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

51-100 of 335 Florida Keys Rentals

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Key Largo Florida Vacation Rentals - Home
1 / 31

Key Largo Home
7 Bedrooms / 5 Bathrooms / Sleeps 24

“ Excellent ”5 Reviews

from

$600

/ night

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

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

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A true Paradise indeed!

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

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Marathon Florida Vacation Rentals - 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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Key Largo Florida Vacation Rentals - Condo
1 / 17

Key Largo Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$155

/ night

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

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

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Ocean's Edge Villa

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

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Marathon Florida Vacation Rentals - Home
1 / 31

Marathon Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$399

/ night

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

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

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Marathon Florida Vacation Rentals - Home
1 / 13

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

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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Twilight while moored
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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Views of Vaca Cut and the Gulf from the home
1 / 22

Marathon Villa
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$243

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Villa
Per night:$243 - $315
Per week:$1,700 - $2,200
Pets allowed:No
Internet:Yes

Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2, 000 square feet on 2 levels with under cover parking....

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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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Front of House
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 ”35 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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Tropical Cottage in a Paradise Keys

“ Excellent ”
September 12, 2014
The house was very nice and clean. Everything worked fine, including the Wi Internet. It was a plus. We had a wonderful weather during out staying. The boat's dock was also very efficient accommodated my boat perfectly, and had with a fresh water hose and a nice table to clean the fish. We had a wonderful time and I am sure I will go back.
Maurizio Russo, Crystal River, Fl USA

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Key Largo Florida Vacation Rentals - Home
1 / 15

Key Largo Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”8 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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Great stay in Key Largo

“ Excellent ”
November 24, 2014
My husband and I celebrated our joint birthdays for a week in this beautiful ocean front Key Largo condo. Just waking up to the ocean view from our huge front windows made each day we spent special. Our condo included two spiral stair cases to the second floor living area so keep that in mind when booking. You must carry luggage and what ever you will be needing up and down the stairs. The kitchen was well stocked with necessaries for cooking which included pots, pans, dishes, glass wear, silverware, utensils etc. Rooms with a view of the ocean included the kitchen, dining room and living room and a large deck on the second floor and on the lower level the family room/activity area had a great ocean view. Lower lever also included a patio with charcoal grill, table and chairs, private bedroom with a king size bed and full bath, We also had access to the garage to store equipment and golf cart. Each bedroom and both living areas had a flat screened TV, We enjoyed the use of the golf cart, fishing equipment and kayaks while we were there, Snorkeling gear, a small child's pool along with the washer and dryer was available for our use, Swimming pools were nice but we had no time to enjoy. The local marina area was making some improvements but it did not hinder us from fully enjoying our stay. The condo is older but well maintained. Great food and entertainment was just a short drive away in most cases. Fully enjoyed our stay!
Dean Reskevich, Carmel Indiana

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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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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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1 / 36

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”35 Reviews

from

$189

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$189 - $269
Per week:$1,323 - $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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Wonderful & Clean

“ Excellent ”
November 22, 2014
Our stay was great. Owner was fabulous and very helpful !
Mark R, Florida

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1 / 37

Key West Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$340

/ night

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

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

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Emerson Enamroado Pejuan

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

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Key Largo Florida Vacation Rentals - Home
1 / 41

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”4 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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This really feels like a piece of Paradise

“ Excellent ”
April 8, 2014
What a wonderful place to spend a month (or more). Deborah and Felipe treated us more as visiting friends than tenants showing us the layout and making sure we knew how everything worked. The unique decorations add to making this a really enjoyable experience. We were influenced by the pictures and found that if anything they understated how nice the outdoor areas are. The home is great, but we spent most of our time in the outdoor "living room" on the canal enjoying the breeze and a few passing Manatees. The community beach just adds to an already great rental If you're interested in great restaurants, there are several nearby. Thanks again Deborah & Felipe for making our stay so enjoyable.
Bob Hall, North Wildwood, New Jersey

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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 West Florida Vacation Rentals - Condo
1 / 20

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”50 Reviews

from

$198

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$198 - $385
Per month:$5,940 - $11,550
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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The Best there is!!!

“ Excellent ”
August 15, 2014
Pam was AMAZING to work with!! The price was more than reasonable for the amenities provided and the length of time we spend AND we were close to everything fun but far enough where it was not surrounded with noise and craziness. She not only gave us great recommendations and clear instructions, she had great follow up even after the vacation. I have recommended her to my friends and family and will certainly use her again in the future!!
Candy 'Blessed' Pambu, El Dorado, Arkansas USA

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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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Key Largo Florida Vacation Rentals - Condo
1 / 16

Key Largo Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$97 - $110
Per week:$677 - $770
Pets allowed:No
Internet:Yes

As one of Buttonwood Bays highly sought after condo units this 2 bedroom 2 bathroom home will charm you and warm you! With easy elevator access you are located on the third floor with spectacular views overlooking the entrance to Buttonwood Bay's private coral rock harbor. Only...

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Ocean Front
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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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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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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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 - Cottage
1 / 8

Key West Cottage
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”8 Reviews

from

$540

/ night

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

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

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AWESOME PLACE!!!

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

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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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Summerland Key Florida Vacation Rentals - Cottage
1 / 11

Summerland Key Cottage
1 Bedroom / 2 Bathrooms / Sleeps 4

“ Excellent ”22 Reviews

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Cottage
Per night:$100
Per week:$650 - $850
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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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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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
1 Bedroom / 1.5 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$210

/ night

Email Owner
Bedrooms:1
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$210 - $342
Per month:$6,300 - $10,260
Pets allowed:No
Internet:Yes

TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back...

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A heart-warming and tranquil oasis

“ Excellent ”
August 1, 2013
We truly enjoyed our stay at Tranquility on Olivia Street. The neighbourhood is charming and very peaceful. There are many interesting restaurants to discover in the surroundings and many other services easily accessible at walking and biking distance. We enjoyed relaxing in the swimming pool at the end of the day and meeting many of the interesting folks renting other cottages at the Colony. I highly recommend Tranquility for its location, the peaceful neighbourhood, the physical setting at the Colony, and the charming interior decoration of the cottage. The colors are fresh, bright and full of joy. Our only recommendation would be to provide vacationers with a binder presenting essential information on things to do, to see and, especially, a list of surrounding service providers such as: grocery store, fish market, pharmacy, bike rental, local restaurants, and hospital in case of emergency. The sofa-bed mattress would need to be changed. It’s really not comfortable. And finally, the master bedroom air conditioner is quite noisy. Should we plan to visit the Keys in the near future, Tranquility would be our place to stay. What a great place to call home for a week on vacation. Thanks!
Paul Turpin, Key West, FL, USA

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Key Largo Florida Vacation Rentals - Home
1 / 16

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 - 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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Key West Florida Vacation Rentals - Villa
1 / 4

Key West Villa
1 Bedroom / 1 Bathroom / Sleeps 2

from

$170

/ night

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

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

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Key Largo Florida Vacation Rentals - Home
1 / 10

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

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$154

/ night

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

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

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Key Largo Florida Vacation Rentals - Condo
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 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$175 - $324
Per month:$5,250 - $9,720
Pets allowed:Yes
Internet:Yes

CORAL GARDEN: A 2- bedroom 2. 5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Furnished with comfort in mind with a fully equipped kitchen for preparing your fresh catch or a quick breakfast to start...

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Key West Florida Vacation Rentals - Townhouse
1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$236

/ night

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

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

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Wonderful

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

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Key West Florida Vacation Rentals - Apartment
1 / 8

Key West Apartment
Studio / 1 Bathroom / Sleeps 2

“ Excellent ”5 Reviews

from

$269

/ night

Email Owner
Bedrooms:Studio
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$269 - $419
Per month:$8,070 - $12,570
Pets allowed:No
Internet:No

Our Rates - below- The Best Stay In Key West [Overlooking the water ~ steps from Downtown! ] We are So glad you found us! [You will be the Happier one when you see what I see! Come on down! Some Off season as low as [$249 is no event/holiday] ASK what rate if your date falls...

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Rooms with a View

“ Excellent ”
April 15, 2012
When we first entered the 2nd floor apartment ( via a spiral staircase- heavy luggage is a little tricky.) we were blown away by the view out of every window! ( And so many windows!) It is everything that it claimed to be and more!! We never tired of looking at the ocean, the pier and the activity all around. Holly was so helpful, even offering to pick up a few things for us at the grocery store, as she was going herself. The location was great for us, on the quieter side of the island. But nothing is too far away. We did a lot of walking, as we chose not to rent a car. We took cabs when we didn't want to walk and that worked out just great. We visited Duval Street frequently. We ate out most of the time, but there is an oven, microwave and full size refrigerator. We ordered in pizza one night and our "around the back" location was no problem for our deliveryman. The only unusual thing is arrangement of the bathroom. The toilet area and shower are seperate and there is no bathroom sink, you need to use the kitchen sink. But we were fine with that, and Holly mentioned it ahead of time so it wasn't a surprise to us. Our last day (we spent a week.) we decided to just stay at "home" and enjoy the ocean and pool next door. It was wonderful and relaxing. Holly had a list of things to do and see and restaurants that she recommended. They were outstanding. "Louie's Backyard" restaurant (a stone's tthrow away) was pricey but awesome. We were very happy with our selection of a place to stay in Key West. So much nicer than a hotel, in our opinion. Thanks for sharing your paradise with us Holly and Javier!
Molly Barth, Fort Thomas, KY USA

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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 - 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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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 - $458
Per week:$2,500 - $3,200
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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Key West Florida Vacation Rentals - Townhouse
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 - $400
Per week:$1,100 - $2,800
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 Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”10 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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Great Vacation Home on the water

“ Excellent ”
December 2, 2014
We just returned from a quick trip to this property had an amazing yet relaxing time. The house was clean and comfortably slept 8 adults and 1 child. The location is perfect with easy access to great restaurants, diving and fishing. The Best part is the view and access to the water. My son spent most of the time on the dock catching fish for the first time. I highly recommend the bayfront beach house.
Jeff Erickson, Dallas, TX

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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 / 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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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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1 / 8

Islamorada Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 16

from

$536

/ night

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

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

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Key West Florida Vacation Rentals - Home
1 / 8

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$127

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$127 - $140
Per week:$887 - $980
Pets allowed:No
Internet:No

Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental consists of 2 full suites. The first floor has a roomy living room, huge screen porch, queen sleeper sofa, bath and bedroom connected by an exterior staircase to the second ...

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