Islamorada Vacation Rentals | Islamorada Hotels | Islamorada Bed and Breakfasts. Islamorada Vacation Rental SmartSearch Listings 1

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.
Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

1. Inquire on ALL displayed properties by clicking the “Inquire Now” button (Fastest Option – Receive the most Offers)
2. Inquire on Selected properties by clicking on the box “Check to inquire”, then clicking the “Inquire Now” button (Time-Saving Option – Receive Offers from Selected Properties)
3. Inquire only on a Specific Property (Take the time to review each property – Receive an offer on the Property you like)
TIP: Use the SmartSearch Tool to refine your search: Search Faster Search Better.

*Check to inquire

Beautiful Oceanfront Islamorada Condominiums - IslamoradaID: 73921

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 200 Wrenn St

Beautiful Oceanfront Islamorada Condominiums - Vacation Rental in Islamorada

2 Bedrooms

Sleeps 6

• Sauna

• Pool

• Covered Parking

• Microwave

• Ice Maker

• Full Kitchen

Terrific oceanfront view in newly remodeled islamorada condominiums offer all the amenities of home with the bonus of breathtaking oceanfront view, on beautiful islamorada located in the florida keys. Islamorada is known as the sport fishing capital of the world. our ocean contains the world's most sought-aft ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

Islamorada Ocean View Home - IslamoradaID: 22947

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings |

Islamorada Ocean View Home - Vacation Rental in Islamorada

From USD142 nt

3 Bedrooms

Sleeps 10

• Covered Parking

• BBQ

• Stove - Electric

• Refrigerator

• Microwave

• Ice Maker

Wake up to beautiful sunrises over the ocean in this ocean view islamorada vacation rental in the upper florida keys! with an ocean view, refreshing ocean breeze and plenty of relaxing by the water, you’ll forget all about the hustle and bustle you came from. This beautiful islamorada vacation rental sleeps t ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

Florida Keys Luxury Condos Rental - IslamoradaID: 107885

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 200 Wrenn Street Just South of Key Largo

Florida Keys Luxury Condos Rental - Vacation Rental in Islamorada

From USD900 wk

2 Bedrooms

Sleeps 6

• 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 islamorada vacation unit, at sea gulls condominiums offers luxury fe ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

SUNSETS BAYSIDE - IslamoradaID: 115839

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 75710 Overseas Highway, Islamorada 33036

SUNSETS BAYSIDE - Vacation Rental in Islamorada

From USD1295 wk

2 Bedrooms

Sleeps 6

• 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 trees and pineapples – this islamorada vacation rental is a tru ...Read Full Description

Vacation Rental Townhouse Info

*Check to inquire

Ragged Edge Resort & Marina - IslamoradaID: 20883

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings |

Ragged Edge Resort & Marina - Hotel/Motel in Islamorada

2 Bedrooms

Sleeps 6

A small, secluded paradise right on the atlantic ocean. Six beautiful acres filled with palm trees, exotic birds, and tranquility, far away from the main highway. this islamorada resort is perfect for boaters, fishing, diving, family vacations, or just simply relaxing by the pool, observation tower, or out on ...Read Full Description

Hotel/Motel Info

*Check to inquire

Private secluded Islamorada House - IslamoradaID: 79136

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 82236 Overseas Hwy

Private secluded Islamorada House - Vacation Rental in Islamorada

From USD795 wk

2 Bedrooms

Sleeps 4

• BBQ

• Utensils

• Stove - Electric

• Refrigerator

• Ice Maker

• Full Kitchen

Secluded individual house on the bay, rental islamorada. View of everglades national park from half the house. free boat basin for boat up to 26 foot. one of the best florida keys...fully equiped house with washer dryer, dishwasher, pots and pans, linens. sleeps 4 with king size bed and new queen size sleeper ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

Sunset Inn 305-664-3454 - IslamoradaID: 5902

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 82200 Overseas Highway

Sunset Inn 305-664-3454 - Hotel/Motel in Islamorada

From USD55 nt

30 Bedrooms

Sleeps 4

• Pool

• Utensils

• Stove - Electric

• Refrigerator

• Coffee Maker

• Phone

...a little bit of paradise, islamorada, florida! in the heart of islamorada, our landmark motel... The sunset inn mile marker 82.2 bayside 82200 overseas hwy islamorada fl 33036 305) 664-3454 season prices starting at $75 per night for 2 people. off season pricing starting at $55 sunday thru thursday come jo ...Read Full Description

Hotel/Motel Info

*Check to inquire

Water Front Convertible House in Islamorada FL - IslamoradaID: 5604

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 125 El Capotan

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

From USD800 wk

4 Bedrooms

Sleeps 12

• 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 channels 2 and 5 bridges for the best fishing around; where ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

Lovely condominium in Islamorada - IslamoradaID: 41538

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | MM 88.5

Lovely condominium in Islamorada - Vacation Rental in Islamorada

Sleeps 4

Our studio: * sleeps family of four maximum * has fully-furnished kitchen with refrigerator, dishwasher, disposal, stove, and microwave * cable tv and phone * laundry on every floor * two elevators * air conditioning and heat * lighted parking * coded security gate * sorry, no pets allowed * incredible sunset ...Read Full Description

Vacation Rental Info

*Check to inquire

The Perfect Getaway with HEATED swimming pool - IslamoradaID: 77754

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings |

The Perfect Getaway with HEATED swimming pool - Vacation Rental in 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 home. it is extra clean and modernly furnished. spend your d ...Read Full Description

Vacation Rental Info

*Check to inquire

La Jolla Resort - IslamoradaID: 79083

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 82216 Overseas Hwy

La Jolla Resort - Hotel/Motel in Islamorada

From USD89 nt

21 Bedrooms

Sleeps 6

• 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 cottage stands alone as a 2 bedroom 2 bath apartment at wat ...Read Full Description

Hotel/Motel Info

*Check to inquire

Sunny Condo - IslamoradaID: 108799

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | Summer Sea Condos 88500 Overseas Highway

Sunny Condo - Vacation Rental in Islamorada

2 Bedrooms

Sleeps 6

Escape from the world in this beautiful island paradise in islamorada florida. Plenty of room to spread out in a two bedroom condo. relax by the heated pool overlooking the turqoise bay; fish from the dock, snorkel in the protected cove. kids can play in the game room or playground. enjoy the clear, turquoise ...Read Full Description

Vacation Rental Info

*Check to inquire

Summer Sea Condo in Islamorada, Florida Keys - IslamoradaID: 108624

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 88500 Overseas Highway Apt. #315

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

From USD875 wk

2 Bedrooms

Sleeps 6

• 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 luxuriously large two-bedroom apartment, where every windo ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

5th Floor Oceanfront Condo, Views, Pool, Tennis - IslamoradaID: 144722

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | 200 Wrenn Street, #512

5th Floor Oceanfront Condo, Views, Pool, Tennis - Vacation Rental in Islamorada

From USD950 wk

2 Bedrooms

Sleeps 5

Special Offer 10% Off. Sep 06, 2008 to Sep 26, 2008

• Pool

• BBQ

• Utensils

• Stove - Electric

• Refrigerator

• Microwave

This islamorada accommodation has 2 bedrooms, 2 baths is right on the ocean and only 75 ft. From the water. it offers spectacular panoramic ocean views. this upper florida keys condo, is newly (2006) redecorated, and is on the ocean end of the 5th floor, providing privacy as well. enjoy all the conveniences o ...Read Full Description

Vacation Rental Apartment Info

*Check to inquire

Casa Eroici - IslamoradaID: 181878

United States>Florida>Florida Keys>Islamorada Vacation Rentals>Islamorada Listings | old highway

Casa Eroici - Vacation Rental in Islamorada

From USD5250 wk

4 Bedrooms

Sleeps 12

• 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 islamorada florida known as “millionaires row”. the ground floor has ...Read Full Description

Vacation Rental Home Info

Islamorada Vacation Rental Listings