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

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3,474 Vacation rentals

37

Vacation condo rental

Santa Rosa Beach / Grayton Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • 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

$1,050 - $1,250 / week

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from $150 / 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

$1,118 - $2,233 / week

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from $171 / night

(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

$1,250 - $2,300 / week

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from $165 / night

(1) Excellent 

30

Grayton Beach Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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from $185 / 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

$1,793 - $3,718 / week

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from $276 / night

(6) Excellent 

24

Vacation home with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$1,059 - $3,000 / week

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Responds fast!
avg. 56 minutes

from $156 / 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 $222 / night

$1,549 - $1,899 / week

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Responds fast!
avg. 15 minutes

from $222 / night

35

Vacation townhouse with shared pool 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
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 $185 / night

$1,155 - $2,640 / week

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from $185 / night

14

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 Scot …see more

from $1,147 / night

$8,029 / week

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from $1,147 / night

(2) Very Good 

33

Grayton Beach Vacation home accommodation

Santa Rosa Beach / Grayton Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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

$1,650 - $4,620 / week

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from $240 / night

26

Vacation townhouse in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 - $2,285 / week

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from $145 / night

31

Grayton Beach Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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from $185 / night

24

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
424 EAST ROYAL FERN WAY Large Family Home with Private Pool in Crossings District with Stunning Upscale Furnishings and Finishes! 424 E Royal Fern Way, WaterColor Crossings District Your family will be excited to call this property "home" during your WaterColor vacat …see more

from $300 / night

$2,095 - $7,350 / week

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from $300 / night

20

Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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from $185 / night

(1) Excellent 

30

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

$2,223 - $4,670 / week

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from $346 / night

38

Home rental in Grayton Beach with swimming pool

Santa Rosa Beach / Grayton Beach

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! NEWLY REMODELED 2018!!!! Beach Music - 6BR/4BA Amazing Family Bea …see more

from $292 / night

$2,948 - $5,783 / week

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Responds fast!
avg. 3 minutes

from $292 / 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

$2,443 - $5,148 / week

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from $376 / night

31

Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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Responds fast!
avg. 3 hours 25 minutes

from $185 / 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

$1,793 - $3,718 / week

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from $276 / night

36

Grayton Beach Vacation townhouse rental

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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from $185 / night

26

Townhouse rental in Grayton Beach with shared pool

Santa Rosa Beach / Grayton Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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from $185 / night

24

Grayton Beach Vacation condo rental

Santa Rosa Beach / Grayton Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The Unit has a ocean view! Building is right on ocean! The pool overlooks the ocean! Amazing views! Nestled off the beaten path of 30A makes this unit a must stay! This unit is absolutely amazing in this first class community on the beach! From the soft light blu …see more

from $339 / night

$2,275 / week

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Responds fast!
avg. 1 hour 52 minutes

from $339 / night

26

Vacation apartment in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Soak up the sun in Seagrove Beach and stay at ‘Seagrove Happy Place,’ a newly renovated 3-bedroom, 2-bathroom vacation rental condo that sleeps 7. Tucked away in a tranquil setting with just a short walk to the sandy-white beaches and access to 2 community pools, this c …see more

from $109 / night

$763 - $1,813 / week

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Responds fast!
avg. 36 minutes

from $109 / night

(1) Very Good 

16

Vacation apartment with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • 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

$875 / week

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from $125 / night

23

Vacation condo with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
1848 E COUNTY HWY 30A UNIT #2 1848 E. County Highway 30A, Unit 2 2031 Sq. Ft. Luxurious, Gulf Front Condo in WaterColor When you walk into the sea glass colored entryway on the first floor, you will know you have arrived at your perfect beach retreat. The master su …see more

from $285 / night

$1,990 - $6,990 / week

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from $285 / night

13

Vacation home with swimming pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 16 7 nights min

  • 4 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Guests, please note that since the house is currently under renovations, some of the photos are design renditions and not actual photos* Grayton Beach updated 4 bedroom, 4 bath beach house sits steps away from the crystal clear waters. This home is newly renovated and …see more

from $675 / night

$4,725 / week

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Responds fast!
avg. 2 hours 10 minutes

from $675 / night

33

Vacation townhouse with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 $185 / night

$1,155 - $2,640 / week

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from $185 / night

26

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Surrounded by stunning beaches and iconic local attractions, this Seagrove condo is the ideal spot to get away from the daily grind. Offering easy beach access, a shared pool, and community tennis courts, you'll have everything you need for a fun-filled stay! Located i …see more

from $109 / night

$763 / week

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Responds fast!
avg. 2 hours 13 minutes

from $109 / night

24

Home rental in Grayton Beach with shared pool

Santa Rosa Beach / Grayton Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
SNUG HARBOR SNUG HARBOR - 38 Blazing Star Drive, WaterColor, FL ADDRESS for GPS: 38 Blazing Star Drive, Santa Rosa Beach, FL 32459 UNDER NEW MANAGEMENT - BOOK NOW WHILE THE CALENDAR IS OPEN! HOME HIGHLIGHTS 4 Bedrooms, 4.5 Baths, Sleeps 12 2 Master Suites & 2 Living …see more

from $199 / night

$1,393 - $4,046 / week

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from $199 / night

32

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Air conditioning
241 RED CEDAR WAY LARGE 7 BEDROOM WITH CARRIAGE HOUSE ON LAKE - ULTIMATE FAMILY OR GROUP VACATION HOME! 241 Red Cedar Way - WaterColor's Camp District HOME HIGHLIGHTS - Sleeps 18 - 7 Bedrooms - 6 ½ Baths - Lake Front Location - 2 King bedrooms, both with ensuite bat …see more

from $510 / night

$3,570 - $10,955 / week

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from $510 / night

40

Grayton Beach Vacation home accommodation

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Find year-round warmth and sunshine at this four-bedroom Seagrove escape, a charming, beautifully appointed Florida home with a wrap-around porch and firepit, shared use of a swimming pool and tennis courts, and easy walking access to the spectacular beaches of 30A. Th …see more

from $99 / night

$693 / week

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Responds fast!
avg. 2 hours 13 minutes

from $99 / night

38

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Get the whole group together for a fun-filled getaway when you book your next trip to this family-friendly Seagrove home. Offering room for your whole group to enjoy the postcard-perfect beaches, four-person golf cart, and the sun-kissed local attractions, this home wil …see more

from $114 / night

$798 / week

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Responds fast!
avg. 2 hours 13 minutes

from $114 / night

25

Vacation home in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Fish Bait– 209 Defuniak St.– Grayton Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Fish Bait is a fabulous, newly constructed 4 bedroom/3.5 bath home located in beautiful historic Grayton Beach. From the beautiful surf …see more

from $346 / night

$2,078 - $4,268 / week

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from $346 / night

35

Grayton Beach Vacation home rental

Santa Rosa Beach / Grayton Beach

1 20 Min stay varies

  • 1 bedroom
  • Sleeps 20
  • Min stay varies
  • Child friendly
SkyRun Property - "Chez Mireille" - Spacious beach home great for family get-togethers/reunions/Friends getaways. 5 bedrooms with 4 full baths, sleeps 20. Two large private decks with Gulf front views and a Hot Tub Spa. Private covered parking for three vehicles. Enjoy …see more

from $313 / night

$2,189 - $7,413 / week

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from $313 / night

30

Home accommodation in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Sun-filled days, sandy beaches, and easy access to dining, galleries, and shopping are yours when you stay in this spacious, updated four-bedroom home for 12 in Santa Rosa Beach. With a fabulous location within walking distance of the beach and the village of Seaside, t …see more

from $145 / night

$1,015 / week

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Responds fast!
avg. 2 hours 32 minutes

from $145 / 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

$2,348 - $4,903 / week

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from $365 / night

33

Vacation apartment with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
This gorgeous 3 story home located in Summer's Edge in the heart of Seagrove Beach is on the south side of 30A, only 180 ft from the beach access. Includes WiFi and 4 bikes. 1st floor has open, furnished porch at entrance and a screened in back porch along with an out …see more

from $292 / night

$1,918 - $4,403 / week

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from $292 / night

24

Vacation home with shared pool in Grayton Beach

Santa Rosa Beach / Grayton Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
420 WESTERN LAKE DRIVE 4 BEDROOM PARK DISTRICT HOME - IDEAL LOCATION 420 Western Lake Drive, WaterColor's Park District HOME HIGHLIGHTS Sleeps: 10 Bedrooms: 4 Bathrooms: 4 Prime Location Covered Parking Gourmet Kitchen Private Outdoor Shower 2 Sets of Washers and D …see more

from $305 / night

$2,135 - $4,550 / week

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from $305 / night