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Vacation Rentals & House Rentals in Islamorada

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65 house rentals

75731 Overseas Highway

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

“Vacation of a lifetime!” I can't say enough good things about this home. It was beautiful, clean, and peaceful. The only thing that might be considered a down side is that all of the bedrooms are located upstairs, but that was not a problem for us. Brandi at Freewheeler Realestate was wonderful. She was prompt with answers to questions, friendly and professional. The home-owner obviously wants to see to it that the people staying in their home are well taken care of. Everything was great all the way down to the fluffy beach towels. We will definitely look at staying at this home again.

Match: Shared outdoor pool (unheated)

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Price per night from

$1,227

100 Palo De Oro Drive

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$430

BEACON REEF 310

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$113

Oceanfront Oasis - Pinch me am I dreaming!!!

Islamorada house

5 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 7 minutes

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Price per night from

$6,191

PALMS 309

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$86

LYONS LANDING

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$263

BROCK HAUS ON THE GULF

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Absolutely Beautiful and convenient for boaters!” Our family stayed here for a week in late March. We had plenty of room and everything we needed was available. This is a gorgeous condo overlooking the Florida Bay. You get to see an awesome sunset every day. We also brought our boat and the dock is literally right across the condo and ocean access is not too far away by water. Manatees visited the dock about every day, you can see picture below. We looked at other condo options and by far this was the best that suited our needs. The service provided was excellent. They were a phone call away if we needed anything. We will definitely be staying here again. Thank you so much!

Match: Shared outdoor pool (unheated)

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$229

PALMS 314

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Wow, what a beautiful view” This condo was clean, nicely furnished and had a view to die for. We really appreciated the washer and dryer in the unit, which most did not have. Also, being on the end we had "the window" in the master bedroom and in the daytime the view would take your breath. However, at night the lights from the parking lot would shine into our bedroom. Alas, with the flip of a switch an outside shutter would roll down and the room was completely dark. Talk about sleeping well! As for the complex, everyone was very friendly and we made some very good friends. The pool was heated and the hot tub was always warm and enjoyable. We have already made plans to go back next year. If you have the chance to rent a unit there, GO, you will not be sorry.

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Price per night from

$80

FLAMINGO COTTAGE

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$117

PALMS 405

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$103

HOUSE DORADO

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$618

BEACON REEF 222

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$134

PALMS 402

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$80

Windy Cove #3

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$328

BEACON REEF 501

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$110

50 Schooner Bay

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$1,064

Windy Cove #1

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$247

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$172

MANATEE MANOR

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$199

PALMS 417

Islamorada apartment

1 bedroom / 2 bathrooms / sleeps 2

“Paradise on the ocean” We rented Palm 417 for the month of March 2014. The condo has been very nicely updated and although not direct ocean front view; it does have partial view of the ocean side and a good view of the bay side with amazing sunsets. People in surrounding condos were very friendly; and one condo owner gave us some lovely smoked fish. Some road noise but we soon got used to it as the condo and location soon out weighted any small negative of the road noise. Holiday Keys Rentals agency went out of their way to assist us. And would definately rent one of their properties again; esp Palm 417.

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Price per night from

$70

Conch & Lobster Homes

Islamorada house

5 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$916

PALMS 407

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$100

PALMS 404

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$77

Premier Condo in Upper Florida Keys

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$278

PALMS 301

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$77

PALMS 317

Islamorada apartment

1 bedroom / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$63

BEACON REEF 306

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$100

WATERFRONT TOWNHOME IN ISLAMORADA K1

Islamorada apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$184

EXECUTIVE BAY ISLAMORADA BY SoFLA VACATIONS

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$286

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$364

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Islamorada studio

Studio / 2 bathrooms / sleeps 2

Match: Shared outdoor pool (unheated)

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Price per night from

$286

Great rentals within 20 miles that match your search

Waterfront in Key Largo, Terrific 1/1 Apt, 2nd Floor, Pet Friendly, Sleeps 4

Key Largo apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 57 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$78

Waterfront Home w/EZ Ocean Access*Boat Slip*Roof Top Deck*Hot Tub*28 nt min

Key Largo house

3 bedrooms / 4 bathrooms / sleeps 6

“Great Key Largo Rental” We rent homes on the water in the Keys frequently. By far this is the best home we have rented. House is immaculate, fully equipped,and only a short ride to the ocean. On water gas super close. Restaurants within walking distance. Management company is awesome, very responsive and prompt.

Responds fast! avg. 55 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$205

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

Layton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 7 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$518

Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!

Layton apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 7 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$1,438

The "Designated Paradise" - let this Bayside Estate take your breath away

Layton house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 7 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$4,586

Key Largo Breezy Palms Turquoise Ocean,Fishing Fun,Beach,Pools,Free WiFi

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great place to stay” We stayed at Sally and andrew´s place for a week. When we looked for a place to stay, we wanted a place not to far of Key West and Miami, and this place was just great! There were lots of places to eat out, things to see, and Key West and Miami was not to far away. The apartment was great, Andrew was too! Everthing regarding the stay were done in a professionel way. Both before the stay and after. The way of paying could have been easier though, but that is not a big problem We had a great time, all four of us visiting from Norway. If anyone should ask me where to stay in that erea, I have absolutely no problem telling them about Sally and andrew´s place! Ps: Make shure to have the time to eat at Mrs Mac´s Kitchen...

Match: Shared outdoor pool (unheated)

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Price per night from

$218

Presidential Retreat!!!

Layton house

7 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 7 minutes

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Price per night from

$6,876

Viewing 38 of 65
rentals in Islamorada

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