popular Bahia Honda, stores and more stores. The luxuriously decorated 3 Bedrooms 2 Baths beautiful...

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Perfect! !!

“ Excellent ”
August 7, 2014
The vacation was epic. Very very nice and clean. Great access to publix, gas, fishing and tackle, ICE, and everything else. Couldn't ask for anything else.
Bayne Eason, Ponce Inlet FL

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Key Largo Florida Vacation Rentals - Home
1 / 31

Key Largo Home
7 Bedrooms / 5 Bathrooms / Sleeps 24

“ Excellent ”5 Reviews

from

$600

/ night

Email Owner
Bedrooms:7
Bathrooms:5
Sleeps:24
Type:Home
Per night:$600
Per week:$4,200
Pets allowed:No
Internet:Yes

This magnificent custom built home is three stories and huge 4, 712 sf.. It includes 7 bedrooms, 5 baths, cocktail pool, tiki hut, with 3 boats docking, two outside showers, and 10 Plasma HDTV. Each bedroom has been carefully designed to entertain anyone's personal taste and...

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A true Paradise indeed!

“ Excellent ”
April 26, 2012
We just had the best spring break rental experience at this fabulous property! Our group (10 adults and 8 kids) were more than comfortable at this paradise house. Although there were some hiccups (gate, tiki-TV, hot tub not working during our stay), it by no means overshadowed the amazing views, decore, comfort, other amenities, etc at this house that we appreciated and helped to make memories for a lifetime. To put it simply, the atmostphere alone gave the feeling that you could "breathe life easier". Thanks to the owners, Nemer and Carmen, for the wonderful Key Largo hospitality, as well as the suggested places to eat and things to do. It's definitely an understatement to say that our group had a fantastic week in the Keys, and many awesome memories were made. We look forward to coming back here again someday, and we definitely recommend this house 1st to anyone staying in Key Largo!!
Nerissa Battung Hartford, St. Augustine, FL

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Marathon Florida Vacation Rentals - Home
1 / 15

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$470

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$470
Per week:$3,290
Pets allowed:No
Internet:Yes

At Ocean Breezes, enjoy relaxing Atlantic breezes from either of the verandas at this spacious waterfront home. For your enjoyment there is a private pool and hot tub with gorgeous ocean views. Relax on the patio and watch the brilliant orange sunrise over the Atlantic. Splash in...

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Drive trip 2015

“ Excellent ”
February 5, 2015
We ahd a great time spent week with two other couples . We enjoyed the pool hot tub both were clean and heated properly. Diving was great that week at local shops party in Key west was also fun. Two things in house needed TLC hallway bathroom exhaust fan only worked now and then and was very noisey, the paddle fan blades were dirty as were the HVAC vents . Would I come back YES
Michael Johnson, New Jersey

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Marathon Florida Vacation Rentals - Home
1 / 18

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”11 Reviews

from

$222

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$222 - $236
Per week:$1,550 - $1,650
Pets allowed:Yes
Internet:Yes

Spend your Vacation right on the Ocean in this 2 bedroom 2 bath Ocean Cottage! We are ground level, located in Marathon in Little Venice, which has an authentic quaint fishing village feel. It's all about the Ocean over here! This home is a corner property with water on two sides,...

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WONDERFUL PLACE TO RELAX!

“ Excellent ”
July 29, 2014
Cottage was beautiful! Perfect oceanfront view,great fishing,fantastic location close to everything! Would recommend it to anyone that wants a relaxing getaway.
John Littlefield, Cape Coral,Florida

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Key West Florida Vacation Rentals - Condo
1 / 23

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”51 Reviews

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$200 - $275
Per month:$6,000 - $8,250
Pets allowed:No
Internet:Yes

This is a non- smoking condo (you may smoke on the balcony only) with that "home away from home" comfortable appeal. My condo is reasonably priced and includes 2 bedrooms (1 king in the master suite/1 queen in the guest suite) and a sofabed. All bed linens are provided. Wait, there...

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Pam's Condo at Key West

“ Excellent ”
January 5, 2015
This was, without a doubt, the best vacation we have had in a long, long time. My step-grandson passed away on September 8th of cancer at the young age of 23. It was absolutely devastating. My son and I treated his mother and grandmother to two nights in Key West at Pam's condo. It pleased me tremendously because of all the laughs and great times we all had. It was a much needed retreat and I am so appreciative of the wonderful accomodations Pam offered us. Best therapy ever. My thanks!!!!! :)
lorayne ives, Port Charlotte, Florida

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Key West Florida Vacation Rentals - Townhouse
1 / 21

Key West Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Townhouse
Per night:$225 - $343
Per week:$1,575 - $2,400
Pets allowed:No
Internet:Yes

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

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Key Largo Florida Vacation Rentals - Home
1 / 15

Key Largo Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”9 Reviews

from

$185

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$185 - $243
Per week:$1,295 - $1,695
Pets allowed:Yes
Internet:Yes

Enjoy the relaxing, laid back lifestyle of Key Largo. For those who love diving, fishing, snorkling, boating, or just simply letting the world go by while relaxing oceanside. Feel free to contact me whenever you are ready – we are waiting for your call!...

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Holiday vacation

“ Excellent ”
January 6, 2015
We had a very nice stay over the new year. It is convenient to a few state parks with nice snorkeling. There was plenty of room. The unit was clean and the kitchen well equipped.
Adam Sigal, Philadelphia PA

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Key Largo Florida Vacation Rentals - Cottage
1 / 16

Key Largo Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”40 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$175 - $225
Per month:$5,250 - $6,750
Pets allowed:Yes
Internet:Yes

Cozy cottage with sandy beach located in Key Largo on an acre of tropical waterfront. The children will enjoy playing on the beach with toys provided. Or fish from the 100ft dock with fishing equipment provided. Bring a boat and have FREE dockage. Lounge in the hammock under the palm...

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A little Slice of Paradise !

“ Excellent ”
February 10, 2015
Each evening we would sit on the dock watching the sun slowly set over the water. The cottage was perfect, the owners Al & Martha were very gracious hosts. A perfect vacation retreat.
Jeff and Cathy Vickers, Rio Vista, California

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Key West Florida Vacation Rentals - Yacht
1 / 24

Key West Yacht
1 Bedroom / 1 Bathroom / Sleeps 2

from

$175

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Yacht
Per night:$175 - $300
Per week:$1,100 - $2,000
Pets allowed:No
Internet:Yes

Ever watch Captain Ron? Remember the classic sailboat? Want a unique Keys experience? Romantic, private and relaxing? Rent a sailboat, sleep on water. It's dockside at Key West Harbour, 5 miles from Old Town Key West, and offers amenities. The sailboat is a 1979 41' ...

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Key West Florida Vacation Rentals - Home
1 / 37

Key West Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$340

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$340 - $470
Per month:$10,200 - $14,100
Pets allowed:Yes
Internet:Yes

AMELIA HOME - A 2 bedroom 2. 5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from all the Duval Street entertainment is the Key West vacation you have been seeking. Tucked away in one of the most interesting neighborhoods...

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Emerson Enamroado Pejuan

“ Excellent ”
April 22, 2014
the house is fine , but must change the furniture of living room , are very old ., dont have iron and iron board .Opción of payed pictures
Emerson Enamorado, Honduras C.A.

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Key West Florida Vacation Rentals - Home
1 / 27

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $275
Per week:$700 - $1,925
Pets allowed:Yes
Internet:Yes

Welcome to the Duncan House - your home away from home in beautiful Key West. The Duncan house is a recently renovated private home with three bedrooms and two baths located in a quiet, Old Town, Key West neighborhood only 10 minutes to Duval Street and only 5- 10 minutes to...

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Amazing Place to Stay...

“ Excellent ”
January 5, 2014
Nice Place. Super Location. Everything is very near by... Sea is also close by... Downtown area... All food and restaurants are also close by...We as a family full enjoy our stay and love the place... Its bit small place but still not bad personally we all fully enjoy and and we had lot fun....
Nikhil Thakkar, KeyWest, Florida USA

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TROPICAL COTTAGE
1 / 11

Cudjoe Key Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”14 Reviews

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$115 - $130
Per week:$800 - $875
Pets allowed:Yes
Internet:No

For a TROPICAL VACATION come to our beautiful designer furnished 2BD/2BA cottage at VENTURE OUT RESORT on Cudjoe Key. We pride our home on its comfort and cleanliness and have been told we have one of the nicest 2BD/2BA NON- WATERFRONT RENTAL HOMES in Venture Out Resorts. Olympic...

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impressive cute home

“ Excellent ”
September 10, 2013
We arrived to a very neat and clean home with ac running to make for a pleasant entry. This house is in a great location with great neighbors. The home has a very nice and private back yard which makes for nice evenings sitting at the table with the family surrounded by beautiful palm trees. The resort itself was wonderful with great pool with cool breezes and beautiful views. There is a roped off area in the ocean water great for some snorkeling with the kids. The resort store was convenient when we didn't want to leave the resort. This home is nicely located 19 miles from key west just right for quiet relaxing day and great night's in town. Best vacation I've had yet can't say enough
Tina Sessa-Wicks, guilderland ny usa

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Marathon Florida Vacation Rentals - Home
1 / 6

Marathon Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$428

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$428
Per week:$2,990
Pets allowed:No
Internet:Yes

Walk to Sunset Park - Located on Your Block! Tropical large five- bedroom, four bathroom home on a deep water canal with boat dockage in Key Colony Beach. Private upper level king master bedroom suite with bath, sitting room and balcony overlooks the water. On the main level...

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From the Moon Bay dock. Private Class One slip included.
1 / 27

Key Largo Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

“ Excellent ”6 Reviews

from

$128

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Condo
Per night:$128 - $214
Per week:$895 - $1,495
Pets allowed:No
Internet:Yes

Thank you for your interest in my Key Largo vacation home. If you love the ocean, I can guarantee you won't be disappointed spending a vacation anywhere in the Florida Keys. The condo you'll be enjoying is located in a complex called Moon Bay, which is more like a resort than...

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Trip to Paradise.

“ Excellent ”
November 3, 2013
We loved staying in the condo, we are really tired of hotels and this had the feel of home away from home. The condo had a wonderful view of the Florida Bay and the sunsets. It was so comfortable and had everything we needed. The Keys of course are fantastic and we loved the dolphins, John Pennekamp Park, Treasure of the Sea and of course fabulous restaurants. We will definitely plan to go back.
Pat Creevy, Cape Coral, FL, USA

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Marathon Florida Vacation Rentals - Home
1 / 7

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$929

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$929 - $1,143
Per week:$6,500 - $8,000
Pets allowed:Yes
Internet:No

Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21- ft Carolina skiff. Entire island to yourself! ! Coral reef, 1/4 mile off- mainland. Spectacular 2700 sq ft, living area - 2300 sq ft, hammock- studded verandah! Full kitchen w/micro, linens/towels, cable-...

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Key Largo Florida Vacation Rentals - Condo
1 / 32

Key Largo Condo
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”11 Reviews

from

$128

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$128 - $185
Per week:$895 - $1,295
Pets allowed:Yes
Internet:Yes

Experience lifestyles of the rich and famous. 4 Bedrooms 3 Baths, Sleeps 8 comfortably. Newly remodeled, decorated & painted, with marble and granite everywhere! Two entrances in this condominium/townhouse. Activities, Sip wine while watching our beautiful sunsets, read a book,...

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Beautiful views and Fantastic weather

“ Excellent ”
February 7, 2015
The unit was very comfortable and pet friendly. There were several small things that needed fixing but as soon as we called Norman he was right on it. It was quite enjoyable to have four balconies and there were many friendly people. The entire complex was very beautiful and made for wonderful walks either during the day or even at night. The pools were heated, so made for nice swimming even if the weather was sometimes a little cool,
Nancy LITCHFIELD, Springfield, IL

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Key West Florida Vacation Rentals - Villa
1 / 10

Key West Villa
1 Bedroom / 1 Bathroom / Sleeps 2

from

$170

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$170
Per week:$1,190
Pets allowed:No
Internet:Yes

This cozy upper level unit is perfect for a quiet relaxing week in Key West. Explore the island's history all while being just one block away from Duval Street. This unit is only minutes from attractions like the Southernmost Point, Hemingway House, Mallory Square, and the Historic...

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$572

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$572 - $1,029
Per week:$4,000 - $7,200
Pets allowed:No
Internet:Yes

EASY LIVIN' - - The name says it all! This lovely private home with pool is located in a secluded cul- de- sac in Truman Annex. Truman Annex is a gated community located in the historic Old Town neighborhood, in walking distance of anything you'll want to do during your visit. ...

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1 / 24

Cudjoe Key Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500 - $600
Per month:$15,000 - $18,000
Pets allowed:No
Internet:Yes

This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill,...

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Key West Florida Vacation Rentals - Cottage
1 / 8

Key West Cottage
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”8 Reviews

from

$540

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Cottage
Per night:$540 - $900
Per month:$16,200 - $27,000
Pets allowed:No
Internet:Yes

Daily price varies by season, and length of stay. Range of prices shown above. Private compound right in the heart of old town. 1 minute or less from Schooner Wharf with all the water activities imaginable; Sloppy Joe's and Conch Republic (with some of the best music on the rock)...

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AWESOME PLACE!!!

“ Excellent ”
October 7, 2014
We rented the whole compound since there was 8 of us 4 couples. Everyone had their own space which was great. The patio area was amazing, we spent a lot of time there which was nice to save some extra cash. Every place was clean and well kept. Burt and Phillis where wonderful to work with on all levels. I would recommend to anyone. Especially a group!
Dawn Pullen, Clarinda, IA USA

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Key West Florida Vacation Rentals - Townhouse
1 / 28

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$225 - $360
Per month:$6,750 - $10,800
Pets allowed:No
Internet:Yes

DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room. The entire property has been decorated using art from the local galleries and artists. The theme is "Key West" from scenes around...

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Key West Get Away

“ Excellent ”
October 20, 2014
We could not have picked a better place to stay. Within walking distance to the beach and all locations down on Duval. Very clan location great for two couples. Look forward to booking this location again for next years trip.
Mike Moore, Germantown Ohio

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Marathon Florida Vacation Rentals - Home
1 / 26

Marathon Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$422

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$422 - $443
Per week:$2,950 - $3,100
Pets allowed:No
Internet:Yes

4 Bedroom, 3. 5 Bath, Waterfront Home, Built 2011 located on end of quiet street with 40+ ft boat dockage and fenced private pool with heat option, sweeping views of the Atlantic Ocean, large open porches and decks. Open living/dining area, bamboo floors throughout, stainless...

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marathon fl.

“ Excellent ”
July 3, 2013
It was fantastic loved the house beautitful!!! very nice area!!! we would love to come back next year and stay there!!! loved the location!!!
Cheryl Kaufman, Merritt Island FL.

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Key Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”12 Reviews

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$400
Per month:$12,000
Pets allowed:No
Internet:Yes

Spacious Key Largo bayfront home with sandy beach in tropical garden on one acre with spectacular bay views and sunsets. Relax on the large porch with ceiling fans. Sunbathe on the beach or enjoy water activities using the kayaks, fishing tackle FREE. Children will enjoy the beach...

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Relaxing Getaway

“ Excellent ”
January 5, 2015
Clean and well maintained property with plenty of space for larger groups to relax without tripping over each other. Owners very reponsive with some minor internet issues after large storm .
Shawn Cassady, Towson, Md

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Front of home, located on cul de sac
1 / 23

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$154

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$154
Per week:$1,074
Pets allowed:Yes
Internet:Yes

ISLAMORADA MM 91 - An outdoor lovers paradise! Enjoy beautiful sunsets, especially from our homeowners park directly on Tavernier Creek. Relax for hours in our oversized Tiki Hut as you enjoy warm breezes. You can even enjoy games and shows on our large screen TV in the tiki. Swim...

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Key Largo Florida Vacation Rentals - Home
1 / 20

Key Largo Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 17

Bedrooms:6
Bathrooms:5.5
Sleeps:17
Type:Home
Per night:$1,215
Per week:$8,500
Pets allowed:No
Internet:Yes

Southern Diversion Estate Key Largo - Brand New private gated 1 acre estate on the ocean with private beach, tiki hut , tropical private pool and deepwater dockage. There are 300 feet of direct ocean access with stunning views. The estate has marble floors throughout , two living...

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$314

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$314
Per week:$2,195
Pets allowed:No
Internet:Yes

Comfortable single family home on an extra large lot with loads of parking. The lot is beautifully landscaped for privacy, with a very unique tiki bar and great sitting area's outside. The pool is tiled with a waterfall and a hot tub! There's even exercise equipment downstairs for...

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Close to Perfect!

“ Excellent ”
July 7, 2014
We had a wonderful time staying in this home. The lay-out of the house was great. My favorite things were the views from master bedroom and main porch, as well as the pool and hot tub. We rented a Seacat 26 and loved the dock and ocean front setting. It was our easiest ocean access ever! My only very minor complaint, which is mostly unavoidable, was that there are a lot of mosquitos in the pool area at night. I'm not sure bug zappers are allowed, but one would be a nice addition.
Katy Reynolds Bradford, TN

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229 - $272
Per week:$1,600 - $1,900
Pets allowed:Yes
Internet:Yes

Welcome to Marathon, located halfway down the Keys, and welcome to our home. We recently bought and fell in love with Coco Plum. This single- family home was provided to us with all the finest amenities which we would love to pass on to you. For the avid fisherman we are located...

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$250
Per week:$1,500
Pets allowed:Yes
Internet:Yes

lovely Key Largo retreat is located on MM106 on the Bay side. our home sleeps 7 comfortably with 3 bedrooms and 2 bath. we offer Beautiful direct open bay view from almost every room in the home. 150 foot dock area and plenty of parking ! After a long day of fun in the sun...

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Tropical Haven vacation of the decade!

“ Excellent ”
July 27, 2014
We rented "Casablanca" for a week of heaven in July. The home is wonderful for family and friends with a large open kitchen super for fun mealtimes. We called it the "island" because we felt like we were in our own little slice of tropical paradise. With lots of dockage space and a phenomenal view we could look out at the bay. Manatees swam next to the dock every day. We had fun feeding them cabbage and taking pictures to treasure the memory. The hot tub was a great way to start the morning with a cup of coffee and chatting about the plan for the day. We rode our bikes to the grocery store, cycled to the state park, ran in the neighborhood. It was great that we could get out into the bay in a heart beat and to the ocean after a short motor to Adam's Cut. Snorkeling was just a short boat trip away. The porch the full length of the house was wonderful for spending hours playing music, knitting, or any hobby. I loved the fan on the porch which kept us cool and comfortable and kept the mosquitos away. The children and adults both enjoyed playing pool and darts and honing our skills. Thank you so much Helen for sharing your home with us! It was clean, charming, and just a fantastic location to enjoy the treasured time our family had there. We can't wait to return!
Terese McMahon, Pompano Beach, FL

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Relax and Enjoy
1 / 8

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:Yes
Internet:Yes

Oceanfront splendor on the Atlantic ocean. Has a 350' pier that can accomodate most any size boat. Just relax by the pool on those hot days or take a dip in the ocean. The pool is heated for the winter months. The house is extremely private. There is a wooden fence around ...

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Peaceful

“ Excellent ”
February 12, 2015
There were 6 of us that stayed at this property and we had a great time! Everything was as they described. Nice pool and right on the ocean, couldn't have asked for anything better for the price. If we go back we rent again. My husband really enjoyed the dock where he spent many hours fishing and caught many different kinds of fish!!
Lori Lems, Canton, SD USA

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Tavernier Florida Vacation Rentals - Home
1 / 24

Tavernier Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$420

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Home
Per night:$420 - $500
Per week:$2,900
Pets allowed:Yes
Internet:Yes

Located in the Town of Tavernier, you will find some of the best restaurants in the Keys. Supermarket, drug store, Dairy Queen, movie theater, US Post Office, hardware store, gym, Wild Bird Center, hospital, Harry Harris Park, full service marina, Fresh Fish market, boat...

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Vacation in Paradise

“ Excellent ”
October 23, 2014
Thank you Raul & Maria, for the Unconditional Hospitality we Received from you Both. Our Family Had an Expectacular Time. The Home is Amazing and accomodated all our need's , the house has all the amenities that makes you feel at Home, Including if you forget your Toothbrush!!! It has fun for the entire family, the Fun things to do are endless... Fishing on the Dock was great, we had a School of Dolphin's giving us a Show at Sunset....and while fishing we had a Large Tarpon visiting us and we got to feed him!!! Our Grandson's had an Amazing time with the Paddle Boat and the Kayak's, Sitting in the Jacuzzi watching the Sunset, Relaxing on the Terrace and on the Private Beach well is so much that is indescribable. We were all very Sad to leave and Can't wait to Go Back, Our Memorie's will be Everlasting. Thank You So Much The Velunza Family.
Aleida Velunza, Miramar, Florida

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Key Largo Florida Vacation Rentals - Villa
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$200 - $250
Per month:$6,000 - $7,500
Pets allowed:No
Internet:Yes

Tropical villa surrounded by lush tropical foliage. Villa with patio overlooking the open water, with sandy beach is great for a family vacation. Two bedroom, two bath, ground level home, one queensize bed in master and two twin beds along with a queensize sleeper sofa in the ...

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Nice Key Largo retreat

“ Excellent ”
June 14, 2014
Nice vacation. Tropical property. Sunset cove a beautiful retreat. Good value.
John Higgins, Orlando, FL. 32828.

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1 / 26

Summerland Key Home
3 Bedrooms / 3.5 Bathrooms / Sleeps 10

Bedrooms:3
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$4,000
Per week:$28,000
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 3 bedroom home boasts almost 360 degrees of waterfront views from...

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1 / 6

Tavernier Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$84
Per week:$584
Pets allowed:Yes
Internet:Yes

Immaculate stilt home in one of the most desirable neighborhoods. Located at mile marker 92. 5 (between Key Largo and Islamorada) on the oceanside. House sits on deep water canal with direct ocean access (a few houses from open ocean). Bring your boat or just rent one so you can...

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$400 - $458
Per week:$2,800 - $3,200
Pets allowed:No
Internet:Yes

Superb views of the Gulf from your screened patio, living room, dining room, master bedroom, junior master suite and pool deck! Deep water dockage, great for fishing and snorkeing also. Two Dolphin Pilings for secure dockage. Fsh cleaning table and bait freezer. Enjoy the ...

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A Great Week At The Keys!

“ Excellent ”
July 17, 2014
Very spacious house with the convenience of the canal and pool. Our friends rented the house next door so we were able to share their view with our awesome house and all of its room! Everything was well maintained,clean and perfect for our family.
Teresa Austin, Jacksonville , Fl

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Key Largo Florida Vacation Rentals - Home
1 / 24

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 15

“ Excellent ”13 Reviews

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:15
Type:Home
Per night:$572
Per week:$4,000
Pets allowed:No
Internet:Yes

Simply amazing! Those are the words that best describes this unique 4 bedroom + loft, 3 bath Key Largo Home. Our home is on a beautiful secluded property with gorgeous breathtaking views of the BAY, two tiki huts with built- in bar, hammocks, and grill. Feel free to even bring...

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Gorgeous setting

“ Excellent ”
March 22, 2014
Lovely place right on the water. Comfortable house. Owner very cooperative in fixing minor difficulties.
John Case, Cambridge MA USA

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Key West Florida Vacation Rentals - Apartment
1 / 16

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$215

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$215 - $400
Per week:$1,500 - $2,800
Pets allowed:No
Internet:Yes

This fully furnished newly updated getaway is so close to all the local Key West bars & restaurants and museums just take a short stroll or jump on a bike and a way you go... A car is really not necessary in Key west (though parking space for one auto is available) Bike & scooter...

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1 / 11

Summerland Key Cottage
1 Bedroom / 2 Bathrooms / Sleeps 4

“ Excellent ”22 Reviews

from

$125

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Cottage
Per night:$125 - $140
Per week:$725 - $925
Pets allowed:Yes
Internet:No

"The Pisces House" is a cozy cottage perfectly located on a deep water canal with open water views. This adorable "keys style" cottage has everything you need for a relaxing getaway. This 1 bedroom/2bath cottage features a FULL kitchen, quaint living quarters with a sofa bed, and...

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Fisherman's paradise

“ Excellent ”
August 9, 2014
Pisces House is the perfect location. We have a 26 foot Shamrock Keel Drive - nice deep / safe channel and plenty of room for docking. There are only 5 houses on the channel, so it is a very quite and relaxing location. 4.3 miles from Looe Key Reef and easy access to both the Atlantic and Gulf. Driveway is big enough to park trailer and 2 vehicles. The Downstairs room, has new washer and dryer with a bathroom/shower and plenty of storage space for diving and fishing gear which was a big plus for us. Only 25 miles from key West. We have found a new vacation home. We have already booked it again for next summer.
James Calder, Largo, Florida

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