Palermo: 5-Bedroom vacation rental in Islamorada, FL with Oceanfront View

Island Dream is a five-bedroom, six-bath canal-front home in Islamorada in the Florida Keys, set up to sleep 10 guests. The standout features are its private dock with boat lift on a deep, wide canal and a pool with both heating and cooling options. With two kitchens across two levels, the home is arranged to give groups flexibility for gathering and day-to-day routines. A 28-day minimum rental applies.

The layout is split between an upper level with a primary king suite, an additional guest bedroom, a sitting area, outdoor seating, and a kitchen, and a lower level with three more bedrooms, four first-floor bathrooms, and a fully updated kitchen for entertaining. Sleeping includes multiple king beds plus a room with a king and bunk. Provided amenities include central A/C, internet access, balcony space, and a grill, along with a washer and dryer. Outdoor features include dockage and small workout equipment, and the pool is professionally maintained weekly and lit at night.

Good fit for

Family Vacations Group and Reunion

Canal-front dock Private dock with boat lift on a deep, wide canal.

Heated/chilled pool Pool offers heating and cooling options and is lit at night.

Two kitchens Kitchens on both levels support flexible group stays.

Sleeps 10 Five bedrooms and six bathrooms accommodate up to 10 guests.

28-day minimum This property requires a minimum 28-day rental.

5 BedroomsBedrooms

6 Full BathroomsBathrooms

Sleeps 10Guest Capacity

Internet AccessInternet

Islamorada Florida

135 Palermo Drive, Islamorada Florida 33036

Location & nearby Explore the Area

Island Dream is a canal-front home in Islamorada in the Florida Keys, described as being in the Venetian Shores neighborhood and just off Snake Creek. The setting provides water access to both the Atlantic Ocean and Florida Bay, and the canal is described as deep and wide. A community boat ramp is listed at Founders Park, and the property notes boat trailer storage.

Islamorada Vacation Rentals Islamorada Travel Guide

Rates from

$16,500 per month

28-day minimum stay

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Season	Nightly	Weekly	Monthly
PMS Rate Oct 14, 2026 - Dec 31, 2032 Minimum Stay: 28 Days	n/a	n/a	$16,500

Island Dream is a canal-front home in Islamorada, Florida, designed for longer stays with a 28-day minimum rental. The home has five bedrooms, six bathrooms, and sleeps up to 10 guests. For boaters, the property includes a private dock with a boat lift on a deep, wide canal, and it is described as being just off Snake Creek with access to both the Atlantic Ocean and Florida Bay.

The interior is organized across two levels to support group travel. Upstairs includes a sitting area, outdoor seating, a kitchen, a primary suite with a king bed and en-suite bathroom, plus an additional guest bedroom and a second guest bathroom. Downstairs adds three bedrooms, four first-floor bathrooms, and a fully updated kitchen intended for entertaining.

Sleeping options include king beds in the primary and multiple bedrooms, plus one bedroom with a king bed and a bunk. The home is equipped with central A/C and internet access. Kitchen setup is described as fully stocked with appliances and essentials, including cookware and knives, and the home also includes a washer and dryer.

Outdoor amenities include a grill, dockage, and a pool that is professionally maintained weekly. The pool offers both heating and cooling options and is lit at night. Boat trailer storage is noted, and a community boat ramp is listed at Founders Park.

This canal-front home is located in the Prestigious Venetian Shores neighborhood, offering an unbeatable location just off Snake Creek with quick access to both the Atlantic Ocean and Florida Bay, as well as nearby fuel docks, bait, and provisions.

This beautifully updated home features 5 bedrooms and 6 bathrooms with flexible sleeping accommodations to comfortably host your group.

The House

The upper level includes additional sitting area, outdoor seating, convenient kitchen, a spacious primary suite with a king-size bed and an en-suite bathroom, along with an additional guest bedroom. A second guest bathroom is also located upstairs.

The lower level offers even more flexibility with 3 bedrooms , 4 convenient first-floor bathrooms, and a fully updated kitchen—perfect for entertaining family and friends.

The home is fully stocked with upscale kitchen appliances and essentials, cookware and knives. Additional amenities include a new washer and dryer.

The pool is professionally maintained weekly, features both heating and cooling options, and is beautifully lit at night. The outdoor offers heated / chilled pool, bbq area, small workout equipment, and dockage. A perfect location to enjoy your mornings or afternoons.

The Dock

Enjoy your private dock with boat lift, offering instant access for boating, fishing, swimming, or relaxing on the water. Large sailboats and yachts are easily handled, thanks to the deep, wide canal (approximately 20 feet deep and 100 feet wide). A drawbridge just 1,000 yards away provides quick passage between the Ocean and Florida Bay.

Come experience the local breweries, boutiques, attractions, marinas, parks, local restaurants, and many places to catch the Sunset at the end of the day.
You have found Paradise.

THIS PROPERTY IS A 28 DAY MINIMUM RENTAL

RENTAL FEE: $16,500 (Discounted for August - December)
DEPARTURE CLEANING FEE: $550.00
NON REFUNDABLE BOOKING FEE: $50.00

REFUNDABLE SEC DEPOSIT: $1500.00

12.5% TAXES NOT INCLUDED IN RATE
TRAVEL INSURANCE AVAILABLE FOR ADDITIONAL FEE

This property provides access to the following activities and special interests:

Family Vacations

Group and Reunion