50 Best Rosemary Beach Vacation rentals on Holiday Lettings - House rentals

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62 Vacation rentals

9

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
SkyRun Property - "Plaza del Sol" - Reserve your stay at the Village of South Walton in the Heart of Seacrest!! Picture sitting by the Gulf of Mexico with the waves lapping at your feet and the sand as your seat. Reserve your stay at Village of South Walton and enjoy st …see more

from $74 / night

$446 - $953 / week

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from $74 / night

45

Vacation condo in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our GULF FRONT condo with unobstructed PANORAMIC COASTAL VIEWS is the perfect retreat for a BEACH VACATION GETAWAY. Located in the Crossings complex at the private, gated community of WaterSound Beach, Highway 30-A. 3 bedrooms plus a bunk room to sleep 8. We have one …see more

from $249 / night

$1743 - $5593 / week

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Responds fast!
avg. 1 hour 43 minutes

from $249 / night

56

Home rental in Rosemary Beach

Florida Panhandle / Rosemary Beach

10 37 Min stay varies

  • 10 bedrooms
  • Sleeps 37
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Completed in 2015, this luxurious home on Sandy Shores has all of the features for a fabulous, relaxing vacation. Just steps from the beach, this is a one of a kind home with enough bedrooms and living areas so even large groups feel relaxed and uncrowded. Sandy Shores …see more

from $900 / night

$7800 - $14501 / week

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from $900 / night

(1) Excellent 

18

Vacation home rental

Florida Panhandle / Rosemary Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedroom, 3 bathroom beach house that sleeps 12. It is a short walk or drive to the white sandy beaches of the Gulf coast and all the wonders of 30A. The home is brand new; you will be the first to stay in this luxurious beach house. This family friendly home includes …see more

from $295 / night

$3325 - $4025 / week

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from $295 / night

53

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This beach home is new to our rental market and located in Magnolia Cottages By The Sea, a unique small community nestled among native oaks, sand pines and magnolias. "No Pressure,No Problem" is conveniently located within walking distance to Rosemary Beach and bike rid …see more

from $335 / night

$2345 - $3535 / week

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Responds fast!
avg. 2 hours 58 minutes

from $335 / night

37

Home rental in Rosemary Beach with indoor pool

Florida Panhandle / Rosemary Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Benoit Cottage – 32 S. Green Turtle Lane - Rosemary Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Benoit Cottage is a beautiful Garden District inspired home just three lots from the Gulf in popular Rosemary Beach. It f …see more

from $496 / night

$3203 - $6826 / week

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from $496 / night

15

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Feature: Free Wi-Fi."30A Getaway" is a beautiful 2 bedroom, 2 bathroom tri-plex located in the happening new hot spot of Prominence. Centrally located on 30A, close to Alys Beach, Seaside, Rosemary Beach, and Watersound. Easy access to the happening town center with s …see more

from $159 / night

$1043 - $2170 / week

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from $159 / night

22

Vacation condo in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
High Pointe Beach Resort is gated Gulf Front Resort located between Rosemary and Alys Beaches in Seacrest Beach on the south side of Scenic 30A. High Pointe Resort is one of the most well-known and well thought of Gulf Front Beach Resort properties on 30A. The numerous …see more

from $286 / night

$1996 / week

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from $286 / night

32

Vacation condo rental

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
We've got new Great Room Furniture! Our GULF FRONT condo with unobstructed PANORAMIC COASTAL VIEWS is the perfect retreat for a BEACH VACATION GETAWAY. Located in the Crossings complex at the private, gated community of WaterSound Beach, Highway 30-A. 3 bedrooms plus …see more

from $299 / night

$1995 - $5593 / week

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Responds fast!
avg. 1 hour 51 minutes

from $299 / night

19

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Features: Pet-Friendly / Free Wi-Fi."Sea-Esta" is a brand new 3 bedroom with two bunk rooms and 3 1/2 bath home featuring all the comforts of home PLUS much, much more! Located in the newest hot spot along 30A in Prominence South, centrally convenient to Alys Beach, Se …see more

from $275 / night

$1792 - $3766 / week

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from $275 / night

21

Rosemary Beach Vacation home accommodation

Florida Panhandle / Rosemary Beach

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
Only steps away from Rosemary Beach in the highly-coveted Seacrest Beach North community, this 4BR, 3BA home is perfect for your next beach escape! Enjoy your day meandering through the shops of Seacrest or the white sands of Seacrest Beach –this home offers the best of …see more

from $150 / night

$1050 / week

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Responds fast!
avg. 1 hour 31 minutes

from $150 / night

13

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Zoe Carriage House - 17 Tuckers Lane - Rosemary Beach, FL Special pricing for open July weeks! Four-night minimum! Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Cozy one bedroom / one bath carriage house located in Rosemary Beac …see more

from $134 / night

$803 - $1393 / week

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from $134 / night

(1) Excellent 

35

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hartsfield Cottage – 81 Hopetown Lane- Rosemary Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Hartsfield Cottage is a beautiful 4 bedroom, 4.5 bath home that sleeps 11 people located just six lots from the beach in popu …see more

from $496 / night

$3203 - $6826 / week

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from $496 / night

24

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Benoit Carriage House – 32 S. Green Turtle Lane - Rosemary Beach, FL End of Summer Special - 20% Off! Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Benoit Carriage House is a beautiful home just three lots from the Gulf in popul …see more

from $214 / night

$1263 - $2273 / week

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from $214 / night

22

Vacation cottage rental

Florida Panhandle / Rosemary Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
SAND DOLLAR CARRIAGE SAND DOLLAR CARRIAGE Sleeps 4 CARRIAGE HOUSE WITH SEPARATE KING BEDROOM and Rooftop Patio, Sleeps 4. SUNDAY TO SUNDAY RENTAL ONLY DURING SUMMER. - Comfortable Separate King Bedroom with 50" screen TV - Full bath with walk-in Shower - Fully equipped …see more

from $157 / night

$1099 - $3192 / week

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from $157 / night

26

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
SEAHORSE COTTAGE SEAHORSE COTTAGE with a 20' x 10' PRIVATE POOL in Rosemary Beach. This beautiful beach home sleeps 10, with Large King Master Suite, 2 Queen Guest Bedrooms, plus a Bunk Room that sleeps 4. SPECIAL BONUS - QUEEN BEDROOM ON THE MAIN FLOOR. SATURDAY TO SAT …see more

from $442 / night

$3094 - $5698 / week

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from $442 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
"The White House" Absolutely gorgeous, brand-new construction home located in the private community of Seacrest Beach, only a fws steps from the magnificent resort-style pools and within a short walk to the beach. This beautiful 5 bedroom, 5. 5 bathroom home offers an …see more

from $420 / night

$2940 - $7560 / week

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Responds fast!
avg. 2 hours 58 minutes

from $420 / night

45

Vacation home with shared pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Features: Bike Rentals (Seasonal-Free) / Free Wi-Fi.At Emerald Escape-Prominence, the architectural details throughout the home will have you falling in love and not wanting your perfect beach vacation to ever end! First floor features: outdoor shower, wrap around pati …see more

from $250 / night

$1645 - $4704 / week

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from $250 / night

25

Vacation home with shared pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
COTTAGE ON THE GREEN PRIVATE POOL at Cottage On The Green in Rosemary Beach. This adorable Cottage sleeps 8, with 1 King master bedroom, 1 Queen Guest Room, plus Bunk Room that sleeps 4. Located on one of the lush pocket parks in Rosemary Beach. There are 2 1/2 baths in …see more

from $235 / night

$1645 - $3689 / week

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from $235 / night

28

Vacation home with swimming pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
'OVER THE BOARDWALK' is just where you will be when you stay in this new, 'old,' luxurious, beach house. This home is located in the private, gated, Gulf-side community of Water's Edge at Seacrest Beach, adjacent to Rosemary Beach. 4 Bedrooms 3 Kings Plus Bunkroom sle …see more

from $640 / night

$4500 - $5000 / week

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from $640 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Coco Cabana, is a 4 bedroom 3 bath take a short stroll (2 blocks) to the pristine "emerald beach" with white-sugar sand, caribbean blue water and spectacular sunsets. Coco Cabana! Experience an outstanding vacation in this unforgettable beach home located in this sough …see more

from $315 / night

$2205 - $4270 / week

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Responds fast!
avg. 2 hours 58 minutes

from $315 / night

20

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
SEAHORSE CARRIAGE SEAHORSE CARRIAGE 1 Bed/1 Bath 600 Square Feet SEPARATE KING BEDROOM. Close to Town. Seahorse Carriage is an adorable, open concept carriage house with separate King Bedroom, Queen Sleeper in Living Room and Twin Bed in Loft. The spacious, fully equipp …see more

from $157 / night

$1099 - $1799 / week

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from $157 / night

26

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PATRICK'S COTTAGE FABULOUS NEW PATRICKS COTTAGE with 16' x 9' PRIVATE HEATED SALT WATER POOL in Rosemary Beach. This beautiful spacious home sleeps 12, with 2 Large King Master Suites, Queen Guest Suite, plus a Bunk Room on 3rd floor that sleeps 6. All bedrooms have pri …see more

from $472 / night

$3299 - $7196 / week

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from $472 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Big Sky South Beach House in Seacrest Beach Florida is a fabulous three story home located within the Cottages at Camp Creek subdivision. It offers porches in all three stories and features views of the beautiful manicured golf course as well as great views of the Gulf …see more

from $235 / night

$1645 - $3675 / week

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Responds fast!
avg. 3 hours 15 minutes

from $235 / night

27

Vacation home rental

Florida Panhandle / Rosemary Beach

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
STARFISH STARFISH MAIN HOUSE Sleeps 18 6 Bedrooms, 5 Baths 30' X 20' Private Pool with Lounging Area Outdoor Kitchen with Grill, Sink and Dining Table and Chairs Media Room for kids Starfish is a open concept, 6 bedroom/5 bath home that sleeps 18 and is 5,000 sq. ft. En …see more

from $571 / night

$3997 - $9191 / week

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from $571 / night

(2) Excellent 

31

Vacation home with shared pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hopetown on the Green - 122 Hopetown Lane- Rosemary Beach, FL Recently renovated and conveniently located on Rosemary Beach’s Western Green with spectacular Gulf of Mexico Views. Only one home from the Gulf, Hopetown on the Green is one of only three vacation homes ava …see more

from $791 / night

$4655 - $10060 / week

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from $791 / night

24

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Pet friendly
Directly across from the beach with wonderful gulf views. This vacation haven is an easy, quick walk to the sugar-white sands of the gulf beach - approximately 50 yards by boardwalk access. Seacrest beach has many amenties to offer. Located in a wonderful area it is sur …see more

from $450 / night

$3150 - $5180 / week

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Responds fast!
avg. 3 hours 39 minutes

from $450 / night

26

Vacation home with shared pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hartsfield Carriage House – 81 Hopetown Lane- Rosemary Beach, FL Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Hartsfield Carriage House is a beautiful 1 bedroom, 1 bath carriage home that sleeps 4 people located just six lots fr …see more

from $199 / night

$1178 - $2108 / week

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from $199 / night

59

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Big Bamboo, is a short stroll (2 blocks) to the pristine "emerald beach" with white-sugar sand, caribbean blue water and spectacular sunsets. Beautiful 6 bedroom 5.5 bath house in Seacrest beach1st Floor: A lovely covered porch extends the length of the house. The livi …see more

from $430 / night

$3010 - $6335 / week

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Responds fast!
avg. 2 hours 58 minutes

from $430 / night

12

Home rental in Rosemary Beach

Florida Panhandle / Rosemary Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
"Coco Pucci" is conveniently located in the heart of Rosemary Beach, right above the shops, this one bedroom, two bathroom condo provides the perfect backdrop for a romantic getaway for two or a single family retreat. The bright and airy living area lets in plenty of li …see more

from $140 / night

$980 - $2835 / week

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Responds fast!
avg. 2 hours 58 minutes

from $140 / night

43

Vacation home rental

Florida Panhandle / Rosemary Beach

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Nageotte Cottage – 92 Rosemary Ave, Rosemary Beach, FL. End of Summer Special - 20% Off! Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! Its stately pillared facade will tell you that Nageotte Cottage is one of Rosemary Beach’s f …see more

from $603 / night

$3888 - $8315 / week

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from $603 / night

(1) Excellent 

25

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
NAUTILUS COTTAGE NAUTILUS COTTAGE is a beautiful OPEN CONCEPT home that sleeps 10 and offers 2 King Bedrooms and Bunk Room with 2 Fulls and 2 twin beds. Large King Master Suite with Screened in Porch overlooking the pocket park. The Bunk Room sleeps 6, with 2 twin and 2 …see more

from $243 / night

$1694 - $4193 / week

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from $243 / night

57

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
Welcome to Southern Charm! The perfect, laid back, luxury home you've been looking for is located only steps from the most pristine beaches in South Walton. This brand new, 3 bedroom, 2.5 bath home sleeps up to 10 people comfortably. Impecable and modern decorations …see more

from $256 / night

$1785 - $2940 / week

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Responds fast!
avg. 2 hours 58 minutes

from $256 / night

(1) Very Good 

24

Vacation home with shared pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Nageotte Carriage House – 92B Rosemary Ave, Rosemary Beach, FL End of Summer Special - 20% Off! Stay with Sunburst and get up to $280 in Beach Gear delivered to your vacation home! The unique design of the Nageotte Carriage House makes it one of Rosemary Beach’s fine …see more

from $179 / night

$1058 - $1883 / week

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from $179 / night

(7) Very Good 

41

Vacation apartment rental

Florida Panhandle / Rosemary Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Loft 2E is conveniently located in the heart of Rosemary Beach, right above the shops, this one bedroom, two bathroom condo provides the perfect backdrop for a romantic getaway for two or a single family retreat. The bright and airy living area lets in plenty of light t …see more

from $140 / night

$980 - $2835 / week

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Responds fast!
avg. 2 hours 58 minutes

from $140 / night

(1) Good 

36

Vacation home with swimming pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Providence on the Green - 133 New Providence Lane – Rosemary Beach, FL Spectacular Providence on the Green in Rosemary Beach is just one house away from the gulf and faces the lovely Western Green. This Carey McWhorter designed home has incredible views of the Gulf of …see more

from $731 / night

$4305 - $9290 / week

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from $731 / night

57

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Perfectly located South of 30A, "Coquina Cottage" is a beautiful 4 bedroom, 4 bath home on the Gulf side in gorgeous Rosemary Beach. A brief two block stroll down the boardwalk to the sparkling waters of the Gulf of Mexico and one block from restaurants and boutiques in …see more

from $515 / night

$3605 - $9170 / week

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Responds fast!
avg. 2 hours 58 minutes

from $515 / night

11

Apartment rental in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Suitable for children age 5+
Newly Renovated Luxurious and Spacious Condo in the Villages of South Walton with 2 King Beds in the Heart of Seacrest!! The Largest floor plan available! The living room has a large flat screen TV with Wii, DVD/Blu-ray, sofa, and private balcony access. With travertine …see more

from $175 / night

$1225 - $2590 / week

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Responds fast!
avg. 2 hours 40 minutes

from $175 / night

9

Rosemary Beach Vacation apartment rental

Florida Panhandle / Rosemary Beach

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
Plaza del Sol Reserve your stay at the Village of South Walton in the Heart of Seacrest!! Picture sitting by the Gulf of Mexico with the waves lapping at your feet and the sand as your seat. Reserve your stay at Village of South Walton and enjoy staying just a sh …see more

from $85 / night

$595 - $1225 / week

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Responds fast!
avg. 3 hours 50 minutes

from $85 / night

36

Vacation apartment in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Situated just north of Rosemary Beach's Town Center, Palmer Flat is a luxurious two bedroom, two bathroom condo that offers everything you need for your next beach retreat. Relax on the third floor balcony over looking St. Augustine Park or take the short walk into Rose …see more

from $165 / night

$1155 - $3255 / week

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Responds fast!
avg. 2 hours 58 minutes

from $165 / night