Creekside Cabana In Venetian Shores $25,000-$27,000 Monthly
Creekside Cabana In Venetian Shores
$25,000-$27,000 Monthly
*NEW* Venetian Moon $22,000 / monthly
*NEW* Venetian Moon
$22,000 / monthlyMile Marker 86 – Open Bayfront Welcome to your dream retreat in Islamorada, nestled in the exclusive Venetian Shores neighborhood. This meticulously appointed, custom-built 5-bedroom, 5.5-bath home offers an extraordinary escape for those seeking elegance and relaxation in the Florida Keys. Step into…
Sweet Escape $20,000 - $24,000 / Monthly
Sweet Escape
$20,000 - $24,000 / MonthlySweet Escape is an exquisite, canal front home located in Islamorada in the Florida Keys. This impeccable 5 bedroom villa benefits from having wide, clear dockage in front of the house, a secluded pool & tiki area, and access to the famous and gated Port…
Kahiki Creek $20,000 / Monthly Call for holidays
Kahiki Creek
$20,000 / Monthly Call for holidays🌴 Kahiki Creek – Tropical Paradise Getaway in Islamorada, Florida Keys 🌴 Welcome to the exquisite rental home nestled on a quiet natural canal in Islamorada… A picturesque oasis in the enchanting Florida Keys. Immerse yourself in the ultimate blend of luxury, comfort, and stunning…
Leisure Inn Islamorada $9,000-$10,000 Monthly, Call for Holiday rates
Leisure Inn Islamorada
$9,000-$10,000 Monthly, Call for Holiday ratesStunning 3 Bedroom, 2 Bath Canal Front Home in Islamorada – Monthly Rentals Only Escape to paradise with this beautiful canal front home off the beaten path on Lower Matecumbe Key in sunny Islamorada…. Offering the perfect blend of luxury, comfort, and adventure! Nestled…
Paradise Found- w/ incredible neighborhood beach! $15,000 / Monthly *$11,000 Summer & Fall Special*
Paradise Found- w/ incredible neighborhood beach!
$15,000 / Monthly *$11,000 Summer & Fall Special*Mile Marker 75 – Bayside 🏖️ Luxurious 4 Bedroom, 4 Bath Vacation Rental Home with Dockage and Beach Access in Islamorada, Florida Keys 🏖️ Nestled in the heart of the enchanting Islamorada, known as the “Village of Islands,” this exquisite 4-bedroom, 4-bath vacation rental home…
Madeira Villa $20,000 / Monthly
Madeira Villa
$20,000 / MonthlyFantastic for entertaining, Madeira Villa features a large and partially covered pool and deck area with plenty of activities for entertaining guests! Multiple decks and patios overlook a heated pool and dockage on a canal with easy access to the world famous Florida Keys waters. …
Palm Cottage South $15,000 / Monthly
Palm Cottage South
$15,000 / MonthlyMile Marker 75 – Bayside 4 bedroom 3 bath Palm Cottage South, is a charming, modern home directly on the canal with a heated, private pool, dockage, and access to the Port Antigua community sandy beach. Dockage for 24′ boat max on the lift…
Seas the Day $11,000-$13,000 Monthly, Call for Holiday rates
Seas the Day
$11,000-$13,000 Monthly, Call for Holiday ratesMile marker 77. Deep Water ocean side canal with direct access to the Atlantic Ocean and a straight shot to Alligator Light House. Sunny Patio and splash Pool. 4 Bedrooms/4 Baths. Sleeps 8. There is no cable package with this home so please bring your…
Holly’s Hideout $12,500 / Month
Holly’s Hideout
$12,500 / MonthMile Marker 91 – Ocean Side Situated on a clean, clear canal with deep water access to either the bay or ocean via Tavernier Creek! Enjoy your island time in this bright and breezy hideaway … Two bedrooms/Two baths upstairs along with open living, dining…
Latitudes $20,000 - $25,000 / Monthly
Latitudes
$20,000 - $25,000 / MonthlyMile Marker 75 – Bayside Large, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal. The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut,…
Morada Breeze in Venetian Shores $6,900 - $8,000 / Month
Morada Breeze in Venetian Shores
$6,900 - $8,000 / MonthLocated in the prestigious Venetian Shores, this 2-bedroom lower-level unit offers a perfect blend of comfort and access to the outdoors. Enjoy a private pool and dockage with direct access to the ocean via Snake Creek, where the iconic blue-green waters and legendary Islamorada fishing…
Barefoot Elegance $27,500 / monthly
Barefoot Elegance
$27,500 / monthlyMile Marker 75, 5 bedrooms, 4 baths, sleeps 10, luxurious, heated pool, deep water dockage. Boathouse with slip.
Bella Del Mar $12,000 - $15,000 / Monthly
Bella Del Mar
$12,000 - $15,000 / Monthly3 bedroom, 3 bath home on an immaculately updated and maintained canal front home in the famous Port Antigua neighborhood, Islamorada, Florida Keys. Excellent dockage and access to Port Antigua Beach, one of the best white sand beaches in the Florida Keys. Inside the home,…
Reservation Procedure
A 30% security deposit is required along with the rental agreement and application within 24 hours to insure your booking. The security deposit is payable by credit card. A $75.00 reservation fee, cleaning fee and 12.5% sales and county tax are additional to the rental amount. The balance due is payable by check or wire transfer within 90 days prior to check in Cancellations will be refunded in full 90 days prior to check in. The 30% security deposit will be refunded within 30 days after your departure if the property is found in satisfactory condition.
Please be advised that during the event of a hurricane, your deposit is fully refundable without penalty. You may also use your deposit toward a future rental at a different date.
Status of properties and prices are subject to change. If owner changes status of property, a substitution will be made or refund given. Check-in is 4 PM. Check-out is 10 AM.