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Tatenda Ishe Cottage 1 $3,500 / monthly
Tatenda Ishe Cottage 1
$3,500 / monthlyMile Marker 81. Cute and cozy two bedroom home located off the main streets, in the heart of Islamorada. A full porch wraps around the front and back yard, for relaxing and entertaining in the Florida Keys weather. Natural sunlight fills the main living space as you enter into the quaint cottage. The fully equipped kitchen is open to the dining and the newly renovated bathroom is conveniently located in the middle of the home. Multiple cozy sitting areas lead you into the tv room, furnished with a flat screen tv and a large leather sofa. The back bedroom features french doors that extend out into a courtyard where you will find a covered sitting area and native landscaping. The guest bedroom features two twins. Enjoy being a short distance from all the charming restaurants, marinas, shops, and galleries that makes Islamorada the perfect vacation destination.
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Tatenda Ishe Cottage 2 $3,500 / monthly
Tatenda Ishe Cottage 2
$3,500 / monthlyMile Marker 81. A neat and cozy 2 bedroom flat located in the heart of Islamorada– Walk, bike, or ride two many of Islamorada’s restaurants, breweries, and festivals–
Optional detached bedroom to add for $400/month.
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The Cove South $3,000 / monthly
The Cove South
$3,000 / monthlyMile Marker 801. 1 BR – 1BA Villa on Old Hwy. This fantastic location is just a short bike ride to Morada Way festivals, the Art Walk, Full Moon Party and restaurants. Grab breakfast and Coffee at Midway Cafe, lunch at Green Turtle Inn, dinner…
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Maison Matecumbe #304 $3,300 / weekly - $9,900 monthly
Maison Matecumbe #304
$3,300 / weekly - $9,900 monthlyUnit 304 located within Maison Matecumbe gated community. Mile Marker 81. NEWLY DONE POOL and HOT TUB! 3 bedrooms, 3 baths, 2 stories sleeps 6, pool, sandy beach. New stainless steel appliances. Vacation Rental License #VR-021
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Villa Terra Carroll $9,000 Monthly
Villa Terra Carroll
$9,000 MonthlyNew home with pool and beach access– This 4 bedroom, 4 bath house was completed in 2014 and its located near shops and entertainment in the heart of Islamorada. Relax by the heated pool while the rest of the family heads down to the beach,…
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Seagrape Cottage $7,500 / Month
Seagrape Cottage
$7,500 / MonthMM 81. 2 bedroom & 2 bath, set in the heart of Islamorada, near restaurants and shopping, great location for walking/biking to cultural areas! Newly renovated and now with a newly installed POOL!
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Sea Shore Drive $7,200 / monthly
Sea Shore Drive
$7,200 / monthlyMile Marker 80.5. 2 BR – 2BA Large master & bath. Walk to Morada Way festivals and restaurants. Fantastic location! W/ access to neighborhood beach.
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Futura Yacht Club #403 $1,400 / Week, $1,600 Holidays
Futura Yacht Club #403
$1,400 / Week, $1,600 HolidaysMM 88.5. 2 bedroom, 2 baths, sleeps 4. 4th Floor. King in master w/ 2 twins in guest. Heated pool, screened Lanai, tennis courts, basketball and volleyball courts. Optional dock for boats up to 33′. Beautiful sunsets. #VR-17
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Captains Quarters- 4 Plex $1,250 weekly - $4,750 monthly
Captains Quarters- 4 Plex
$1,250 weekly - $4,750 monthlyMile Marker 81. Two bedroom/one bath $1,450 weekly, $4,750 monthly One bedroom/one bath $1,250 weekly, $3,500 monthly Sleeps 4-6. Dockage, Wireless Internet, New A/C. #VR-127 & #VR-128
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The Cove North $3,000 / monthly
The Cove North
$3,000 / monthlyMile Marker 801. 1 BR – 1BA Villa on Old Hwy. Short bike ride to Morada Way festivals and restaurants. Fantastic location! Large walk in shower. This is for the North side of the duplex.
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Futura Yacht club #302 $1,400 weekly, $1,600 Holidays
Futura Yacht club #302
$1,400 weekly, $1,600 HolidaysMM 88.5. 2 bedrooms, 2 baths, sleeps 4. 3rd floor. King in master W/ queen size bed in guest. Heated pool, beautiful sunsets, and lit tennis, basketball, and volleyball courts. Optional deeded dock for boats. #VR-178
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Cabana Flat – Maison Matecumbe $3,800 / weekly
Cabana Flat – Maison Matecumbe
$3,800 / weeklyUnit 301 located within Maison Matecumbe gated community. Mile Marker 81. NEWLY DONE POOL and HOT TUB! 3 bedrooms, 2 baths, sleeps 6, pool, sandy beach. Vacation Rental License #VR-111.
Condos Townhomes & Flats Vacation Rentals Florida Keys
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.