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

101-150 of 229 Florida Keys Rentals

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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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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 - $217
Per week:$700 - $1,517
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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Key Largo Florida Vacation Rentals - Cottage
1 / 16

Key Largo Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”36 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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True piece of paradise

“ Excellent ”
December 16, 2014
We had an amazing time, beautiful sunsets we cant wait to go back, perfect location, you can fish from the dock (we were very lucky), clean and cozy
Ochun Leti, Americus, GA

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Key Largo Florida Vacation Rentals - Home
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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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 - 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 Colony Beach Florida Vacation Rentals - Home
1 / 6

Key Colony Beach 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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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

$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 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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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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Peaceful end of the day!
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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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 - 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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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 - 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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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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Aerial picture of property.
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 - 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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community pool
1 / 17

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$158 - $329
Per week:$1,100 - $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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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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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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Pool View
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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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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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
Per week:$2,950
Pets allowed:No
Internet:Yes

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

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

Key Largo Condo
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”10 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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Vacation with friends

“ Excellent ”
August 10, 2014
Great spot upper keys. Lots of rooms able to sleep 8 without problems. Easy access to restaurants, main road to all the keys, great views.
Michael Marciello, Massachusetts

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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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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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Pool
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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Relax and Enjoy
1 / 8

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”12 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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Found Paradise

“ Excellent ”
August 19, 2014
Let’s start with the short list of complaints in order to prove how perfect this place is. The garbage dumpster is oddly placed outside of the property and a long walk for the trash. Done. In 18 years of keys renting we finally found our second home. We are so grateful to the owner for renting a place furnished with quality and completeness beyond expectations. The grounds - immaculate and quiet. The rooftop patio – sublime. The location – perfect. High quality all the way through. Just cant thank the owner enough. I didn’t want to leave and I can’t wait to return.
niki pepper, Boca Raton

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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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Waterfront II
1 / 17

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”15 Reviews

from

$386

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$386 - $429
Per week:$2,700 - $3,000
Pets allowed:No
Internet:Yes

The Great Islamorada Getaway features a spectacular canal front home on an over- sized property with 136 feet of dock space and an in ground pool. Large outside patio with gas grill and upstairs screened in porch. Brand new kitchen and appliances enhance the spacious open living area....

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Great place

“ Excellent ”
October 11, 2013
Great place!
Pamela Fetters, St Louis MO

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View from the dock
1 / 10

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”22 Reviews

from

$150

/ night

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

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

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Marathon, keys

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

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brand new swimming pool completed fall of 2013
1 / 16

Tavernier Condo
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$161

/ night

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

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

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VIEW FROM 2ND FLOOR
1 / 8

Ramrod Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:No

4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key...

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Fantastic

“ Excellent ”
August 19, 2014
This house was great. Had everything you could ask for. The owner even called to make sure we made it ok and if we needed anything. Best view, plenty of space absolutely gorgeous couldn't of asked for better.
Gina Ashton-Jones, Magnolia TX

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$129

/ night

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

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

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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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Relax
1 / 34

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

from

$629

/ night

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

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

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
2 Bedrooms / 1 Bathroom / Sleeps 5

“ Excellent ”5 Reviews

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Home
Per night:$110
Per week:$650
Pets allowed:Yes
Internet:Yes

Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR, two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently located to kitchen has a wood dining table and...

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Treat for a soldier and his wife

“ Excellent ”
November 26, 2014
I had a slight problem booking the place but owner genell was extremely helpful. My son. Just got back from his fifth tour in the desert and wanted to come for a visit. I thought it would be nice to show his new wife the keys. She is from Germany. The place was clean and homey nothing fancy but a great location in a well managed mobile community nice pool close to key west locked community on the water. We had our pets and there were no restrictions and a small fee. We decided to,stay an extra day and genell contacted the real estate agent and everything was taken care of seamlessly. It happened to be the week of the aweful snow storm in buffalo and the kids are from Niagara falls so they were thrilled to be in the warm weather. There were plenty of instructions for us when we got there so we were able to find everything we needed. Thank you again Genell and family for sharing your home with us
Dale Davis, Holiday florida and Niagara Falls New York

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Key Largo Florida Vacation Rentals - Cottage
1 / 42

Key Largo Cottage
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”11 Reviews

from

$100

/ night

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

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

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Playa Penelope - As Advertised

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

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Aerial View
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”24 Reviews

from

$122

/ night

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

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

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Great Vacation

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

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1 / 16

Islamorada Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$94

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$94
Per week:$654
Pets allowed:No
Internet:No

Vacation in beautiful peaceful Islamorada, in the Florida Keys. Islamorada, "Fishing Capital of the World". Bayside access Townhouse is a newly redone 2 bedroom, loft, 1 1/2 bath, comfortably sleeps 6 adults, patio with BBQ. Fully furnished and kitchen totally equipped. Washer/Dryer,...

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Great time!

“ Excellent ”
April 11, 2013
A lovely and well appointed vacation home w everything you need for a comfortable stay. The EBC property is also well maintained and offers many amenities, the pool in particular is big and inviting. We spent many hours there. Owners were helpful and accomodating and very conscientious about making sure we had everything we needed. Great vacation all around.
Stacy Mooradian, Jersey City, NJ

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Key Largo Florida Vacation Rentals - Home
1 / 39

Key Largo Home
6 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$800

/ night

Email Owner
Bedrooms:6
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$800 - $1,143
Per week:$5,600 - $8,000
Pets allowed:Yes
Internet:Yes

'Shadow Point' estate offers an exclusive retreat for vacationers desiring an intimate and private setting. This vacation rental is perfect for boaters, kayakers, canoers, divers and fishermen and can comfortably accommodate family retreats, workshops, weddings, and film shoots....

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Wonderful Visit!

“ Excellent ”
August 12, 2014
We loved the 1920's home, period furniture and all of the art displayed on the walls. It was like stepping back in time and felt very much like a family home. With two houses, we had space for all the adults in one and all the teens were in the smaller house, giving everyone a space for hanging out. Plus, being on two acres felt very private! Having the kayaks, paddle boards and snorkels was one of the best features--we kayaked every morning, followed by sun salutations (yoga) on the beach, and then snorkeling a few times very day. The house was well equipped, linens, towels, shampoo, blender and coffee pot all ready for use, although in August one of the AC units struggled to cool the room. The water is tea colored and visibility varied with the weather. Most of the water was shallow with lots of sea grass, but in the lagoon in front of the castle there are coral banks with lobsters (lots) and many more fish. We also saw sharks in the deep water and a sea turtle there. Being so close to Pennekamp park was great too, and we took a tour out in the Atlantic for a much better selection of coral, sea fans, parrot fish, and various angels. We will definitely go back!
Tamsen Valoir, HOUSTON

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ENDLESS VIEWS FROM DECK
1 / 13

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $200
Per week:$1,050 - $1,400
Pets allowed:Yes
Internet:Yes

HEY, SPRING breakers- - April's still open. Give me a call! 3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park. Deep ...

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Big Pine Key Florida Vacation Rentals - Home
1 / 12

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

“ Excellent ”1 Review

from

$117

/ night

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

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

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House far better than the pictures!!!

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

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Key West Florida Vacation Rentals - Condo
1 / 12

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

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

Discover paradise of Key West in a distinctive setting. Luxury, two- bedroom, two- bath, (sleeps 4- 6) condominium set in a tropical garden with sweeping balconies with views of the Gulf. Your vacation hideaway is decorated in authentic island tradition with fully- equipped modern...

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1 / 9

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

“ Excellent ”1 Review

from

$243

/ night

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

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

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It WAS paradise for us!!!

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

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Key Largo Florida Vacation Rentals - Condo
1 / 15

Key Largo Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$122

/ night

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

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

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vacation

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

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 6

from

$350

/ night

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

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

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