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Grassy Key Vacation Rentals

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Beach House with Private Heated Pool and Dock

— Property 148264
Grassy Key house rental - Private Heated Pool
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,600 - $2,100/week
Calendar Updated Nov 20 2009

Property Review

My wife and our two grown children just returned from our week at White Sands. I had not been to the Keys since the ealry sixties and was afraid that the old Florida that I remembered wouldn't be...
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~La Casa Habana~Paradise in a private retreat on Grassy Key.

— Property 176323
Grassy Key house rental - La Casa Habana from the dock
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, village, waterfront, pool
Rates - per property (USD)
$2,100 - $3,200/week
$7,500 - $9,500/month
Calendar Updated Nov 13 2009

Property Review

Relaxing, Rejuvenating, Refreshing...That is only a start. The house is beautiful and well stocked for cooking at home if desired. The hot tub perfect for our Feb weeklong vacation. The...
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American Paradise - Orchid Villa - Luxury Gulf Front Estate Property

— Property 320991
Grassy Key house rental - Aerial
6 Bedrooms, Sleeps 16,
House, 5 Bathrooms, 1 Half Bath, near the ocean, waterfront, pool
Rates - per property (USD)
$6,000 - $10,500/week
Calendar Updated Oct 30 2009

Property Review

This place is awesome! Unbelievable sunsets, lots of room, and well maintained. Hope to stay there again. Doug is awesome as well. Very helpful.
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Serenity Bay Estate - FL Keys Best Kept Secret!

— Property 120059
Grassy Key house rental
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, beach, pets considered
Rates - per property (USD)
$2,900/week
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A Key West Style Gulf Front Pool Home with Fabulous Views, Pool, Spa and Dock!

— Property 254530
Grassy Key house rental - The Roseate House Waterfront
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, resort, waterfront, pool
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Morton Street Masterpiece Estate - 275

— Property 7022463h
Grassy Key house rental
6 Bedrooms, Sleeps 16,
House, 6 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$900 - $1,952/night
$6,000 - $13,420/week
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108 Vista Lane

— Property 85573h
Grassy Key house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, children welcome, pets not allowed
Rates - per house (USD)
$7,200 - $9,600/month
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SeaSpell , A Gulf Front Estate on Grassy Key

— Property 241819
Grassy Key estate rental - SeaSpell
4 Bedrooms, Sleeps 10,
Estate, 3 Bathrooms, 1 Half Bath, waterfront, pool
Rates - per property (USD)
$3,000 - $3,900/week
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6 Duck Key Blvd.

— Property 85638h
Grassy Key condo rental
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, children welcome, pets not allowed
Rates - per condo (USD)
$560 - $900/week
$1,680 - $2,700/month
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The Peninsularhouse 3 bed 2 bath villa

— Property 119874
Grassy Key house rental - aerial shot of the peninsularhouse
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, near the ocean, pool
Calendar Updated Jul 9 2008

Property Review

We rented tis property 4/25-5/2/09. Beautiful and clean and well maintained property. Owner was very friendly and helpful. The property is very secluded - kayaking was great, and there was always...
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The Gulf Front Refuge

— Property 145713
Grassy Key house rental - Gulf Front Refuge
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, waterfront, pool
Rates - per property (USD)
$2,500/week
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Direct Oceanfront Duplex

— Property 117452
Grassy Key townhome rental
2 Bedrooms, Sleeps 5,
Townhome, 2 Bathrooms, beach, waterfront, garden
Calendar Updated Dec 16 2007

Property Review

My husband, our two teenage boys and I stayed at the house. We had a great time. Unit was well maintained and clean plus had the amenities of home. Great farmers market a few miles to the east...