This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Grassy Key Vacation Rentals Show this location only Back to top
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La Casa Habana-Lovely 3BR House,Pool, Dock on Gulf
3BR+/2BA
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Sleeps 6-8
– Grassy Key #23755
$2100- $2900/wk
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Manatee Bay - 5 Bdr-Sleeps 12+ Special Lower Fall Rates
5BR/4BA
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Sleeps 14
– Grassy Key #45540
$483 - $1286 per night
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Beach House on Private Beach with Dock
4BR/3BA
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Sleeps 8
– Grassy Key #28524
$2000- $3500/wk
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20% Late Booking Discount May, 3 BR Pool & Dock
3BR+/3BA
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Sleeps 8
– Grassy Key #312620
$2100 - $3500 per week 7 night min stay
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American Paradise - Orchid Villa - Luxury Gulf Front Estate Property with 6 Bdr
6BR/5.5BA
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Sleeps 16
– Grassy Key #33947
$700 - $1686 per night
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Key Lime Kottage, Waterfront, Secluded and Very Private House
3BR+/2BA
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Sleeps 6-8
– Grassy Key #374434
$2200- 2850 wk
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P58~ Grassy Key Delightmarathon ~ Morton Street ~ 3 Bedroom
2BR+/2.5BA
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Sleeps 8
– Grassy Key #359316
$2,200- $3,500/wk or $8,400/mo
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American Paradise - Kokomo-- Gulf Front with Spectacular Sunset- Heated Pool
4BR/2BA
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Sleeps 10
– Grassy Key #6671
$367 - $857 per night
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Gerry's Florida House - Private Pool, Spa, Dock, Beach -Views
2BR+/2BA
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Sleeps 6
– Grassy Key #24590
$2000- $2700/wk
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Butterfly Beach - Contemporary Bali-Style Design-120ft Sandybeach 5BR+/6.5BA – Sleeps 10 – Grassy Key #434691
Special offer Special Offer - Significant Discounts off Standard Rates
Apr 25, 2013 to Aug 31, 2013
$6500 per week 7 night min stay -
Beach House with Private Pool & Dock
2BR/2BA
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Sleeps 4
– Grassy Key #12796
$1800- $2450/wk
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Beautiful Private Estate Located on the Gulf of Mexico.
3BR+/2BA
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Sleeps 6-8
– Grassy Key #201773
$3000- $4500/wk
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Duplex with Two Efficiencies, 50 Yards from Ocean, $700-$850/Week
Studio/1BA
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Sleeps 2-4
– Grassy Key #62467
$700 per week 7 night min stay
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The Peninsularhouse - a Fun Place to Vacation
3BR+/2BA
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Sleeps 8
– Grassy Key #50087
$2000- $2800/wk
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The Gulf-Front Refuge on Grassy Key
3BR/2BA
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Sleeps 6
– Grassy Key #72701
$2500- $3500/wk
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The Roseate House, Gulf Front on Morton Street in Grassy Key
3BR/2BA
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Sleeps 6
– Grassy Key #92146
$2500- $3500/wk
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Very Private Waterfront Glass House on 22 Acres-Beach&Dock,
3BR+/3BA
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Sleeps 10
– Grassy Key #81713
$2500- $3200/wk
- Casa Agua, a Gulf Front Home on Grassy Key with Fabulous Views & Pool 3BR/3BA – Sleeps 6 – Grassy Key #3499303ha
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Affordable Efficiency in Paradise! Starting at Only $500/Week!
Studio+/1BA
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Sleeps 2-4
– Grassy Key #412340
$500- $700/wk
- Serenity Bay Estate - Fl Keys Best Kept Secret! - Beautiful, Quiet, Beachfront 4BR/3BA – Sleeps 12 – Grassy Key #120059ha
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The Roseate House a Gulf Front Home with Fabulous Views, Pool, Spa and Dock!
3BR/2BA
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Sleeps 6
– Grassy Key #254530ha
$421 - $486 per night
- Grassy Key Beauty: Gulf Front Home with Deep Water Dock & Private Pool! 3BR+/3BA – Sleeps 8 – Grassy Key #3013463ha
- Paradise Found 6BR/4BA – Sleeps 16 – Grassy Key #3012186ha
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Turquoise Dolphin - 3 Master Suites, Pool, Dock, and Prime Fishing!
5BR/4BA
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Sleeps 14
– Grassy Key #3012187ha
$1000 per night
- Tropical Harmony 4BR/2BA – Sleeps 10 – Grassy Key #3012185ha
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La Casa Habana-Lovely 3BR House,Pool, Dock on Gulf
3BR+/2BA
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Sleeps 6-8
– Grassy Key #23755
Overview of Grassy Key Vacation Rentals
Water Lovers Welcome: Grassy Key House Rentals
If you are a water lover, then Grassy Key beach rentals just may be your little slice of heaven. In addition to offering access to the ocean where you can swim, dive, and snorkel, many of the rentals also offer guests access to pools and hot tubs. While staying in one of the available Grassy Key house rentals you will also be nearby The Dolphin Research Center, which offers visitors the opportunity to swim with the dolphins! Landlubbers also has plenty to enjoy. Spend an afternoon golfing at the Key Colony Beach Golf Course and follow it up with an evening of live music at the Brass Monkey Lounge.
Flexible Rental Dates Make for Hassle-Free Vacations
One of the best things about Grassy Key house rentals is that most of them offer very flexible booking dates. Do you need to arrive on a Tuesday and leave nine days later on a Thursday? No problem. When booking Marathon vacation rentals, you call the shots.
It's the Little Things that Count, Just Ask an Accountant
When planning your vacation budget, don't forget about the many money-saving accoutrement that are built into Grassy Key beach rentals. First of all, you are likely to get much more for your money than you would by staying in a hotel. Instead of being cramped in a hotel room, you will have an entire house to enjoy. In that house you will have access to a kitchen that is fully-equipped with all of the standard tools and appliances. By making breakfast every day of your vacation instead of paying as much as $20 or $30 per person for a hotel buffet, you stand to save hundreds of dollars during the course of your vacation. If you make most of your own lunches or pack picnics, then you'll double your savings on food alone.