35 Best Grayton Beach Vacation rentals on Holiday Lettings - House rentals

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37 Vacation rentals

(1) Excellent 

24

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Located between Seaside and Destin in beautiful Santa Rosa Beach, Gone To The Beach is a 4 bedroom, 3 bath cottage with a tower that is part of a small neighborhood of only 75 cottage style homes called Old Florida Village, on the north side of 30A. A community pool jus …see more

from $165 / night

$1125 - $2300 / week

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from $165 / night

32

Townhouse rental in Grayton Beach with shared pool

Santa Rosa Beach / Grayton Beach

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence on 30A ~ Townhome rental located along 30A boasts the most incredible location on 30A and the hottest place to spend a family beach vacation. Be the first to experience a stay at South Walton's newest upscale development! Prominence on 30A beach home rental …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

26

Townhouse rental in Grayton Beach with shared pool

Santa Rosa Beach / Grayton Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence - 30A ~ Beach townhome rental "Deer Rose-Sea" located along 30A by Panhandle Getaways boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town development is already the rage along …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

37

Vacation condo rental

Santa Rosa Beach / Grayton Beach

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Relax and unwind in a completely remodeled one bedroom condo at Gulf Place Caribbean. The Gulf Place Town Center is a unique property situated directly on scenic Hwy 30-A along the Beaches of South Walton. The property offers 3 pools, hottubs, tennis and shuffle board c …see more

from $150 / night

$1050 / week

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from $150 / night

20

Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence - 30A ~ Beach vacation townhome rental "Beachy Keen" located along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town development is already the rage along 30A. Prominen …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

16

Grayton Beach Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Prominence - 30A ~ Beach vacation townhome rental "Coastal Bliss" located at 25-B Pine Lands Loop, Watersound Beach, Florida along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

26

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Artless Sprite – 156 Garfield Street – Grayton Beach Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Artless Sprite is the first permanent vacation home of the Covell Family who has lived in Northwest Florida since the 1920's and h …see more

from $171 / night

$1118 - $2233 / week

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from $171 / night

31

Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Prominence - 30A ~ Beach vacation townhome rental "Sea You Soon" located at 24-A York Lane, Watersound Beach, Florida along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town develo …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

(2) Very Good 

33

Grayton Beach Vacation home accommodation

Santa Rosa Beach / Grayton Beach

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence on 30A ~ Beach home rental located along the Panhandle of Florida boasts the most incredible location on 30A and the hottest place to spend a family beach vacation. Be the first to experience a stay at South Walton's newest upscale development! Prominence on …see more

from $240 / night

$1540 - $4620 / week

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from $240 / night

31

Grayton Beach Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
Prominence - 30A ~ Beach vacation townhome rental "The Sand Dollar" located at 58-B York Lane, Watersound Beach, Florida along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town dev …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

(4) Excellent 

36

Vacation home with swimming pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
SeaBatical - 55 Gulf Shore Drive - Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Located in the sought after Gulf Trace community, SeaBatical is situated with panoramic views of Alligator Lake, Grayton Beach Sta …see more

from $376 / night

$2443 - $5148 / week

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from $376 / night

(1) Excellent 

24

Vacation home with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The house is 1/8 of a mile from Hwy 30A & all of the fun things to do like shopping, dining, dancing & fishing. It is a private, very clean, comfortable setting in a small, unique, & quiet friendly neighborhood. There are 4 small stairs to climb, no neighbors on top or …see more

from $156 / night

$1043 - $1200 / week

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Responds fast!
avg. 1 hour 3 minutes

from $156 / night

19

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Blue Bell Cottage is a beautiful beach house located in the gated community of the Preserves in Grayton Beach surrounded by unspoiled nature preserves, tall pines, oaks, palmettos and natural scrub. The beach access is a private nature trail that will lead you to stunni …see more

from $240 / night

$1750 - $3745 / week

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Responds fast!
avg. 1 hour 28 minutes

from $240 / night

(1) Excellent 

29

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
SandyToes - 34 Gulf Breeze Drive – Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! SandyToes is a freshly renovated 3 bedroom, 3 bathroom home sleeps 10. This affordable yet well-equipped home in desirable, family …see more

from $276 / night

$1793 - $3718 / week

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from $276 / night

35

Vacation townhouse with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence - 30A ~ Beach vacation townhome rental "Xanadune" located along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town development is already the rage along 30A. Prominence …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

35

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Aspen Beach House – 299 Defuniak St – Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Aspen Beach House is a beautiful 3000 square foot 4 bedroom/4 bath home located in beautiful historic Grayton Beach. Located ju …see more

from $276 / night

$1793 - $3718 / week

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from $276 / night

(1) Excellent 

27

Vacation home rental

Santa Rosa Beach / Grayton Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Lucky Dog – 142 Savelle Drive – Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Lucky Dog is a gorgeous multi-story, 4 bedroom, 4 bath home in the secluded Gulf Trace neighborhood of Grayton Beach. With a spacious …see more

from $346 / night

$2223 - $4670 / week

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from $346 / night

26

Vacation townhouse in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence - 30A ~ Beach vacation townhome rental "Summer Wind" located along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town development is already the rage along 30A. Prominen …see more

from $145 / night

$880 - $2285 / week

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from $145 / night

15

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about children
2424 East County Hwy. 30A Please no children under the age of 10; 3-night minimum stay required year round and 7-night minimum in summer Dune House is one of the town's rare jewels, located on a double beachfront lot overlooking the Gulf. Architect Scott Merrill designe …see more

from $1147 / night

$8029 / week

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from $1147 / night

42

Vacation home with swimming pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Sea Pearl - 278 Savelle Drive - Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Sea Pearl is located in Gulf Trace Community in Grayton Beach, one of 30A’s most exclusive communities and within a short walking dis …see more

from $858 / night

$5483 - $11818 / week

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from $858 / night

33

Vacation townhouse with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Prominence - 30A ~ Beach vacation townhome rental "Sea Bliss" located along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town development is already the rage along 30A. Prominenc …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

24

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Aqua Blu is located on 30A in the Blue Mountain Beach area.  This property is newly built and a short walk form local restaurants, ice cream shops and the white beaches of the Gulf of Mexico.  A community pool and extra parking make this home perfect for your family ret …see more

from $265 / night

$1855 - $3780 / week

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Responds fast!
avg. 1 hour 28 minutes

from $265 / night

(4) Excellent 

27

Vacation home with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The house is the perfect little beach getaway. It's been freshly painted inside and out with new appliances, new furniture, flat screen TVs in each room, travertine floors, and granite countertops. Good Day Sunshine is a gorgeous 3 story beach house directly acr …see more

from $183 / night

$1275 - $1626 / week

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from $183 / night

18

Vacation townhouse in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This private gated beach community of Sea Haunts Townhomes is located directly on Florida's most famous white sand beach. It sits on the beach side of trendy hwy. 30a. and is just a two minute walk to a private beach entrance. Sit on the balcony and enjoy the vi …see more

from $215 / night

$1500 - $1700 / week

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Responds fast!
avg. 3 hours 12 minutes

from $215 / night

(1) Very Good 

16

Vacation apartment with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our family enjoys coming down to the beautiful beaches,and relaxed family oriented atmosphere at Beachside Villas. Our clean attractive condo has all that you would need for a wonderful vacation for a couple or family with small children. New Patio furniture is in pla …see more

from $125 / night

$870 / week

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from $125 / night

(2) Good 

34

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spoiled Rotten – 375 Defuniak Street – Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Located in the heart of Old Grayton Beach, pet-friendly Spoiled Rotten is just a short walk from many funky and eclectic shops …see more

from $365 / night

$2348 - $4903 / week

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from $365 / night

34

Home rental in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
"Kelly's Kottage" is located in Dune Allen off of scenic 30-A and next to the Santa Rosa Golf and Beach Club. This spacious 3 BR home with upgrades can comfortably sleep up to 8. Community pool, tranquil neighborhood. Completely upgraded, trendy 3 bedroom, 2.5 bathro …see more

from $345 / night

$2415 - $3571 / week

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Responds fast!
avg. 1 hour 28 minutes

from $345 / night

36

Grayton Beach Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Prominence - 30A ~ Beach vacation townhome rental "Sandi Blessings" located at 49-A York Lane, Watersound, Florida 32461 along 30A boasts one of the most incredible locations on 30A and the hottest new place to spend a family beach vacation. 30A's newest beach town deve …see more

from $165 / night

$1155 - $2640 / week

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from $165 / night

11

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy the breathtaking views from your living room, dining room, kitchen and master bedroom from this Gulf Front 2 bedroom 2.5 bath Townhome located in beautiful Blue Mountain beach. SLEEPING ARRANGEMENTS (Sleeps 8) 1st Floor: Sleeper Sofa with aa 1/2 bath 2nd: Mas …see more

from $295 / night

$2065 - $3535 / week

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Responds fast!
avg. 1 hour 28 minutes

from $295 / night

52

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
Located in the beautiful Blue Mountain Beach area. This townhome is just steps away from the sandy beaches of the Gulf of Mexico Recently updated, Unit #14 at Sea Bluff offers a private dwelling for your vacation. Located as an end unit, this cozy 2 bedroom Townhome …see more

from $255 / night

$1786 - $2345 / week

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Responds fast!
avg. 1 hour 24 minutes

from $255 / night

24

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
Starfish Wishes! Everything is brand new! Located in Dune Allen near popular 30A and next to the Santa Rosa Golf and Beach club, this home is perfect for the vacationing family. Sleeping Arrangements (Sleeps 8)1st floor: Sleeper Sofa in Livingroom with TV2nd floor: K …see more

from $345 / night

$2415 - $3571 / week

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Responds fast!
avg. 1 hour 28 minutes

from $345 / night

24

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
"Bernard's Grayton Place” is a new, beautiful beach house located in the Preserves of Grayton Beach. This gated beach neighborhood is surrounded by unspoiled nature preserves with tall pines, oaks, palmettos and natural scrub. The beach access is a private nature trail …see more

from $275 / night

$1925 - $4095 / week

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Responds fast!
avg. 1 hour 28 minutes

from $275 / night

22

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
“Jini Jim Jams” is a wonderful two story beach cottage nestled south of 30A in quiet Gulfview Heights, just a 3 minute walk to the Gulfview Heights beach access., Florida. Numerous renovations and remodels have been done in 2014 making this retreat even more enjoyable f …see more

from $295 / night

$2065 - $3360 / week

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Responds fast!
avg. 1 hour 28 minutes

from $295 / night

22

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
Belle of Grayton is a beautiful beach house located in the gated community of the Preserves in Grayton Beach surrounded by unspoiled nature preserves, tall pines, oaks, palmettos and natural scrub. The beach access is a private nature trail that will lead you to stunnin …see more

from $225 / night

$1575 - $4270 / week

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Responds fast!
avg. 1 hour 28 minutes

from $225 / night

14

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Located on the beach side of historic 30A, Sunrise Beach is a charming gated community with private beach access and no streets to cross! ( FREE POOL HEAT FOR MONTH OF MARCH) SLEEPING ARRANGEMENTS: (Sleeps 12) 1st Floor: Queen Bedroom with a private bath, TV Queen …see more

from $380 / night

$2660 - $5215 / week

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Responds fast!
avg. 1 hour 28 minutes

from $380 / night

21

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Located in the Old Florida Cottages -- a beach community in Santa Rosa Beach. This beachside community has a large neighborhood pool in a very park like setting. "Treasured Times" has great gulf views and the beach access is just yards from the house. Sleeping Arrang …see more

from $235 / night

$1645 - $3360 / week

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Responds fast!
avg. 1 hour 28 minutes

from $235 / night

5

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Pet friendly
One stay and you will find out why Squeeze Me In, in historic Grayton Beach, is cute as a "bugs ear." This original cottage was originally built for the daughter of a Grayton builder. Squeeze Me In has been recently renovated (including the refinishing of its original h …see more

from $295 / night

$2065 - $3080 / week

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Responds fast!
avg. 1 hour 24 minutes

from $295 / night