5 Best Grassy Key Vacation rentals on Holiday Lettings - House rentals

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Grassy Key

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229 Vacation rentals

27

Vacation condo in Grassy Key

Marathon / Grassy Key

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully decorated 2nd floor end unit with stunning panoramic ocean views from the balcony, living room and master bedroom. 2 br/2 full baths, washer/drier in unit. Directly on the beach! Guests have access to the heated swimming pool, tennis court and beach. Perfec …see more

from $225 / night

$1,575 - $1,695 / week

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Responds fast!
avg. 2 hours 17 minutes

from $225 / night

(2) Excellent 

38

Vacation apartment in Grassy Key

Marathon / Grassy Key

2 min stay varies

  • sleeps 2
  • min stay varies
  • Swimming pool
  • Air conditioning
Unit 9 is a fully furnished studio/efficiency. It has two single beds, a futon sofa with a small coffee table, and a small dining table with two chairs and a private bathroom (toilet, sink and shower). It has a fully equipped kitchen, and a private bathroom (toilet, sin …see more

from $150 / night

$975 / week

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Responds fast!
avg. 1 hour 1 minutes

from $150 / night

22

Grassy Key Vacation home rental

Marathon / Grassy Key

2 9 min stay varies

  • 2 bedrooms
  • sleeps 9
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Deep canal Bring your yacht. Very private bedrooms on both sides. very large balcony looking at the water view. close to retaurants, beach,Public, Kmart,Windixie, CVS, WellsFargo, UPS, Homedepot, West Marine & Wallgreen walking distance. Beach 10 minutes walking. Safe …see more

from $250 / night

$1,750 / week

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from $250 / night

33

Vacation home with golf nearby in Grassy Key

Marathon / Grassy Key

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Whether an avid adventurer or a family seeking to relax and enjoy the expansive view, Sunset Catch is the place for you. These three bedrooms, two bath home has a private pool (with heat available for an additional charge) and sit on the Gulf of Mexico sporting incredib …see more

from $300 / night

$2,100 - $4,200 / week

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Responds fast!
avg. 2 hours 33 minutes

from $300 / night

(3) Very Good 

37

Vacation apartment in Grassy Key

Marathon / Grassy Key

2 min stay varies

  • sleeps 2
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Unit 10 is a fully furnished studio/efficiency. The unit has a queen size bed, living/dining table with four chairs. It has a fully equipped kitchen, and a private bathroom (toilet, sink and shower). All dishes, pots and pans, towels and linens are provided (not Beach/P …see more

from $150 / night

$950 - $975 / week

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Responds fast!
avg. 1 hour 1 minutes

from $150 / night

36

Studio rental in Grassy Key

Marathon / Grassy Key

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Unit 8a is a fully furnished studio/efficiency. The unit has a queen size bed, a 3-seat leather couch, a small dining table with two chairs, and a private bathroom (toilet, sink and tub with shower). All dishes, pots and pans, towels and linens are provided (not Beach/P …see more

from $140 / night

$850 - $925 / week

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Responds fast!
avg. 1 hour 1 minutes

from $140 / night

14

Grassy Key Vacation home rental

Marathon / Grassy Key

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Casa Agua is a charming ground level home and property tucked back behind the palms and snuggled up waterside. Perfect for retiree, family, friends or romance. Great dock w/fish light creates your own backyard aquarium. Private pool w/heat & chiller, mosquito system, …see more

from $350 / night

$2,450 - $3,500 / week

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from $350 / night