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

151-200 of 335 Florida Keys Rentals

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$265

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$265
Per week:$1,850
Pets allowed:Yes
Internet:Yes

The property is located at the end of the block. It has an open garage that two full size trucks could park in. It has 4 bedrooms, 2 1/2 bathrooms, if you have a boat we've got you covered with approx 200 feet of canal. Dock facilities include fresh water, electricity, and a cutting...

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good place with great backyard

“ Excellent ”
January 4, 2014
The house was a bit small for 8 people, If they had gone for a smaller furniture in the living/dining room,the room would have seemed bigger. But the Backyard and the view compensated for any flaws inside the house. It was just so beautiful and relaxing.
lavanya srinath, HIghtstown, New Jersey

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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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Key West Florida Vacation Rentals - Townhouse
1 / 11

Key West Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”13 Reviews

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:Yes

This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of the Truman Annex. The home is decorated in exceptional taste; including a King size bed in the master bedroom with ample closet space and its own private covered...

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Amazing

“ Excellent ”
January 30, 2014
Our vacation was perfect and I owe this all to the location of this amazing town home. The home itself was modern, immaculate, equipped with everything we needed for our stay. Pool was a couple of feet away and the beach nearby happened to be our favorite on Key West. You felt as if you were on a lush carribean island while at home and 2 short blocks away your smack dab in the middle of the nightlife Key West is famous for. Thanks Dale for your home and all the help you gave us. Would definitely go back!
Anne Schmidt, Yonkers, NY

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Islamorada Florida Vacation Rentals - Townhouse
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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Marathon Florida Vacation Rentals - Home
1 / 5

Marathon Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 5

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:5
Type:Home
Per night:$122
Per week:$850
Pets allowed:Yes
Internet:Yes

Relax in the Fabulous Florida Keys in your Tropical Bungalow! Two bedroom, 1. 5 baths, very tropical atmosphere. Neat, clean, and comfy, with tile floors throughout. Smoking is not permitted! Easy access to the Gulf of Mexico from your 30' dock for world class diving, snorkeling,...

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”23 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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Very Relaxing

“ Excellent ”
November 25, 2014
I'll be honest - I am over staying in poky motel rooms for our vacations. I want the comforts of home, and this Fl Keys home delivered on all fronts. Clean and nicely furnished. Great views of the Bay and a wonderful central location for visiting all the Keys has to offer. Being a duplex it is ideal if you want to bring along the family and rent both units. Would definitely stay there again.
Kay Chapman, Sevierville, TN, USA

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Key Largo Florida Vacation Rentals - Townhouse
1 / 8

Key Largo Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$158 - $229
Per week:$1,100 - $1,600
Pets allowed:No
Internet:Yes

This deluxe three bedroom waterfront condo is on MM 99. 5 in Key Largo. It is a 3- story unit with beautiful views of the Atlantic Ocean. The unit has 3 spacious bedrooms, each with a queen size bed. You also have the convenience of having a full size washer and dryer in the unit....

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Great family vacation

“ Excellent ”
April 2, 2014
The property offers everything we sought: a quick whole- family (10) getaway, with easy and fast access to jobs as needed, with plenty of activities for grown-ups and kids, both on premise and nearby. The condo development is beautifully appointed and maintained, the townhouse proper is spacious, homey, fully equipped and very comfortable. The pool area --steps away-- and the pool table --downstairs rec room/kids' camp-out room-- were the two magnets for family activities (besides the open kitchen-dining area...). The owner graciously makes available fishing gear as well as many games. Bring your tennis gear for the on-premise court and your dinghy or properly registered/insured boat to tie at the pier in front of the unit. Don't forget your bikes (some available at the house) and walking shoes. Plenty of restaurants, informal road stands, farmer's market and supermarkets within a 2-mile radius on the main road, Innumerable tourist attractions within 20 minute ride, and an hour-and-a-half drive to Key West and Miami. In summary, an ideal place that can very well be called home-away-from-home.
La Casita del Texu, Miami, FL

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Back View
1 / 15

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$230

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$230
Per week:$1,610
Pets allowed:No
Internet:Yes

Special vacation rental rates for off- season bookings and also for some last minute dates! Call us now for details. Located in Islamorada the fishing capitol of the world, this is a beautiful home decorated with Island style decor. Over 3, 000 square feet of living space. 100'...

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Perfect house/perfect location

“ Excellent ”
August 1, 2014
This is an awesome house in the perfect location. The house is spacious and comfortable. Pool is NICE. Great dock. Tony was EXTREMELY helpful and accomodating and gave plenty of information and answered all questions quickly. We are picky about accomodations when traveling and this house exceeded our expectations. Pictures don't do justice. It's perfect! Plenty of restaurants nearby accessible by boat or land. Easy to get out to ocean or bay in 2-3 minutes. We had a perfect week in Islamorada!
Kathy Riley, Ocala, Florida

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1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

from

$74

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$74 - $84
Per week:$514 - $584
Pets allowed:No
Internet:Yes

Come and enjoy the wonderful Florida Keys lifestyle at Tropical Bay. Located at mile marker 23, close to Key West and Marathon for great day trips around the islands. This spacious 3 bedroom, 2 bathroom ground level home is cozy and comfortable. Extra large screened porch overlooks...

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Key West Florida Vacation Rentals - Home
1 / 23

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$134

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$134 - $234
Per week:$934 - $1,634
Pets allowed:No
Internet:Yes

Monthly rental. Key West private home right on the water - family owned for three generations (former home to WWII war hero Admiral Edward McCarthy, the former mayor of Key West (Mayor Alan Cleare), and the former District Attorney (Alan B. Cleare)). Just a few doors down from ...

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Key Largo Florida Vacation Rentals - Home
1 / 31

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$150
Per week:$1,050
Pets allowed:Yes
Internet:Yes

Spacious and lovely canal home w/ above ground pool and dockage for your boat. 3/2 upstairs and spacious addorable 1/1 bath bottom floor. Completely and tastefully funrished and large screened in terrace overlooking water. Perfectly located .. quiet yet walk to swimming with the dolphins...

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Great Multi-generational Gathering Place

“ Excellent ”
December 5, 2014
Three generations had a wonderful week at this well equipped house. There was plenty of room for all to relax with the great breezeway and patio downstairs and the cool screened in patio upstairs. The 11 of us were even able to entertain 4 more family members for Thanksgiving. With the adults inside and the children on the patio we had ideal spacing for all. The house is surprisingly well equipped--I mean, how many rentals have a mortar and pestle, as well as all the electronics needed to cook and serve a huge Thanksgiving meal! AND, enough dinnerware for the crowd. (It could use a few serving bowls, but we were glad to donate a couple of them we got at Publix.) And speaking of Publix, and other shopping spots--they are conveniently close by. The 4 bedrooms were comfortably furnished, and the 3 bathrooms were clean and well supplied with linen. There were TV's everywhere! It was great to have the downstairs unit for the older family members. We loved the convenience of having dockage space for our boat. The counter and sink area for cleaning the fish we caught was ingenious planning to make this location very suitable for sportsmen. We really loved our stay, and hope to be able to return sometime! Vivian German
Vivian German, Miami, FL

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1 / 12

Key West Apartment
1 Bedroom / 1 Bathroom / Sleeps 2

“ Excellent ”1 Review

from

$120

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$120 - $145
Per month:$3,600 - $4,350
Pets allowed:No
Internet:Yes

Very affordable 1 bedroom/ 1 bath Studio Units as well as a 2bedroom/2 bath just renovated! These quaint Units sleep 2- 4 and are less then 2 blocks from Famous Duval Street, Key West! The units offer a Queen size bed, kitchenette, stand up shower Bathroom and flat screen TV's....

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great location

“ Excellent ”
November 23, 2014
Small place but all that you need, some condos offer bikes that would've been nice, instead of having to rent from local places. Not on the beach but close to everything you need and want to do
samy porrata, houston, tx

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1 / 8

Cudjoe Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$84 - $92
Per week:$584 - $642
Pets allowed:Yes
Internet:Yes

Everything about this wonderful 2 bed/2 bath home is exceptional. Located just 23 miles from Key West to explore all the great activities the southernmost city has to offer. The home is decorated in tropical island style with soothing colors by one of our famous local artists....

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Marathon Florida Vacation Rentals - Home
1 / 23

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $229
Per week:$1,200 - $1,600
Pets allowed:No
Internet:Yes

Seven night minimum. Canal front home on the Atlantic Ocean side of Marathon. This stilted home has two bedrooms, 2 baths, and comfortably furnished for your stay. Enjoy the breezes and gaze at the stars. There is 30 feet of dockage for your boat, Located in a quiet neighborhood....

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$115
Per week:$800
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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1 / 12

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$165
Per week:$1,155
Pets allowed:No
Internet:Yes

This is a spacious, open floor plan, Three bedrooms, Two Bathrooms, 6 people accomodation, brightly painted colors, beautifully furnished. Relax in the upper covered porch or down below to the open and spacious patio leading to the pool. Outdoor Tiki shower hut. The grounds ...

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Key Colony Beach Florida Vacation Rentals - Townhouse
1 / 9

Key Colony Beach Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$286 - $358
Per week:$2,000 - $2,500
Pets allowed:No
Internet:Yes

An Oceanfront Town Home in Key Colony Beach with Beach, Pool & Fishing Pier! 3 Bedroom, 3 Bath town house with 2200 square feet of oceanfront living! Gorgeous views from the living, dining, kitchen and master bedroom. When you step into the main living level your first...

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Marathon Florida Vacation Rentals - Townhouse
1 / 10

Marathon Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”11 Reviews

from

$203

/ night

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

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

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Wonderful Keys Vacation

“ Excellent ”
May 6, 2014
Location of the condo was quiet and very private. Condo itself was very attractive, upscale and the layout was great. Views and sunsets were spectacular. Only problem I have is with a $150 cleaning fee, which I think is stupid. It is like being charged extra to have your dishes cleaned after you have had a meal at a restaurant. It should be an expected expense paid by the owner of the condo. Oh, well, that is the way it is.
Charles Washington, Las Vegas, NV

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Front view of home
1 / 22

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

“ Excellent ”20 Reviews

from

$67

/ night

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

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

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Great House

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

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Key Largo Florida Vacation Rentals - Home
1 / 7

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:10
Type:Home
Per night:$400
Per week:$2,000
Pets allowed:No
Internet:Yes

Gorgeous views in this recently remodeled elegant home. Features 2/2 upstairs and 2/1 downstairs available for rent also. Swim, fish or go boating from your private dock and/beach. Once you visit you won't wan to leave. All the comforts of home are provided. Visit for a vacation...

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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 14

from

$167

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:14
Type:Home
Per night:$167 - $184
Per week:$1,167 - $1,284
Pets allowed:No
Internet:Yes

You and your family will absolutely love Bow Channel Manor! Situated on a very private 4- acre parcel on Upper Sugarloaf Key, you, your family and your friends will create wonderful memories here. It's like having your own private resort! There are 3, separate homes on this...

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Long Key Florida Vacation Rentals - Home
1 / 9

Long Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$44

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$44 - $60
Per week:$304 - $420
Pets allowed:Yes
Internet:Yes

All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath, living room with sleeper sofa/futon. Sleeps 6 comfortably ...

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Big Torch Key Florida Vacation Rentals - Home
1 / 18

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

“ Excellent ”6 Reviews

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$285
Per week:$2,000
Pets allowed:Yes
Internet:Yes

Big Torch Key is reminiscent of the Florida Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views that will take your breath away. Torchview has an open floor plan (kitchen/living room/dining room) with a huge master suite(king bed)and two other bedrooms...

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Awesome Birthday vacation!

“ Excellent ”
July 14, 2014
Our family decided to rent Torchview after falling in love with the home from a distance. We had stayed at a neighboring cottage the year before and were looking for a larger rental. Knowing we would need more room for more family members who would be joiing us, we made or reservations. Upon our return to Summerland we settled in comfortably with our two teenage children, our 3 dogs, and our inlaws. (no pun intended with the order). The home is located on over an acre of land, close to the Deer Key preserve. The property sits on a beautifully landscaped gated oasis, comfortably appointed, and nicely kept. We thoroughly enjoyed seeing Key Deer in our garden, the enormous amount of tropical fish right under the dock, with easy access to our boat for intercoastal and big water fishing. The Florida Sunkist Sunsets were breathtaking and spectacularly sweet. We celebrated my birthday in Key West which is only 30+ minutes from the house. We will definitely return next year! Keep in mind that if you have a hard time climbing stairs this location may present some difficulties. We also loved the fact that we could bring our furry children to enjoy the vacation with the family! Thank you for the privilege of enjoying your beatiful home!
Elizabeth Bigles-Christensen, Stuart, Florida

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1 / 6

Islamorada Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$100
Per week:$700
Pets allowed:No
Internet:Yes

Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean your views could NOT be any better. ...

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Fabulous Vacation

“ Excellent ”
September 15, 2014
We had a fabulous time at David's place. Everything was wonderful. Beautiful view, manatees at our front door, just everything you would want in a Keys vacation.
Betty Cameron, Daytona Beach, Florida USA

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$77 - $84
Per week:$537 - $584
Pets allowed:No
Internet:Yes

Truly remarkable Big Pine Key vacation home. Rare Duplex on over ½ acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space ...

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1 / 8

Summerland Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$94

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$94 - $104
Per week:$654 - $724
Pets allowed:Yes
Internet:Yes

This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining areas for ...

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$117

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$117 - $127
Per week:$817 - $887
Pets allowed:Yes
Internet:Yes

Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine Channel, gulf side. All the rooms are spacious...

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:Yes

The Sombrero Pool Home A great Vacation spot! Pool, Spa, Dockage and only a 1/2 Mile from Sombrero Beach! This 3 bedroom, 3 bath home has a refreshing feel to it the moment you walk in the door. Full of color to make your vacation days start and end on a happy note. The ...

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Marathon pool home

“ Excellent ”
July 1, 2013
Beautiful home with a great location. Good ocean access. Inside of home was fairly well kept the only disappointment was the 3rd bedroom located on the bottom floor isolated from the rest of the home. The pool was great ...dock was perfect. All things considered it was a good vacation home!
susan atwell, Florida USA

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1 / 8

Islamorada Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 16

from

$536

/ night

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

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

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Marathon Florida Vacation Rentals - Home
1 / 24

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$900

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$900 - $1,143
Per week:$6,295 - $7,995
Pets allowed:No
Internet:Yes

Seabird Key is a private 10 acre tropical island hideaway located one- half mile offshore Marathon in the heart of the Florida Keys. As our guest, you have the entire Island to yourself, including an exquisite hardwood beach house (the only house on the Island) and a 19' Boston ...

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This place is like no other in the U.S.

“ Excellent ”
February 25, 2010
This was our second time to Seabird Key and the place is a true Paradise and just when you think it can't get better, the Davidson's added an outdoor kitchen...the pathways and the grounds are maintined so well and the private beach with all the hammocks is just wonderful....it doesn't get better than this!
Susan and Don Wolter, Roanoke, VA USA

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Islamorada Florida Vacation Rentals - Condo
1 / 8

Islamorada Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$150 - $200
Per week:$1,050 - $1,400
Pets allowed:No
Internet:Yes

Welcome to our beautiful, private and secure gated community with all of the amenities to make your vacation as relaxing or exciting as you wish. Located on Plantation Key in Islamorada at mile marker 88. 5 on the bay side and boasting a great 60 slip marina, it provides quick access...

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1 / 8

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$184

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$184 - $200
Per week:$1,284 - $1,400
Pets allowed:Yes
Internet:No

This spacious, Caribbean- style vacation home comes equipped with its own private swimming pool and great deep- water canal. This beautiful home has three stories including a super play room off the pool area with a ping- pong table and a big screen TV for the kids. The 2nd floor...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$104

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$104 - $114
Per week:$724 - $794
Pets allowed:No
Internet:No

This home is great for families! It has been recently updated with new tile throughout, new furnishings and bedding, and features 3 bedrooms and 2 bathrooms as well as a roomy loft area. You’ll enjoy an open living plan with a nice size full kitchen with plenty of counter room,...

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Atlantic Breezes January Rental.

“ Excellent ”
February 14, 2014
the house was as discribed,very nice everything in great condition,boat access to Bow Chanel great.Will rent this house again ASAP. Peter Hillmann
Peter Hillmamm, Brookfield,Illinois

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”2 Reviews

from

$245

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
Per night:$245 - $275
Per week:$999
Pets allowed:Yes
Internet:Yes

Beautiful 2 story 3 bedroom 2 baths home. Located in Key Largo at MM 103 on the bayside and close to John Pennekamp Park, local shopping, fine restaurants, diving, charter fishing or just swimming with the dolphins! This home has an open water view overlooking the beautiful Florida...

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Perfect Rental Get Away

“ Excellent ”
November 6, 2014
Contact with the owner was great, questions were answered promptly. Checking in and out was very easy. The house was very clean. The boat lift was a great addition. You must take a boat out & go snorkeling, the underwater life was amazing. Fishing was better on the Atlantic side then the backwater. The channel is not far from easy access to the Atlantic Ocean. My husband & I had a wonderful time at this house & in the Keys.
Jamie Arthur, Wilmington, NC

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$120 - $130
Per week:$840 - $910
Pets allowed:Yes
Internet:No

Pack your floral shirts, swimming gear and sandals and come on down to Angelfish Cove. Fun is the order of the day. Enjoy the beautiful crystal clear swimming pool or jump in your boat to go explore some of the best fishing and diving the Florida Keys has to offer. This home offers...

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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$243 - $429
Per week:$1,699 - $2,999
Pets allowed:Yes
Internet:Yes

Relax and enjoy your vacation with a specatacular waterfront view - look out over a crystal clear lagoon out onto the Gulf of Mexico. This full duplex Waterfront Home with 75' of deepwater dockage, 4 Bedrooms and 4 Baths is great for large groups looking for a quiet place to relax,...

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I Want to Come back Next Year, If not sooner!

“ Excellent ”
June 24, 2014
Rented this duplex from the Curleys. it was perfect. kids in one unit, adults in the other. the East unit was very nice w granite countertops and nice leather furniture. the west unit (where the kids stayed was nice as well, though not as updated. great views of the cove and a minute boat ride into the gulf where we spent time waterskiing and watching the sunsets. We rented a boat for the week from All Aboard Boat rentals and we basically spent our week on the water snorkeling, diving, fishing, skiing, exploring. It is perfect for the family on the go who like water activities. I would recommend this rental to anyone. it was clean, well equipped, stayed nice and cool and allowed everyone their space. my only negative was that the beds were a bit soft for my tastes.
James Weinstein, Boca Raton, FL

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Islamorada Florida Vacation Rentals - Home
1 / 28

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

from

$550

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$550 - $750
Per week:$3,850 - $5,250
Pets allowed:No
Internet:Yes

Great house in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches. Lovely master suite on the top floor with it's own balcony. Modern house with stylish, comfortable furnishings. 90 feet of excellent deep water dockage on a wide canal leading directly...

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1 / 8

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$234

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$234 - $250
Per week:$1,634 - $1,750
Pets allowed:Yes
Internet:Yes

Gorgeous luxury open oceanfront home on Summerland Beach. This expansive 3 bedroom, 2 bath home is just perfect for large families and big boats. Over 2, 500 square feet of living space with lots of room for everyone to spread out. The kitchen has plenty of room for everyone to ...

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1 / 23

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

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

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

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Tavernier Florida Vacation Rentals - Condo
1 / 16

Tavernier Condo
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$161

/ night

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

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

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Pool and Jacuzzi on premises
1 / 7

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$329 - $358
Per week:$2,300 - $2,500
Pets allowed:No
Internet:No

Enjoy a beautiful solar heated pool with Jacuzzi on the premises. Private homeowner's sandy beach access to swim and enjoy sunsets! ! Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood at mile marker 75 in Islamorada, this...

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Beautiful and Friendly

“ Excellent ”
January 22, 2014
This house was perfect. Great location, private beach, very clean, had everything you needed. Mark is very friendly and helpful. Can't wait to visit again:)
Kelly Seitzer Gee, Ocean city, md

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View from Balcony
1 / 8

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”14 Reviews

from

$129

/ night

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

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

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Not just a vacation, but a sanctuary.

“ Excellent ”
November 19, 2014
There's so much to list about this vacation property I don't know where to start. Everything described in the details were by far better than expected. The condo was perfect for our vacation and I don't think there was anything that was needed or could have to make it so delightful. The owners had everything taken care of down to the last detail. I would highly recommend this booking to anyone that wants a carefree vacation experience. Thank you for a perfect stay.
Charles Collick, South River, NJ

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$167

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$167 - $174
Per week:$1,167 - $1,214
Pets allowed:Yes
Internet:No

Sit back and relax in this delightful home, situated on the open water. The entire rear wall of this home is glass for endless views of the blue- green waters of the Florida Keys. Equipped with all the comforts of home plus a heated pool. The open porch catches the breeze, and the...

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Key Largo Florida Vacation Rentals - Home
1 / 6

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$107
Per week:$747
Pets allowed:No
Internet:No

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

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

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

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$84 - $94
Per week:$584 - $654
Pets allowed:Yes
Internet:Yes

Truly remarkable Big Pine Key vacation home. Rare Duplex on over ½ acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space ...

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$142

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$142 - $199
Per week:$990 - $1,390
Pets allowed:Yes
Internet:Yes

Marathon Vacation Rental License 08- 00406 Mini Season rates are Higher NO RENTAL LESS THAN 1 week! ! ! ! You can stay less but must rent for the week No Exceptions Weather is great! ! ! Fishing is HOT! ! ! Relaxing is Hotter! ! ! 2 Bedroom 2 full bath.....

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great stay

“ Excellent ”
August 17, 2014
The home in which we stayed was very well kept and conveniently located in the keys, we had our own dock and a beautiful back yard. I am hopeful that a home like that would be available for all my future vacations thanks
Cecilia Villegas, miami ,fl,usa

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Key Largo Florida Vacation Rentals - Home
1 / 24

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 14

from

$379

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:14
Type:Home
Per night:$379 - $500
Per week:$2,650 - $3,500
Pets allowed:Yes
Internet:Yes

Spectacular Waterfront Ocean side 4/3 3 story home with Pool & 50 Ft Dock Oceanfront home with 2 wrap around balconies and great views. Ocean access with no bridges. Next to John Pennekamp, Jacobs Aquatic Center Water park, Publix, Dolphin Cove, and restaurants like the famous...

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Ramrod Key Florida Vacation Rentals - Home
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

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 water access w/ mean draft of 3ft. Ramrod Key features Looe key ...

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$174

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$174 - $184
Per week:$1,214 - $1,284
Pets allowed:Yes
Internet:Yes

This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Just furnished in 2012 with the finest tropical décor, flat screen TV’s, wireless internet and top of the line gourmet kitchen. The large living area is spacious...

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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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