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

201-250 of 275 Florida Keys Rentals

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Key West Florida Vacation Rentals - Townhouse
1 / 3

Key West Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”9 Reviews

from

$205

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Townhouse
Per night:$205 - $300
Per month:$6,150 - $9,000
Pets allowed:No
Internet:Yes

"Island Wind" welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof and white spindled porches reminiscent of Old Key West Just a block off Duval Street at the corner of Truman & Simonton in Windward Park a gated community consisting...

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Amazing place

“ Excellent ”
July 28, 2014
Amazing place just like we thought. Close to everything and beautiful. We will deffinatly be staying here again!!!!
James Edwards, Charlotte NC

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Key Largo Florida Vacation Rentals - Townhouse
1 / 15

Key Largo Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:8
Type:Townhouse
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:No

This bayview townhouse has a great layout. Bottom level offers kitchen, dining , 1/2 bath , and big screen tv in living area . Sliding glass doors lead to screened in porch with beautiful bayviews. You can see your boat slip. NEWS YEARS AND 4TH OF JULY SEE FIREWORKS FROM YOUR...

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Moon Bay Slice of Paradise!

“ Excellent ”
August 5, 2014
Our unit was perfect. It needs a little TLC. But overall it was great. The grounds are well kept, pools were clean, marina was fantastic and we could see our boat from our townhouse and security was good. Parking is at a premium, tight but workable. Our reservation/property manager was very though and helpful.
Maureen Foster, Melbourne Beach FL

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Marathon Florida Vacation Rentals - Home
1 / 19

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$136 - $200
Per week:$950 - $1,400
Pets allowed:No
Internet:No

Seven Night Minimum Maximum Occupancy 6 Rare, ground level, waterfront single family home on ocean side canal with dockage. Easy access to the Atlantic. Two bedrooms, two full baths, enclosed porch area can be used as third bedroom (has trundle bed). Small screened porch facing...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

from

$60

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$60 - $77
Per week:$420 - $537
Pets allowed:No
Internet:Yes

Simple and sweet with no muss, no fuss. It's all right here - Gulf Side! This quaint two bedroom vacation home offers views, a deep- water boating and swimming canal and a protective seawall. This home offers 2 queen- size beds and an additional sleeper sofa. A glassed- in...

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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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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”17 Reviews

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$193 - $343
Per week:$1,349 - $2,399
Pets allowed:No
Internet:Yes

New home with wide open view of the Gulf of Mexico. 3 Bedroom 3 bath, pool home - perfect for three couples or a family. As close as you can get to the 7- mile bridge for great sunsets and quick boating access for bridge fishing or the oceanside. Fabulous views of the open water...

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Great location, wonderful hosts

“ Excellent ”
October 12, 2014
We stayed here a week during Sept. 2014. The house was clean and the location was perfect for our needs. Easy drive down to Key West, and close to the Seven Mile bridge. We enjoyed having the bikes for rides to restaurants and site seeing. The small pool was really just right for our needs. The residence keepers did a good job of repairing our bike tire and answering questions. We did have some ants visit us, and I understand this is a typical problem for residences in the Keys. We would recommend this place for anyone wanting to get away for a peaceful stay. Places we recommend to visit are Robbie's Dock(Islamorada), Seadog fishing boat, the No Name Pub down on Big Pine Key(go there just before sunset and see lots of Key deer), Key West(Hemingway House and Mallory Square), snorkeling the Sombrero reef, and a stop by the World Wide Sportsman store on Islamorada. We highly recommend!
Bill Hocker, Bradenton, FL

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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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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

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

New home with great ocean access. 300 yards and you are in some of the best fishing in the world. A sun deck and a shaded deck to make everyone happy. Walk to a beautiful beach with all the amenities including showers, bathrooms, grills and sand volleyball courts. This home ...

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Cudjoe Key Florida Vacation Rentals - Home
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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Marathon Florida Vacation Rentals - Home
1 / 7

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$929

/ night

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

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

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Marathon Florida Vacation Rentals - Home
1 / 35

Marathon Home
6 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:6
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,000
Per week:$5,000 - $6,500
Pets allowed:No
Internet:Yes

About 10, 000sq ft Luxurious 5 Bedrooms with Office, 5 Baths, Deep Waters Canal along with Dock Area, 4 floors, Swimming Pool, Deck at all floors, a few steps distance from the Sombrero Beach that is one of best beaches in Florida Keys, At the bottom, there is parking under...

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Marathon Florida Vacation Rentals - Townhouse
1 / 20

Marathon Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 7

“ Excellent ”4 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Townhouse
Per night:$172 - $322
Per week:$1,200 - $2,250
Pets allowed:No
Internet:Yes

This 3 bedroom, 3 bath, half duplex townhouse offers all you need for a great vacation. Stunning openwater views of the Gulf of Mexico, beautiful sunsets, your own private pool and cut in boat slip with lift. Great views from the living area and master bedroom. The ground level...

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Great Place to stay

“ Excellent ”
May 14, 2014
We have stayed in this house many times in the past. House was clean and in great shape. We had a fun time and will be back. RBG
Richard Greene, Maine

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Tavernier Florida Vacation Rentals - Home
1 / 14

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$72
Per week:$502
Pets allowed:No
Internet:Yes

This spacious home has 2 large bedrooms, 2 bathrooms, large kitchen and dining area and amazing balcony the entire width of the house. The master bedroom has a queen bed and the second room has a double bed. Both rooms have large walk- in closets. The living room also has a Futon...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$97

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$97 - $114
Per week:$677 - $794
Pets allowed:No
Internet:Yes

From the private balcony located off the master bedroom living area, to airy and vaulted ceilings, this Cape Cod style home promises all the comforts of home, and so much more! The 40' dock and yard is landscaped with native foliage and offers wandering pathways throughout....

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Marathon Florida Vacation Rentals - Villa
1 / 16

Marathon Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$465

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Villa
Per night:$465 - $715
Per week:$3,250 - $5,000
Pets allowed:No
Internet:Yes

This two- story, ocean- front Florida Keys home is the ideal locale for busy executives, families, retirees and vacationers alike. Developers thoughtfully considered every last detail when designing and constructing this architectural masterpiece – from its breathtaking, scenic...

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Islamorada Florida Vacation Rentals - Home
1 / 21

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $372
Per week:$2,200 - $2,600
Pets allowed:Yes
Internet:Yes

Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles from Miami Airport and 86 miles from Key West. Venetian Tropics boasts large rooms furnished in rattan and decorated with a tropical flair. Coconut palms,...

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Paradise in Islmorada

“ Excellent ”
July 6, 2010
Excellent location with a great view of the Canal. The Pool was the right size for our family and the Outside bar was Outstanding. The deck and dock were perfect for my 25' boat with ample room for my Grandson to fish for snapper. The Upstairs kitchen and living area with the high ceilings was fantastic. The downstairs bedroom was also great. The whole experience was truly enjoyable for my family.
BILL WHITE, STUART FLORIDA USA

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Marathon Florida Vacation Rentals - Condo
1 / 8

Marathon Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$136 - $200
Per week:$950 - $1,400
Pets allowed:No
Internet:Yes

Beautiful condominium unit at Gulfpointe in Marathon, heart of the Florida Keys. Two bedroom, two and one half bath townhouse overlooking the pool area. Limited views of the Gulf, beautifully decorated, boat dockage, tennis court, and covered parking. First level has kitchen,...

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Great but some details not met

“ Excellent ”
June 10, 2014
We recently stayed at this condo. It was clean and nice, however a few minor things could have taken care of. About half the lights had burned out light bulbs. The blinds have been damaged and someone had just connected the slats by a thread. So when you open them several slats fall off and will not stay on. No garbage bags in the house (which was ok if we would of known to bring our own). Permanent Home owners who live there(in the complex) are very grouchy toward renters. 2 of the 3 mattresses could be updated a little. (very thin and hard). But other than these minor things it was very comfortable and Bonnie was good to work with. We enjoyed our stay and appreciate you making an adjustment to meet our scheduled trip days.
Brad Freeman, Alpine Utah

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Key West Florida Vacation Rentals - Apartment
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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Islamorada Florida Vacation Rentals - Townhouse
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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Islamorada Florida Vacation Rentals - Home
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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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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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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Key Largo Florida Vacation Rentals - Townhouse
1 / 11
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

There are no App ! That Experiences are completely worth ! ! Just Unplug your family and simply reconnect in Florida Keys . Experience the Overseas Highway ride & Stay with us for a while . The three bedrooms and three baths beautiful town home which is conveniently located at 24hrs...

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Islamorada Florida Vacation Rentals - Home
1 / 9

Islamorada Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This beautiful 4 bedroom/ 4 bathroom home has a 70' dock directly behind the home . Canal leads out to Snake Creek and has immediate Ocean and Bay access. The home is located in one of the finest neighborhoods of the Florida Keys- Venetian Shores. Upstairs there are 2 bedrooms/ 2...

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Wonderful Christmas

“ Excellent ”
January 5, 2013
We recently celebrated a family Christmas at this wonderful property! The house was lovely, furnishings just right and the whole home/property/pool were clean and welcoming. The layout of the home was perfect for our family, which included a baby. Pool and jacuzzi were awesome! The home was close to everything we needed including groceries, local restaurants, and attractions. Although we didn't have a boat, we enjoyed walking around the neighborhood. Thanks to Arlene, our contact for this property! She was always available, gave easy to follow directions and answered any and all questions we had. We hope to be able to visit again in the future.
Wendy Shanahan, Albuquerque, NM

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Summerland Key Florida Vacation Rentals - Home
1 / 19

Summerland Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”1 Review

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Upscale 4 BR/ 4 BA home on the water. Located on a quite cul- de- sac, the property has very lush, tropical, mature landscaping. The property is very private and secluded. Each bedroom has its own private bathroom, perfect for couples or families vacationing together. We...

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a week in paradise

“ Excellent ”
April 7, 2014
we have just completed a wonderful week in the keys with 6 adults and 4 kids kayaking, fishing and boating in this very nice home which had everything we needed and was a fabulous pace to stay. Right on a calm canal right off an open area which was near some good fishing for the kids who caught over 70 mangrove snappers (keepers) which were grilled on the barbecue. The hearted pool was very comfortable 90 degrees. Thank you Gary for that. The best part was that each bedroom had a dedicated bathroom. Sitting areas were very well situated and sunrise was spectacular. The house is very near Key West which is also a plus. f we ever go back to the southern keys we will definitely try this property first, which turned out to be the best property for the buck.
William Schiller, Raleigh, NC

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Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

3 bedroom, 2 bathroom vacation home. Waterfront property located Bayside in Key Largo at mile marker 105. 60 foot private dock –Watch the Manatees from the dock of the property. Just a few homes away from direct access to the Florida Bay and around the corner from Adams Cut, which...

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Key Largo Florida Vacation Rentals - Home
1 / 30

Key Largo Home
7 Bedrooms / 5 Bathrooms / Sleeps 24

from

$600

/ night

Email Owner
Bedrooms:7
Bathrooms:5
Sleeps:24
Type:Home
Per night:$600 - $734
Per week:$4,200 - $5,134
Pets allowed:Yes
Internet:Yes

MINIMUM STAY: 28 DAYS - This home is for the guests who expect extraordinary accommodations. Plan your dream vacation now to The Florida Keys and spend it in this luxurious 7 bedroom 5 bath home. The 4700 square feet of deluxe living space will awaken all your senses. Expansive balconies...

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Key Largo Florida Vacation Rentals - Home
1 / 34

Key Largo Home
5 Bedrooms / 6 Bathrooms / Sleeps 12

from

$484

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$484 - $550
Per week:$3,384 - $3,850
Pets allowed:Yes
Internet:No

MINIMUM RENTAL: 1 MONTH 180 degree ocean views are yours from almost every room in this magnificent ocean front home. This home has over 5962 (not a typo) square feet of living area with 5 bedrooms, 6 and one half baths, and two full kitchens! This home comfortably sleeps 10 in...

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Islamorada Florida Vacation Rentals - Home
1 / 20

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$240

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$240
Per week:$1,680
Pets allowed:No
Internet:Yes

MINIMUM RENTAL: 28 NIGHTS (ONE MONTH) You'll love watching the fabulous sunsets over the tranquil waters in this semi- private lagoon setting. This is a three story single family home and offers two balconies overlooking the water and dock area. There's room to dock one 30' boat and...

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Tavernier Florida Vacation Rentals - Home
1 / 30

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$225 - $267
Per week:$1,575 - $1,867
Pets allowed:No
Internet:No

MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by...

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Key Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$332

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$332 - $425
Per week:$2,322 - $2,975
Pets allowed:Yes
Internet:No

MINIMUM STAY: 1 MONTH Looking for a spacious ocean front home but don't need a mansion? The upper two floors of this home offer an elevator from the ground level to the main living areas, 4 bedrooms each with an ensuite bath and a spacious living area with a huge kitchen, formal...

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Islamorada Florida Vacation Rentals - Home
1 / 22

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$184

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$184 - $250
Per week:$1,284 - $1,750
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Enjoy the tranquil setting of this single family home located directly on the Florida Bay. Walk directly into the bay or just soak up the sun from the beach. No two sunsets are the same and you'll have front row seats to nature's nightly dazzling display! ...

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Key Largo Florida Vacation Rentals - Villa
1 / 20

Key Largo Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$250 - $289
Per week:$1,750 - $2,023
Pets allowed:Yes
Internet:Yes

Minimum Rental: 3- 7 Night Minimum Villa Bella is a fabulous 3 BR/3 BA two- story townhouse. This end unit townhome "lives" on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and ...

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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$127

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$127 - $150
Per week:$887 - $1,050
Pets allowed:Yes
Internet:Yes

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

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Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$187

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$187
Per week:$1,307
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It...

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Islamorada Florida Vacation Rentals - Apartment
1 / 21

Islamorada Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$117

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$117 - $150
Per week:$817 - $1,050
Pets allowed:No
Internet:Yes

MINIMUM STAY: 29 DAYS Enjoy unobstructed and panoramic views of the Atlantic Ocean from your own private balcony! This 3 bedroom/2 bath condo unit features direct ocean views from the living room, balcony and two of the three bedrooms. Tropical furnishings create a warm and inviting...

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Islamorada Florida Vacation Rentals - Villa
1 / 31

Islamorada Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$343

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$343
Per week:$2,400
Pets allowed:Yes
Internet:Yes

Minimum Rental: 7 Nights Upper Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. This is one of 3 separate units for rent by the week or month. Each...

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Islamorada Florida Vacation Rentals - Apartment
1 / 16

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$67

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$67 - $117
Per week:$467 - $817
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month This exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. This unit is ready for your arrival. Be sure to look at the...

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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$107

/ night

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

Minimum Rental: 3 Months Beautifully furnished, this almost new single family stilt home sits on an ocean side canal front lot. Bring your boat and your swim suit! This 2 bedroom, 2 bath home has everything you need, including a laundry room with a clothes washer and dryer and...

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$217

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$217 - $284
Per week:$1,517 - $1,984
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month Oceanfront - Beach - Protected Dock and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florida Keys. From the...

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Key Largo Florida Vacation Rentals - Apartment
1 / 15

Key Largo Apartment
2 Bedrooms / 1 Bathroom / Sleeps 5

“ Excellent ”2 Reviews

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Apartment
Per night:$135 - $158
Per week:$940 - $1,100
Pets allowed:No
Internet:Yes

Minimum Rental: 7 Nights Calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal fishing is at your door...

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Islamorada Florida Vacation Rentals - Apartment
1 / 14

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$67

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$67 - $114
Per week:$467 - $794
Pets allowed:No
Internet:No

Minimum Rental: 1 Month Comfortably furnished and ready for you. Conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun rise over the ocean as fishing boats leave on their daily charters, or watch the spectacular sunsets over ...

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Key Largo Florida Vacation Rentals - Apartment
1 / 20

Key Largo Apartment
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$135 - $158
Per week:$940 - $1,100
Pets allowed:No
Internet:Yes

MINIMUM STAY: 7 NIGHTS. This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens and fresh...

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Islamorada Florida Vacation Rentals - Apartment
1 / 20

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$110 - $157
Per week:$770 - $1,097
Pets allowed:No
Internet:Yes

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

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Islamorada Florida Vacation Rentals - Apartment
1 / 18

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$134

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$134 - $167
Per week:$934 - $1,167
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month This is a very special unit in a premier condominium complex located directly on the Atlantic Ocean and in the heart of Islamorada. This unit provides spectacular ocean views. It is one of the few units that offer spiral stairs to the ground level directly ...

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Islamorada Florida Vacation Rentals - Apartment
1 / 20

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$80

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$80 - $127
Per week:$560 - $887
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month This exceptional 2 bedroom and 2 bath condo is located in one of the most popular Islamorada condo complexes - The Palms. The balcony is large enough to dine or recline and offers fabulous open water ocean views. Watching the sunrise over the Atlantic Ocean...

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Islamorada Florida Vacation Rentals - Apartment
1 / 24

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$167 - $200
Per week:$1,167 - $1,400
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month New on the rental market. This is your opportunity to secure your winter getaway at a luxurious oceanfront condo in one of Islamorada's most prestigious condominium communities. Ocean front dockage is available for boats up to 28' in length (separate rental);...

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Islamorada Florida Vacation Rentals - Apartment
1 / 14

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$74

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$74 - $120
Per week:$514 - $840
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month Pure pleasure will be yours in this beautifully remodeled and immaculate condo. You'll love the uncluttered and modern décor along with the recent renovations. Enjoy the picturesque views of Alligator Reef and the Atlantic Ocean from this 4th floor balcony....

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Islamorada Florida Vacation Rentals - Apartment
1 / 17

Islamorada Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$134

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$134 - $160
Per week:$934 - $1,120
Pets allowed:No
Internet:Yes

Minimum Rental: 1 Month Extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. It offers 2 spacious...

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