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Vacation Rentals & House Rentals in Islamorada

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80 house rentals

Ocean-Front Caribbean Home.

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$1,720

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 57 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$164

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$310

Bayside Condo, marina, pool and beach

Islamorada condo

3 bedrooms / 2 bathrooms / sleeps 6

“The Best Keys Location” My family stayed at this lovely Futura Yacht Club Condo for three weeks this July. We have stayed at many other units in this complex over the years but this unit was one of the nicest we have seen. The unit has been remodeled and it has everything you would need for a great Keys vacation. Futura Yacht club has a big heated pool, tennis courts and if you are a boater a great marina with its own boat ramp which made it easy for us to enjoy our boat and jet ski's. It is a gated complex with security, centrally located to all the activities & restaurants in the area. We found the owner most helpful, accommodating and easy to deal with. We are looking forward to our next stay!!

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Price per night from

$222

Experience the Florida Keys like never before!!!

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$243

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$356

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$158

Oceanfront Anglers Reef Islamorada Florida Keys

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$376

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$172

Newly Renovated Townhome In Tropical Paradise

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$133

Match: Shared outdoor pool (heated)

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Price per night from

$114

Paradise at Islamorada

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$161

Anglers Reef Islamorada Florida Sleeps 6

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$377

Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!

Islamorada townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$333

Mile Marker 87 - Mina Bay - Oceanfront "Million Dollar View"

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$150

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$154

3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$273

Peacock Shores Oceanfront Islamorada

Islamorada townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$366

Great rentals within 20 miles that match your search

Very Nice 3 Bedroom Home With Large Lot!

Tavernier house

3 bedrooms / 2 bathrooms / sleeps 5

Match: Shared outdoor pool (heated)

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Price per night from

$91

Paridise Found

Tavernier house

3 bedrooms / 3 bathrooms / sleeps 13

Match: Shared outdoor pool (heated)

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Price per night from

$779

BEACHFRONT PARADISE

Sunset Point house

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 2 hours 25 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$2,255

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 (heated)

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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 (heated)

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Price per night from

$205

Kawama Tower Unit 512

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$337

Key Largo Rental Fantastic Views

Key Largo condo

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$345

Tropical Island Getaway-Keys

Key Largo condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$277

Key Largo 2/2 Tropical Daze Oceanfront Condo

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$276

Buttonwood Bay Key Largo Waterfront Townhouse

Key Largo apartment

2 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$178

A Pirates Great Escape ~ 3bed/2baths Ocean View Slip ~LKKB

Layton condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 28 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$336

LICENSED MANAGER - MODERN 2/2 SUITE - AREA'S MOST LUXURIOUS OCEANFRONT RESORT!

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful condo in a great location” The Mariners Club has great potential. Jose made our stay as comfortable as possible with some great entertainment recommendations! Unfortunately not all the amenities listed were functional due to hurricane damage but we still had a great time. I would definitely come back to this location, but not until it was fixed up.

Responds fast! avg. 2 hours 37 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$247

Ocean View Penthouse

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 8 minutes

Travelers’ Choice award

Match: Shared outdoor pool (heated)

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Price per night from

$253

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$287

Peaceful ocean view retreat in the Florida Keys

Tavernier condo

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$258

LICENSED MANAGER - MODERN 2/2 VILLA - OCEANFRONT BEACH RESORT & MARINA!

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Nationals” Beautiful home with separate pool house. Imaculately decorated, awesome pool area, great location and wonderful owners. You can't go wrong with this unit!

Responds fast! avg. 2 hours 37 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$230

OCEANFRONT CONDO WITH ALL AMMENITIES!

Tavernier apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great place for a comfortable vacation” We had a wonderful time at this Ocean Pointe condo. The facilities are fantastic. The pool is very clean. The condo was like new. The complex is staffed 24/7. We felt very safe and comfortable. The ocean side view is great. We would not hesitate to return another time.

Responds fast! avg. 2 hours 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$270

Best Kept Secret,Port Largo Villas In Key Largo,FL

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$224

OCEAN VIEW 1BR APARTMENT! PRIVATE BEACH, TENNIS, POOL, PARKING, HOT TUB!

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$160

FLORIDA KEYS GETAWAY! COMFY OCEAN VIEW 1BR! PRIVATE BEACH, MARINA, POOL, BBQ

Tavernier apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$160

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