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

51-100 of 222 Florida Keys Rentals

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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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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 / 15

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”7 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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Great vacation!

“ Excellent ”
February 19, 2015
We have just returned from our trip to the Florida Keys and this "Atlantic Beachfront" home. After viewing multiple websites, we selected this home due to its beachfront location and its whereabouts in the Middle Keys....close enough to Key Largo and Key West, but more quiet than both of those areas. We found the house clean and comfortable. The pool was great and the grounds well-manicured. The beach here is more for sitting than swimming, as the water here is very shallow and filled with grass, marine animals and sediment......but still very picturesque! We really enjoyed watching the birds and the Iguanas. Inside, we found the kitchen had all the items we needed for the week. The home was roomy and very cozy. A few areas do show a bit of wear. In two bathrooms, the towel racks had been pulled off the wall and the anchor holes left unfilled. In one downstairs bathroom, some work is needed in and around the shower...(caulking, painting). The TV's all worked well, after figuring out which of the five remote controls were needed. All of these were small concerns which did not negatively affect our week in the Keys. Overall, we really enjoyed the Marathon area and found plenty of excellent restaurants and nearby beaches for swimming. (Sombrero Beach and Bahia Honda Beach ). Thanks for a great vacation!
Steve Cross, Pittsburgh, PA

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Aerial View
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 - 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 - 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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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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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 West Florida Vacation Rentals - Condo
1 / 36

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”37 Reviews

from

$199

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$199 - $269
Per week:$1,393 - $1,883
Pets allowed:Yes
Internet:Yes

Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for Nightly, Weekly, vacation rental. The price of a hotel with the comforts of home. Sunrise Suite Key West is an island paradise. Spend sun- filled days pampered by our warm and friendly...

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Great Location

“ Excellent ”
January 20, 2015
This property was very clean and had everything we needed for our stay. The condo was 4 miles from the downtown area and duval street which was very convenient. The property was located in a nice area. I will definitely stay there again!!!
Alexandra Wilson, Stuart Florida

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Cudjoe Key Florida Vacation Rentals - 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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We had it all in Key Largo!
1 / 41

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”5 Reviews

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

If you are looking to escape to the Islands, with all the comforts of home , you have come to the right place! Space, space.. space... inside and out! This unique Island home is situated on a DOUBLE lot with 90 Feet of waterfront dockage complete with fish cleaning station...

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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 this year. It was absolutely wonderful. I can't say enough positive things about Deborah and the property. The outdoor space is breathtaking. It was so pleasant to spend the mornings on the deck in "tequilaville" having coffee and watching the manatees play in the canal. The lights in the garden and fountain at night were superb. And, the house is very very comfortable. The decor is caribbean/keys, and perfect for the area. Deborah is a joy to deal with. She kept me very informed as we went through the rental process, and even personally met me at the property for check in and to give me the grand tour.There is so much in the area. A farmers market/flea market is within short walking distance; Pennekamp State Park is nearby; and there are numerous restaurants in the area.I highly recommend this property to anyone looking for the perfect Keys experience. I've been home for over a week, and I miss Key Largo already.
Steve Weigler, Woodbridge,VA

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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.
Jeffrey Vickers, Rio Vista, California

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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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Sunset Deluxe
1 / 9

Islamorada Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 4

“ Excellent ”4 Reviews

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:4
Type:Townhouse
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:No

Sunset view, tennis courts, heated pool, recently remodeled, fish from the dock, boat slip right in front of unit. quiet gated community, monthly $3000. 00 in season, $1900. 00 out of season This 2 bedroom townhome with built in bar is in a quiet, gated complex and has a...

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Best of islamorado

“ Excellent ”
October 6, 2014
We stayed at this Townhouse for the month of September. It was better than the pictures portrayed it. We enjoyed the view and the boat slip 20 ft from our front door. Very comfortable beds. Nice decor. We recommend this place for anyone enjoying the water. Also you can snorkel or swim in the newly finished heated pool. We hope to go again next year. Also 3 manatees entertained us almost everyday. One day 3 porpoises were jumping right in the middle of the bay. Many thanks David.
Betty Cameron, Daytona Beach, Florida

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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

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$350 - $500
Per week:$1,295 - $2,995
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 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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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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Cudjoe Key Florida Vacation Rentals - Home
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 - 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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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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1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$129 - $158
Per week:$900 - $1,100
Pets allowed:No
Internet:No

Enjoy the spacious ocean front beach condo . Two luxurious bedrooms and two baths . Luxurious master size bedroom offers a king size bed & trundle bed that comfortably sleeps 2 . Well appointed master size bath features double vanity and walk –in- closet & walk- in tile shower ....

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Wonderful!

“ Excellent ”
March 20, 2014
After searching for various hotels in the area in my price range (and determining that they were all pretty disgusting), I almost gave up my search until I stumbled upon this condo. The owner, Estelle, was incredibly easy to work with! The condo was absolutely awesome! Clean, well kept, lots of comforts of home. I loved the balcony where I started off each day basking in the sun. The pool area was very nice. I highly recommend this condo. I was tempted to keep this info to myself so that it's available for me next year, but it's too good to keep it a secret!
Nancy Ann Dalton, Sunnyvale, California, USA

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Key West Florida Vacation Rentals - Cottage
1 / 8

Key West Cottage
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”9 Reviews

from

$580

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Cottage
Per night:$580 - $900
Per month:$17,400 - $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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If you don't like sleep great stay

“ Average ”
February 26, 2015
The beds are uncomfortable, no extra blanks, had extra pillows but no pillow cases, no free parking had to pay 30 a day to park, the futton had a spring broke in it, but the worst was the cigar store in front of cottage it played real loud music on a Sundaynight until 2:00 am and then on Monday night again played the same. Would not stay again until the cigar store is evicted. The court yard was a great place to hang out and get together with friends.
P Scott Purdin, Jensen Beach fl

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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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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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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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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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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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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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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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Key Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”14 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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Better than expected!

“ Excellent ”
March 27, 2015
We loved everything about this house! We are normally very active vacationers and we decided to take a chance on a different type of vacation and spent a week with no plans. We had coffee every morning on the deck and my boys snorkeled and fished every day under the docks. We rented a pontoon boat a couple of days and were able to pick everyone up right at the dock. I would definately recommend this house but one thing worth mentioning is it's not very convenient for older or handicapped people who have trouble with stairs as the living space it on the upper level.
Kim Murto, Minnesota

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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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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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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 / 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 Largo Florida Vacation Rentals - Condo
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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Summerland Key Florida Vacation Rentals - Home
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 / 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 West Florida Vacation Rentals - Townhouse
1 / 17

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$172 - $329
Per week:$1,200 - $2,300
Pets allowed:No
Internet:Yes

Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor. Kitchen, great room, and half bath on first floor as well as deck and garden. Outdoor grill on deck. Please note that I have a licensed real estate broker...

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Anns street

“ Excellent ”
October 9, 2014
We loved staying in this small but very cute place. The location is perfect, close to all the fun, but quiet. We loved how the place was decorated. Very cozy, and very comfortable. We will recommend it to our friends, and we hope to return our selves someday.
Rhandy Scrivner, Denver, Colorado

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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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Chickee and table on my beach on the Ocean
1 / 32

Key Largo Condo
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”11 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$100 - $500
Per week:$995 - $1,995
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 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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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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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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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 - $257
Per week:$1,049 - $1,799
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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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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Islamorada Florida Vacation Rentals - Home
1 / 15

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$133

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$133 - $158
Per week:$931 - $1,103
Pets allowed:No
Internet:Yes

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

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Cudjoe Key Florida Vacation Rentals - Home
1 / 17

Cudjoe Key Home
5 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:14
Type:Home
Per night:$415 - $570
Per month:$12,450 - $17,100
Pets allowed:Yes
Internet:Yes

This 1. 6 acre gated property is great for large groups wanting space and privacy. Architecturally Designed The Main House is a two floor conch style house on stilts. It sleeps 8- 10 people, with 4 bedrooms, 2 baths, and a sofabed in the living room. Built in 1986, each room...

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Great for large families!!!! Perfect location!

“ Excellent ”
August 27, 2014
Where do I start?! This place was great for our party of 10. Everything was provided, extra towels, handmade soap, shampoo and conditioner. The kitchen had everything you needed, even extra trash bags!! The laundry area had plenty of beach towels and laundry detergent as well. The balcony was nice but my favorite was the shade and breeze you get under the house. There are hammocks and tables set out which is quite enjoyable. There are also plenty of rooms and beds to sleep everyone. We even were able to end up having individual rooms. The grill area is fully stocked, our favorite part was the large gas boiler that we could cook our lobster in without smelling up the house. The pool is great, it is in the sun all day. Plenty of things to enjoy on the property: swings, hammocks, pool and jacuzzi, and fruit trees! We will definitely be back to stay here. Kris the property manager was great and was available if you needed anything at all. I did not give it 5 stars for a few very nit picky reasons. There wasn't ac in the downstairs bath, which you never notice until you go to shower and are trying to put your clothes on but can't open the door to let air in bc there are people in the house. The pool wasn't clean when we arrived and the pool deck still had beer bottle tops laying around. I do realize that there are lots of trees around and it's impossible to keep all debri out. Besides that everything was GREAT, the owners are very nice and easy to do business with. Thanks for opening up your home it was a real treat and was just what we needed for all of our family!
Crystal K. Morgan, St. Augustine, Fl

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Islamorada Florida Vacation Rentals - Home
1 / 20

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$110 - $164
Per week:$770 - $1,144
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Beacon Reef is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself relaxing on ...

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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 - 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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