Islamorada

Showing

Executive Bay Club - Islamorada vacation rentals
1 / 7

$100

Inquire

Executive Bay Club

Islamorada condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Please send us an inquiry or call us for availability. Prices vary on the units. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis courts, a swimming pool, a clubhouse, a private beach and a fishing/boat dock. Next …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
114 Plantation Ave - 28 NIGHT MINIMUM!!! - Islamorada vacation rentals
1 / 20

$107

Inquire

114 Plantation Ave - 28 NIGHT MINIMUM!!!

Islamorada house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

This charming 2 bedroom and 2 bathroom home is located at the 90 mile marker. This home is centrally located to shopping, restaurants, and grocery store. This home offers deep water dockage and easy access to the Atlantic Ocean via Tavernier Creek. Great outdoor space whether you are sitting on the porch or sitting …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
164 Plantation Shores Drive - 28 NIGHT MINIMUM - Islamorada vacation rentals
1 / 35

$175

Inquire

164 Plantation Shores Drive - 28 NIGHT MINIMUM

Islamorada house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

This is a very spacious and very well-maintained 4 bedroom, 3 bathroom home toward the mouth of the canal on a quiet street in Plantation Key (Tavernier). You and your group will enjoy stunning views from the main level, master suite, & rooftop sundeck. There is approximately 20ft concrete dockage. The home sits on a …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
Angler's Reef | 130 Anglers Way - Islamorada vacation rentals
1 / 1

$315

Inquire

Angler's Reef | 130 Anglers Way

Islamorada house
2 BR / 3 BA / Sleeps 4 | Quick view

Details

Add some Caribbean spice to your next visit to the Florida Keys. This two-bedroom/two-and-half bath villa sits within Angler's Reef, a charming community of detached town homes that take their inspiration from the architecture of the British West Indies. Located at mile marker 85, on Windley Key, it's the perfect …
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
50 Schooner Bay Rd - Aguazul - Islamorada vacation rentals
1 / 34

$643

Inquire

50 Schooner Bay Rd - Aguazul

Islamorada house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

How about sipping coffee and watching the sun come up as you fish off the end of your very own 300 foot pier? Sounds good, right? Well, that's just one reason to stage your upcoming vacation at this lovely, hacienda-style home on a quaint and private oceanfront street in Islamorada. CLICK HERE to view photos on a …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
135 Gulfview Dr - 28 Night Minimum!!!! - Islamorada vacation rentals
1 / 19

$83

Inquire

135 Gulfview Dr - 28 Night Minimum!!!!

Islamorada house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

This delightful 2 bedroom, 2 bathroom home is located in Port Antigua (south Islamorada) at the 74 mile marker. While not located directly on the bay, you'll still be able enjoy the homeowners park that has a beach and beautiful sunsets. The home comes equipped with Wi-Fi internet. Click here to view photos on a …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 35

$429

Inquire

141 Valencia Dr

Islamorada house
5 BR / 3 BA / Sleeps 10 | Quick view

Details

Prestigious Venetian Shores subdivision in Islamorada! This vacation home has 5 bedrooms and 3 bathrooms with 100 concrete dock. The house is situated into two separate living quarters. Upstairs is a large master suite and 2 guest bedrooms, cathedral ceilings & fully stocked, eat-in kitchen, dining, living, and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 29

$150

Inquire

127 Tequesta - 28 Night Minimum

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Great 2 bedroom 2 bath with a detached one bedroom apartment downstairs located in Plantation Key at mm 90. This home does have a private pool and is fenced in. Very comfortable home for your get-away. Stay for a month or multiple months. Close to restaurants and our grocery store. Please contact us for any more …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 12

$911

Inquire

Little Bay Compound

Islamorada house
5 BR / 6 BA / Sleeps 10 | Quick view

Details

Located just off US-1 behind a gated fence awaits a Fantastic Keys Getaway. Little Bay is a private compound situated on a beautiful 1-acre piece of paradise on the Florida Bay. The property has a total of three separate rental units, accommodating a total of 18 people. The Upper Duplex & realty.com/display-rental-…
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 11

$200

Book

Executive Bay Condo Islamorada Florida Keys

Islamorada apartment
2 BR / 2 BA / Sleeps 10 | Quick view

Details

Make yourself at home in your own private paradise in the Fabulous Florida Keys! The exclusive Executive Bay Club is a gated community with 24 hour security situated waterfront on the Florida Bay in Islamorada, just an hour from the hussle and bustle of Miami, yet a world away. Enjoy five-star amenities such as a …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
    1 / 24

    $117

    Inquire

    258 Mohawk St - 28 Night Minimum!!!!!!!

    Islamorada house
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Looking for an extended stay in the Upper Keys that won't bust the bank? If so, you need not search any farther than this cozy, modern home on Islamorada's Plantation Key. Located in the popular Indian Waterways neighborhood, this three-bedroom/two-bath house is a great value at just $3,500 per month. The residence …
    • Waterfront
    • Internet Access
    • A/C or climate control
    • Porch
    • Grill
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
    1 / 24

    $167

    Book

    Beautiful Vacation Home in Lower Matecumbe

    Islamorada house
    3 BR / 3 BA / Sleeps 8 | Quick view

    Details

    Spacious 3/3 canal front home in Lower Matecumbe. 75 Ft of dock with 45 FT cut-in for extra boat protection. Walk down the street to world famous Robbies for dinner/drinks and boat, kayak and jet-ski rentals. Located on MM 77, this place is close to many restaurant and tourist sites. Just a few miles away is the Tiki …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    1 / 8

    $93

    Book

    Ocean side Lower Matecumbe

    Islamorada house
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Great location canal front on the ocean side of Lower Matecumbe Key. The home sits on a double lot giving lots of space. The home wraps around a large boat basin for ample dockage. At times we have kept three 26 to 28 ft center console fishing boats here. This is a perfect dock setting to work from. Great dock side …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    1 / 12

    $572

    Inquire

    199 Fontaine Drive - 28 Night Minimum!!!

    Islamorada house
    3 BA / Sleeps 4 | Quick view

    Details

    This delightful 2 bedroom 2 bathroom with a detached 1 bedroom 1 bath downstairs is located on a quiet canal in Plantation Key at mile maker 90 ocean side. This home has a renovated kitchen and is beautifully decorated throughout. The property is fenced in and has amazing water views. You won't be disappointed with…
    • Waterfront
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
    1 / 19

    $343

    Book

    131 Anglers Way. Islamorada Vacation Home w/Dock

    Islamorada house
    2 BR / 3 BA / Sleeps 5 | Quick view

    Details

    This property is a single family home, not a condo. Note: we only offer 7 day minimum stays with 4PM Saturday check ins and 10 AM checkouts. Maximum number of guests is 5. No pets, No smoking and maximum guests is strictly enforced by onsite securty. Rates start at $2,475 per week plus 12.5% tax and cleaning fee …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Suitable for children

    $415

    Inquire

    Villa Marlin, Renovated, Remodeled , Sandy Beach

    Islamorada house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA View Map Accommodations: House, 3 Bedrooms, 2 Baths, sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West. It has three bedrooms, two bath, …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Wonderful property!

    Left on May 12, 2014 for a stay in April 2014

    We loved staying at Villa Marlin, and the owner was very helpful before and during our stay. The home is prettier than the pictures, and we felt right at home!


    Looking for more rentals?


    We're showing only results that match your dates and preferences.


    See all 149 Islamorada rentals, all 1,192 Florida Keys rentals, or start a new search.


    12 3
    page 3 of 3
    There are no more results in Islamorada. Top of page