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| Browse all Middle Keys rentals
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Location |
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Description (click blue title for more...) |
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Bedrooms |
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| Grassy Key Vacation Rentals, Condos, and Villas |
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| Grassy Key vacation rentals that sleep 10 |
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Grassy Key, Marathon
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Summer:
$5,000 - $9,000/week,
Off Season:
$4,500 - $9,000/week,
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Imagine gazing across a large, sparkling swimming pool to see a natural in-ground aquarium, big enough to swim in, and filled with tropical fish, tarpon and lobsters. It has crystal clear water, and is accessed by way of a sand-beach entry; beyond that sits the endless expanse of the Gulf of Mexico....
Distance to beach: Beach to tidal pool. Public beach 10 miles
Key amenities: on ocean coast, boat dock, screened lanai, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, pets considered, handicap accessibility
Time active on this website: 5 years, 1 month
, Listed by: Cairn Boucher
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| Islamorada Vacation Rentals, Condos, and Villas |
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| Islamorada vacation rentals that sleep 8 |
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Islamorada
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Summer:
$3,000 - $45,000/month,
Off Season:
$1,095 - $1,295/week, $3,000 - $4,500/month,
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The Kottage is a freestanding 2-bedroom/2-bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Kottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely new, from the tile floors to the new tongue-and-groove ceili....
Distance to beach: Approx 3 miles to Founders Park
Key amenities: on ocean bay, boat dock, deck/porch/patio, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 5 years, 1 month
, Listed by: Bernie Holzman
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| Islamorada vacation rentals that sleep 4 |
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Islamorada
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Summer:
$3,000 - $4,500/month,
Off Season:
$1,095 - $1,295/week, $3,000 - $4,500/month,
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Holzman’s Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, directly on Florida Bay, in a....
Distance to beach: Founders Park on Plantation Keys 3 miles north
Key amenities: on ocean bay, boat dock, deck/porch/patio, outdoor shower, jacuzzi, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 3 years, 2 months
, Listed by: Bernie Holzman
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| Key Colony Beach Vacation Rentals, Condos, and Villas |
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| Key Colony Beach vacation rentals that sleep 16 |
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Key Colony Beach, Grassy Key, Marathon
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Summer:
$6,500 - $11,000/week,
Off Season:
$800 - $11,000/week,
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Luxury Estate with 2 1/2acres right on the Gulf of Mexico. 6 bedrooms 5 1/2 baths. Perfect for a large family or group.
Main House with adjoining Cabana has 4 bedrooms and 4 1/2 baths, large kitchen, huge family room, large screened in porch with 360 degree views. All rooms of the Main house have....
Distance to beach: On the bay
Key amenities: on ocean coast, boat dock, screened lanai, deck/porch/patio, pool, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 3 years, 7 months
, Listed by: Cairn Boucher
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| Key Colony Beach vacation rentals that sleep 6 |
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Key Colony Beach (Marathon)
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Off Season:
$150 - $275/night, $5,600 - $5,800/month,
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Stilt duplex ideal for two families wishing to vacation together and still have separate accommodations; it has two (2) two br / two bath units that each sleep six.
(SEE RATES BELOW: ARE PER UNIT / UP TO 4 PEOPLE, ADDITIONAL $'S FOR UP TO 6 PEOPLE PER UNIT) Each offers a large open living room,....
Distance to beach: 1/2 mile to The Cabana Club Pool & Beach Club
Key amenities: on fresh water, walk to an ocean coast beach, boat dock, deck/porch/patio, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 5 years, 1 month
, Listed by: Gay
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| Long Key Vacation Rentals, Condos, and Villas |
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| Long Key vacation rentals that sleep 8 |
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Long Key
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Off Season:
$1,300 - $1,450/month,
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All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389
Amenities include (Mobile Home): Two bedrooms, one full bath, living room with two queen size sleeper sofas. Sleeps 8 comfortably outfitte....
Distance to beach: 200 yards
Key amenities: walk to an ocean coast beach, boat dock, screened lanai, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 1 year, 1 month
, Listed by: William Fuentes
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| Marathon Vacation Rentals, Condos, and Villas |
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| Marathon vacation rentals that sleep 10 |
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Marathon
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Summer:
$3,200 - $6,000/week,
Off Season:
$2,800 - $32,003,200/week,
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Kokomo is a wonderful 4 bedroom/ 2 bath home on a large lot right on the Gulf of Mexico. This home has spectacular views and sunsets. Each room of the house has ocean views. This house can accommodate up to 10 occupants, limit of 8 people over the age of 12 and 2 children 12 or under. The house ....
Distance to beach: On the bay
Key amenities: on an ocean bay beach, boat dock, deck/porch/patio, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 4 years, 9 months
, Listed by: Cairn Boucher
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| Marathon vacation rentals that sleep 8 |
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Offshore Marathon
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Off Season:
$5,595 - $7,694/week,
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''Your Own Private Island'' Seabird Key is a ten acre tropical island hideaway located one-half mile offshore Marathon (bayside) in the middle Florida Keys.
When you are a guest of Seabird, you will have the entire island to yourself with your own private palm shaded beach, exotic tropical hardwo....
Distance to beach: 30 yards
Key amenities: on an ocean bay beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, VCR or DVD, high speed internet, pets considered, smoking permitted
Time active on this website: 1 year
, Listed by: Deborah
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Marathon
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Summer:
$1,250 - $1,975/week,
Off Season:
$1,250 - $1,900/week,
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HORIZON VIEWS FROM EVERY ROOM-SUNSET SIDE OF THE ISLAND. Located on the Gulf of Mexico, this lovely home, with 55 feet of sliding glass doors opening onto the Gulf, offers magnificient sunsets, crystal clear water for snorkeling and lighted trees. A private boat basin and dock surrounded by a decke....
Distance to beach: Swim in the clear, Gulf waters outside your door
Key amenities: on ocean coast, boat dock, screened lanai, deck/porch/patio, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 5 years
, Listed by: Beverly
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| Owner Special: Contact us for off season specials. |
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