Islamorada Vacation Rentals | Islamorada Hotels | Islamorada Bed and Breakfasts

Our Islamorada Vacation Rentals selection includes only the best Islamorada homes, condos, villas, hotels, bed & breakfasts, cabins, and cottages.

Listed below, you will find numerous Islamorada lodging and accommodations to suit your needs. Click on the view details button to explore any of the Islamorada rentals you see listed for more information. Florida Keys, Islamorada Vacation Rentals are continuously added and modified, so if you do not find what you are looking for in our Islamorada Vacation rental inventory, make sure you bookmark us and come back frequently.

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Keys Ocean Front Mansion - Bed and Breakfast in Islamorada

Keys Ocean Front Mansion - Islamorada

10 Bedrooms

Sleeps 2

• Pool

• Jacuzzi/Hot Tub

• BBQ

• Utensils

• Refrigerator

• Microwave

Stay in the Florida Keys most prestigious, largest, and luxurious oceanfront mansion located in the heart of the world renown village of Islamorada! Why rent a room when you can roam thousands of luxurious feet of living rooms, dining rooms, decks, ve

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SUNSETS BAYSIDE - Vacation Rental in Islamorada

SUNSETS BAYSIDE - Islamorada

2 Bedrooms

Sleeps 6

From USD1295.0 wk

• Pool

• Garage

• Covered Parking

• BBQ

• Utensils

• Stove - Electric

Situated in a lush tropical setting, this beautiful, 2 bedroom, 2 bath Islamorada vacation townhouse is located directly on the Gulf of Mexico at MM 75 in Islamorada. Surrounded with bougainvillea, hibiscus, a variety of tropical flowers, coconut tree

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Florida Keys Luxury Condos Rental - Vacation Rental in Islamorada

Florida Keys Luxury Condos Rental - Islamorada

2 Bedrooms

Sleeps 6

From USD900.0 wk

• Sauna

• Pool

• Utensils

• Stove - Electric

• Refrigerator

• Microwave

Totally renovated, this professionally decorated two bedroom, two bath ocean front Islamorada vacation rental condominium is located in Islamorada just south of Key Largo mile marker 90 in Plantation Key. The unit sleeps six comfortably. Our Islamorad

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Water Front Convertible House in Islamorada FL - Vacation Rental in Islamorada

Water Front Convertible House in Islamorada FL - Islamorada

4 Bedrooms

Sleeps 12

From USD800.0 wk

• BBQ

• Utensils

• Microwave

• Full Kitchen

• Dishwasher

• Coffee Maker

Enjoy yourself in the peaceful surroundings of the Florida Keys. This fine vacation home is a convertible... a duplex with three bedrooms upstairs and one bedroom downstairs... or, rent the whole house! Located on a deep water canal just minutes from

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The Perfect Getaway with HEATED swimming pool - Vacation Rental in Islamorada

The Perfect Getaway with HEATED swimming pool - Islamorada

4 Bedrooms

Sleeps 10

This beautiful, four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. Situated in a beautiful upscale neighborhood of all waterfront homes, the house is equipped with all the comforts of h

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La Jolla Resort - Hotel/Motel in Islamorada

La Jolla Resort - Islamorada

21 Bedrooms

Sleeps 6

From USD89.0 nt

• Pool

• BBQ

• Utensils

• Stove - Electric

• Refrigerator

• Microwave

La Jolla is the perfect place for families & fishermen to kick back and experience the Florida Keys the way they used to be. Our art deco 1950 's style resort has 6 villa's with various rooms and apartments for a total of 21 units. The Blue Heron Cott

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Summer Sea Condo in Islamorada, Florida Keys - Vacation Rental in Islamorada

Summer Sea Condo in Islamorada, Florida Keys - Islamorada

2 Bedrooms

Sleeps 6

From USD875.0 wk

• Sauna

• Pool

• Covered Parking

• BBQ

• Utensils

• Stove - Electric

YES - this IS the view from your livingroom! - AWESOME place - best value in the Florida Keys! NO additional taxes or fees! Book now to researve your space! Apartments #314 and 315, two one-bedroom apartments that have been joined together to form one

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Casa Eroici - Vacation Rental in Islamorada

Casa Eroici - Islamorada

4 Bedrooms

Sleeps 12

From USD5250.0 wk

• Pool

• Jacuzzi/Hot Tub

• Covered Parking

• BBQ

• Full Kitchen

• TV/VCR

For rates and photos, visit our websites www.casaeroici.com and www.srcvacationhomes.com. . Casa Eroici, is a 3-story Oceanfront Estate with Elevator, 4 Bedrooms, 4½ Baths. It sits on 2 acres of gated landscaped grounds, in a premier area of Islamorad

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Waterfront Home - Vacation Rental in Islamorada

Waterfront Home - Islamorada

2 Bedrooms

Sleeps 8

Beautiful, stilt home with walk around porch. Perfect for viewing Florida Bay sunset and watching passing boats, skiiers,etc. Dock space on property. Outside t.v. viewing on downstairs porch area or from dockside tiki bar. Open bay affords excellent a

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Islamorada Vacation Rental Listings

Our Islamorada Vacation Rentals selection includes only the best Islamorada homes, condos, villas, hotels, bed & breakfasts, cabins, and cottages.