Grassy Key Vacation Home Rentals, Treehouses & more


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Areas near Grassy Key

Great rentals within 20 miles that match your search

1 / 17

Gorgeous Waterfront Home on Boot Key Harbor

  • 3
  • 8
  • 7 nights min

$222

Details

1 / 12

Indigo Reef Resort - 3BR

  • 3
  • 6
  • 7 nights min

$569

Details

1 / 14

Ocean Front 3 bedroom 3 Bath Villa

  • 3
  • 6
  • 1 night min

$785

Details

1 / 15

Florida Keys get-a-way in Marathon

  • 4
  • 8
  • 7 nights min

$343

Details

1 / 65

2/2 corner unit condo just a mile from Sombrero Beach

  • 2
  • 4
  • 7 nights min

$214

Details

1 / 27

Key Colony Beach Griffins' Getaway

  • 4
  • 8
  • 7 nights min

$214

Details

1 / 40

Indigo Reef #10- Florida Keys Vacation Rental

  • 3
  • 8
  • 7 nights min

$231

Details

1 / 11

Long Key, Fl Keys

  • 2
  • 6
  • 30 nights min

$3000

Details

1 / 11

Conch Key TreeTop one BR Cottage with 23' Sailboat

  • 1
  • 4
  • Min stay varies

$150

Details

1 / 96

Only Aug weeks left for summer 2017! Kayak, Dock, Bikes, Pool, 2 Beaches

  • 2
  • 6
  • 7 nights min

$144

Details

1 / 10

Kick back at Castaway

  • 2
  • 6
  • 7 nights min

Inquire for Rates

Details

1 / 14

BEAUTIFUL BAY HARBOUR CONDO W/ BOAT DOCK!

  • 3
  • 8
  • 7 nights min

$357

Details

1 / 42

P44 4 bdm Gulf Side Estate w/ private pool

  • 4
  • 8
  • 7 nights min

$365

Details

1 / 99

AVAIL: July 31-Aug.11 $1800 wk! NEW 30'Dock,65'pool+2 Beaches, sleeps 6 +2 dogs

  • 2
  • 6
  • Min stay varies

$144

Details

1 / 29

Sandy Shore Place 100' Dock, Pool, Kayaks,Sleep 10

  • 4
  • 10
  • 7 nights min

$257

Details

1 / 35

Waterfront luxury Villa (51) with spectacular sunset views and boat slip

  • 3
  • 6
  • 4 nights min

$300

Details

1 / 27

Sombrero Beach, FL Keys Waterfront w/Dock Duplex

  • 2
  • 7
  • 7 nights min

$157

Details

1 / 32

FLORIDA KEYS OASIS - The Corona commercial-welcome ****7 DAY MINIMUM RENTAL****

  • 5
  • 12
  • Min stay varies

$1001

Details

1 / 19

Ocean Isles Fishing Village Studio Condo

  • 1
  • 2
  • 30 nights min

$68

Details

1 / 20

Walk to Sombrero Beach FALL SPECIAL: $1300 week + fees!!!! now til 12/22/17

  • 3
  • 8
  • 7 nights min

$213

Details

1 / 24

Studio located 50 yards from ocean, Unit 10

  • 2
  • 5 nights min

$130

Details

1 / 20

Quiet Open Water On Wild Life Sanctuary

  • 2
  • 4
  • 90 nights min

$201

Details

1 / 21

New 4 bedroom,4bath in Beautiful Key Colony Beach

  • 4
  • 10
  • 7 nights min

$258

Details

1 / 15

Dream Florida Keys Vacation in Paradise

  • 2
  • 6
  • 7 nights min

$213

Details

1 / 29

P23 Vacation Retreat

  • 3
  • 8
  • 7 nights min

$262

Details

1 / 57

CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DCK,WIFI

  • 2
  • 4
  • 7 nights min

$199

Details

1 / 27

Gulf View Place w/ Dock, Pool, Kayaks, Sandy Shore

  • 4
  • 10
  • 7 nights min

$285

Details

1 / 24

Ocean/Beachfront Condo on Coco Plum

  • 2
  • 6
  • 7 nights min

$170

Details

1 / 16

Tropical Keys Home - Gulf View, 40' Dock, Kayak

  • 2
  • 6
  • 7 nights min

$157

Details

1 / 19

Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock

  • 3
  • 6
  • 30 nights min

$348

Details

1 / 33

Ocean View, Great boat access,Short Walk to Beach,

  • 3
  • 6
  • 7 nights min

$263

Details

1 / 12

Ocean Views, Private Dockage, and Lush Landscaping

  • 2
  • 6
  • 7 nights min

$156

Details

1 / 16

Spacious 4 Bedroom home on canal with Pool access at a private beach club.

  • 4
  • 8
  • Min stay varies

$219

Details

1 / 16

Villa Pamela - Tropical Paradise

  • 3
  • 8
  • 7 nights min

$429

Details

1 / 24
1 / 32

Studio located 50 yards from ocean, Unit 9

  • 2
  • 5 nights min

$130

Details

1 / 17

P58 Grassy Key Delight--- 4 Bedroom With Pool

  • 4
  • 8
  • 7 nights min

$429

Details

1 / 26

Efficiency located 50 yards from Ocean, 8a

  • Studio
  • 2
  • 5 nights min

$120

Details

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