50 Best Santa Rosa Beach Vacation rentals on Holiday Lettings - House rentals

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3,021 Vacation rentals

15

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.Six Palms is uniquely located within the wonderful resort of Gulf Place and is right across the street from the beach near Ed Walline Park! It’s privately located on the fourth …see more

from $135 / night

$826 - $2,254 / week

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from $135 / night

(1) Excellent 

18

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This lovely, designer-influenced vacation rental is located at the wonderful Gulf Place Caribbean Resort across the street from the beach in Santa Rosa Beach, FL. It features 10 …see more

from $130 / night

$847 - $2,219 / week

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from $130 / night

18

Home rental in Santa Rosa Beach with shared pool

Florida Panhandle / Santa Rosa Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free). This beautiful new townhouse style condominium with crisp, upscale furnishings and linens, and breathtaking views of the ocean is ready for you! Abacos condo offers over 1200 square feet of living space. The unit off …see more

from $146 / night

$952 - $2,338 / week

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from $146 / night

(2) Excellent 

10

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This stunning one bedroom and one bathroom condo offers a beautiful partial view of the Gulf of Mexico from your own private balcony that is located off of the living room. This …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

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

15

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This exquisite condo offers fabulous accommodations for you to enjoy. Beautifully decorated in earth tones this condo has all the comforts of home. The balcony which is accessi …see more

from $139 / night

$903 - $2,415 / week

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from $139 / night

(6) Very Good 

10

Vacation studio with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee).This stunning studio vacation rental unit includes a balcony off the living room and sitting area. The balcony overlooks the emerald green waters of the Gulf of Mexico. This charming and tr …see more

from $92 / night

$602 - $1,568 / week

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from $92 / night

20

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Fee) / Free Wi-Fi. The Italian definition of Adagio is "slow and leisurely pace," and at this luxurious resort, we live up to that name! Located in the heart of Blue Mountain Beach, you’ll be dazzled by everything this 11-acr …see more

from $254 / night

$1,652 - $4,214 / week

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from $254 / night

(2) Very Good 

15

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This unique two bedroom partial view vacation rental unit includes floor to ceiling patio doors from the living room with a large balcony that gives you a view of the emerald gr …see more

from $130 / night

$847 - $2,219 / week

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from $130 / night

(1) Excellent 

10

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi. This dainty unit with carpeting throughout is located on the second floor and offers a partial view of the Gulf of Mexico. The simple living room offers an inviting sofa and t …see more

from $97 / night

$630 - $1,610 / week

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from $97 / night

(1) Excellent 

19

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Beach Chairs & Umbrella (Seasonal-Free).Located across the street from the Gulf of Mexico and bordering a beautiful small lake, this lovely mid-rise condominium offers one and two bedroom units. Unit 408 at Gulf Place Caribbean is a 1 bedroom unit on the 4th fl …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

(1) Excellent 

23

Vacation home in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Our house welcomes you with an open-design living room and kitchen area with a custom-tiled center island and seating area. The master bedroom has a top of the line king size bed, huge walk-in closet, and sliding glass doors to the back porch and large fenced in backyar …see more

from $200 / night

$1,300 / week

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from $200 / night

(3) Good 

9

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi. Enjoy complete serenity in this fabulous one bedroom unit with the grandest of appointments. The living area consists of a magnificent sofa with hidden queen bed and also a mo …see more

from $97 / night

$630 - $1,610 / week

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from $97 / night

24

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Compass Point I, located in WaterSound Beach, Florida, is nestled on the edge of pristine white sand dunes, where wooden boardwalks invite you to stroll down to the emerald waters of the Gulf of Mexico. If you are looking for luxury and relaxation in a truly unique and …see more

from $229 / night

$1,554 - $3,493 / week

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from $229 / night

(2) Very Good 

11

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This charming condo was recently renovated and it’s quickly become one of the most popular places to stay in Gulf Place because of the fresh new look and great views of the Gulf …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

(1) Very Good 

9

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Free Wi-Fi.This beautiful 1 bedroom, 1 bath condo features full size kitchen with granite countertops and stainless appliances, a bedroom with a queen size bed and private entry to the hall bathroom. This open floor p …see more

from $78 / night

$476 - $1,183 / week

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from $78 / night

(1) Very Good 

9

Vacation apartment in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Fee) / Bike Rentals (Seasonal-Fee). Loaf around in the undisturbed peace of Blue Mountain Villas! The chic cottage decor of this unit invites you to totally relax and enjoy the private porch just outside the living area acces …see more

from $131 / night

$854 - $1,974 / week

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from $131 / night

10

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.Gulf Place Caribbean in the Gulf Place Community is quiet and peaceful no high rises, traffic or congestion. You will enjoy the easy access to Destin and Panama City's many ente …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

(1) Excellent 

36

Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Fee) / Bike Rentals (Seasonal-Fee).Private, gated community with beautiful pool and deeded beach access!Make this condo your choice for your next family getaway. It is perfectly appointed for your vacation needs while your fam …see more

from $161 / night

$1,050 - $2,590 / week

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from $161 / night

(1) Excellent 

10

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.Located across the street from the Gulf of Mexico and bordering a beautiful small lake, this lovely mid-rise condominium offers one and two bedroom units. Each unit features hal …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

15

Vacation apartment in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This gorgeous condo offers wonderful views of the rare coastal dune lake and emerald Gulf waters. If you are looking for a quiet and relaxing retreat, you have found the perfect …see more

from $249 / night

$1,680 - $4,865 / week

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from $249 / night

24

Santa Rosa Beach Vacation home rental

Florida Panhandle / Santa Rosa Beach

5 22 Min stay varies

  • 5 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Find your utopian beachfront getaway when you stay at this luxurious vacation rental house on the shores of Santa Rosa Beach. With 5 bedrooms, 4 bathrooms, and a mother-in-law suite, this home comfortably sleeps 22 and is perfect for families, friends, or couples trave …see more

from $350 / night

$2,450 - $5,400 / week

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Responds fast!
avg. 25 minutes

from $350 / night

(2) Excellent 

11

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This reasonably priced one bedroom with 1 bath has been recently renovated with modern decor. It is located at Gulf Place, right across the street and has a pool and partial vie …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

30

Apartment rental in Santa Rosa Beach with shared pool

Florida Panhandle / Santa Rosa Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
This great, ground floor Gulf Place Caribbean condo is perfect for a day, weekend, or week. You'll love the convenience of the private furnished patio that has easy access to the pool, common grilling area, and beach access. This cottage style condo offers two bedroom …see more

from $130 / night

$847 - $2,219 / week

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from $130 / night

8

Apartment rental in Santa Rosa Beach with shared pool

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi. This beachy styled vacation rental getaway is located at the Gulf Place Cabanas; across the street from the beach in Santa Rosa Beach, Fl; 650sq ft of fresh tile flooring. Ju …see more

from $97 / night

$630 - $1,610 / week

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from $97 / night

18

Vacation home with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee).Be one of the first to experience the tranquility that is the Courtyards at Gulf Place in the heart of Santa Rosa Beach, Florida. This three-story, three bedroom coral-colored townhouse offe …see more

from $149 / night

$973 - $2,254 / week

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from $149 / night

(3) Good 

9

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This top of the line one bedroom second floor unit at Gulf Place Caribbean is sure to please everyone! This unit has a beautiful bright beachy décor throughout the whole unit. T …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

18

Vacation apartment in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.Resort Features:Sanctuary by the Sea boasts luxurious amenities beyond compare and is destined to be the premier resort in the exclusive 30A area. Three artfully sculpted pools …see more

from $196 / night

$1,330 - $4,382 / week

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from $196 / night

(3) Excellent 

16

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi. THE PERFECT GET AWAY FOR THE BUDGET MINDED PERSON. This is the perfect unit for you and your family. Centrally located in the Gulf Place Community, at just a short walk to To …see more

from $97 / night

$630 - $1,610 / week

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from $97 / night

8

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
Feature: Beach Chairs & Umbrella (Seasonal-Free).This charming 1 bedroom unit is located on the 3rd floor and has beautiful upgrades throughout, including a Jacuzzi garden tub in the bathroom. This unit will comfortably sleep 5 people. A king size master bedroom, Quee …see more

from $101 / night

$658 - $1,694 / week

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from $101 / night

(1) Very Good 

10

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.With the charm of a smaller beach neighborhood and the convenience of nearby boutique shops and restaurants, Gulf Place has managed to capture the best of both worlds. Located a …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

15

Apartment rental in Santa Rosa Beach with shared pool

Florida Panhandle / Santa Rosa Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) 1 setup upon request / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.Coastal Bleu is a newly renovated 2 bedroom, 2 bath condo located on the ground floor at Topsail Village. Offering a split-bedroom floor plan for optimal p …see more

from $89 / night

$581 - $1,295 / week

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from $89 / night

24

Santa Rosa Beach Vacation studio rental

Florida Panhandle / Santa Rosa Beach

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Your slice of paradise is awaiting at this incredible studio, located minutes from Seagrove Beach! Offering sleeping accommodations for 4, with a queen-sized Murphy bed and sleeper sofa, this studio is an ideal choice for a family or group who is looking for stunning tr …see more

from $45 / night

$315 - $1,015 / week

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Responds fast!
avg. 25 minutes

from $45 / night

12

Santa Rosa Beach Vacation apartment rental

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi.This cute beach condo is ready for your summer getaway. Double French doors open up to your private balcony with a partial view of the Gulf of Mexico. The master bedroom featu …see more

from $101 / night

$658 - $1,757 / week

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from $101 / night

8

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free Wi-Fi. This tropically styled vacation rental getaway is located at the Gulf Place Cabanas; across the street from the beach in Santa Rosa Beach, Fl; 650sq ft of nice tile flooring t …see more

from $97 / night

$630 - $1,610 / week

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from $97 / night

12

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Whits End is located in Cassine Gardens Townhomes in the midst of old Seagrove Beach. We are located on the first street in the complex, thus we are closest to the beach. About a five minute walk and you are standing on the beach. This unit has been kept current with …see more

from $90 / night

$625 - $1,100 / week

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from $90 / 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 

30

Vacation townhouse with shared pool, golf nearby in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Stay with us if you enjoy: 3 minute walks to the beach, a relaxing heated pool, sipping cocktails on a private rooftop deck, romantic evenings by the fireplace, free Netflix & WiFi. Whether you are looking for a getaway close to home or farther away, plan a last minute …see more

from $175 / night

$3,300 - $3,500 / week

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from $175 / night

(2) Excellent 

16

Vacation apartment in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee) / Free WiFi. A spacious rental unit offering everything needed for a relaxing stay. With modern appliances and granite countertops, prepping for dinner is a breeze. Enjoy family togethernes …see more

from $130 / night

$847 - $2,317 / week

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from $130 / night

8

Vacation apartment with shared pool in Santa Rosa Beach

Florida Panhandle / Santa Rosa Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Features: Beach Chairs & Umbrella (Seasonal-Free) / Bike Rentals (Seasonal-Fee).Walk into this cozy 1 bedroom condo and it will wrap its arm around you…it is just that comfortable. The décor has a designer’s touch with an elegant theme all throughout. This unit has a Ki …see more

from $92 / night

$602 - $1,645 / week

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from $92 / night