$44,190
Available: Right Now
Listed: 25/05/2024
Islamorada, FL
Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and plenty of space to take in the tranquil ambiance. Each of the guest rooms and suites in our three-bedroom house is decorated in the ...
$18,120
Available: Right Now
Listed: 27/05/2024
Islamorada, FL
We are so proud to say our tropical Bungalow now has 73 straight 10/10 guest reviews! What sets us apart from "just a vacation rental"? As your hosts, we have spent a lifetime in the hospitality industry. When we chose to purchase, remodel and re...
$11,700
Available: Right Now
Listed: 28/05/2024
Islamorada, FL
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and generous space to enjoy the peaceful Keys atmosphere. Decorated in the fresh, natural hues of Islamorada and equipped with an incred...
$6,810
Available: Right Now
Listed: 30/05/2024
Islamorada, FL
Property name: Venetian House101 San Marco Drive, Islamorada, FL Location: Bayside House Minimum stay: 28 Days, All stays must be the whole month(s); No Partial Months Allowed Mile marker: 86 DETAILS: ...
$12,750
Available: Right Now
Listed: 29/05/2024
Islamorada, FL
Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in2022.New20,000Lb boat lift in2022.New paint inside and out2022.New furnishings in2022.White Marlin Beach access and quick boat ride to Channel 2 or...
$6,450
Available: Right Now
Listed: 28/05/2024
Islamorada, FL, 33070
Immaculately kept Remodeled 2 Story Home in Tavernier with attention to details to make you feel home away from home. Property is fenced with plenty of parking space for vehicles and boat/trailer on side of home. Brand new (September, 2020) 7 person ...
$7,980
Available: Right Now
Listed: 27/05/2024
Islamorada, FL, 33070
Imagine spending a month in paradise relaxing and refreshing your soul!This gated waterfront tropical estate is perfect for a romantic escape or winter retreat.Completely updated 2/2 upstairs with separate 1/1 guest quarters available upon re...
$7,200
Available: Right Now
Listed: 29/05/2024
Islamorada, FL
Vacation in this cozy canal front home in the heart of Islamorada, midpoint between Miami and Key West. Large upstairs balcony with dining table and hammocks . Relax downstairs in sunroom or in breezy open carport with grill. Enjoy access to home...
$15,750
Available: Right Now
Listed: 28/05/2024
Islamorada, FL
Please inquire within for stays and special deals !!! Oceanfront Jewel in the Heart of Islamorada and on Tavernier Creek allows for easy access to everything the Upper Keys have to offer and direct Ocean and Bay access. This Ope...
$7,500
Available: Right Now
Listed: 29/05/2024
Islamorada, FL
Enjoy the Florida Keys from our newly renovated home in a quaint neighborhood located in Islamorada. This 2 bedroom, 2 bathroom open concept home is spacious and serene. Enjoy the cross breeze from the balcony, bring down your boat using the private ...
$31,350
Available: Right Now
Listed: 25/05/2024
Islamorada, FL
Inspired by the lush tropical surroundings of Islamorada, our fully-equipped resort rooms feature premium bedding and generous space to enjoy the peaceful Keys atmosphere. Decorated in the fresh, natural hues of Islamorada and equipped with an incred...
$12,120
Available: Right Now
Listed: 27/05/2024
Islamorada, FL
Treasure Harbor HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This deluxe Keys retreat is your ticket to paradise. This gated, canal-front prope...
$5,520
Available: Right Now
Listed: 28/05/2024
Islamorada, FL, 33070
Welcome to Gq mgmt co – Where Luxury Meets Fun! Enjoy this spacious, cozy, on the water private home! On the water Ocean Side Near Triangle Reef and Rodrigues Key 20 Min boat right to Tiki Bar 5 ...
$8,250
Available: Right Now
Listed: 28/05/2024
Islamorada, FL
Welcome to your personal paradise | Monthly Rates! - a deluxe Keys retreat that promises to take your coastal living experience to the next level. This gated, canal-front property boasts a range of private features that will cater to your every comfo...
$7,170
Available: Right Now
Listed: 27/05/2024
Islamorada, FL, 33070
This half dupex in Key Colony Beach is situated on the East side of the island, just a short stroll away from the Cabana Club! Your rental includes access to this fantastic amenity.Featuring two bedrooms and two bathrooms, this half duplex offers...
$16,500
Available: Right Now
Listed: 29/05/2024
Islamorada, FL, 33070
Plan your vacation getaway in paradise at this amazing new canal-front home with all the comforts of home in a quiet neighborhood. Featuring 3 bedrooms and 2 large full baths upstairs and 2 bedrooms and 1 full bath downstairs, this home is perfect fo...
$11,850
Available: Right Now
Listed: 28/05/2024
Islamorada, FL
Village. rental license # VR-007Please always send email request with dates desired , as sometimes the dates on the calendar are not right.From Dec 16 to April 16 are high season weeks/months.From April 17 to Dec 15 are low season ...
$5,940
Available: Right Now
Listed: 28/05/2024
Islamorada, FL, 33070
128 Tequesta Street - The perfect vacation home! This charming three-bedroom two bath home has everything you need for the perfect Florida Keys Vacation. With dockage, a pool, and a great outdoor bar and tiki hut, you'll never want to leave your priv...
$15,000
Available: Right Now
Listed: 29/05/2024
Islamorada, FL, 33070
Property name: Palm Harbor144 Harbor Lane, Plantation Key, Florida Location: Bayside Home on canal Minimum stay: 28 Days, All stays must be the whole month(s), No Partial Months Allowed Mile marker: 90.6 ...
$6,750
Available: Right Now
Listed: 27/05/2024
Islamorada, FL, 33070
Oceanfront Sunset Paradise at Hammer Point's KokomoIf you want to take it fast or take it slow, this is the place you want to go. All you need is a Pina Colada and a swim suit, we will provide the rest. Nestled in a peaceful secluded corner (end ...
$8,640
Available: Right Now
Listed: 29/05/2024
Islamorada, FL
118 Sea Lane - Charming waterfront located on the oceanside 76-mile marker. Sea Lane offers immediate access to the Atlantic and a short run to the Bay. Enjoy all the offshore and backcountry fishing you can handle. This spacious four-bedroom three b...
$28,020
Available: Right Now
Listed: 30/05/2024
Islamorada, FL
Enjoy a beautiful experience in the heart of Islamorada, the fishing capital of the world! Coral Cove is a gated small community, secluded & intimate on the Florida Bay; featuring both a private plunge pool, and a community pool on the bay. Spacious ...