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

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3,366 Vacation rentals

55

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Come dip your toes into the refreshing ocean waters when you book a stress-free getaway to this custom-construction Inlet Beach home. Offering access to a shared tropical pool, ocean views, and a location that puts you in the heart of the action, your vacation promises …see more

from $248 / night

$1,736 / week

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Responds fast!
avg. 1 hour 17 minutes

from $248 / night

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 …see more

from $106 / night

$742 - $1,113 / week

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from $106 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
This first time rental is truly a unique find in Rosemary Beach, where you can experience the privacy of your outdoor courtyard with a refreshing whirlpool, kitchen, and outdoor fireplace, or sit on your front porch overlooking a beautiful secluded park. The open light …see more

from $275 / night

$3,550 - $4,150 / week

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from $275 / night

(1) Excellent 

18

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 in Rosemary Beach 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 …see more

from $242 / night

$1,694 - $4,193 / week

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from $242 / night

14

Vacation studio in Rosemary Beach

Florida Panhandle / Rosemary Beach

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Private garden
If you are searching for a comfortable oasis with the sophistication and charm of a luxury hotel this is the place to spend your Rosemary Beach getaway. This newly constructed studio is perfect for couples wanting to spend quality time together. The chic decor and open …see more

from $177 / night

$1,150 - $1,950 / week

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from $177 / night

(1) Excellent 

24

Home rental in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in Rosemary Beach. This meticulously maintained coastal chic home with an open airy ambiance is the perfect place to enjoy spend …see more

from $383 / night

$2,850 - $6,450 / week

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from $383 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The All Seasons Collection 30A is proud to include this fabulous family getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. The flow of the dining, living and kitchen space makes this the perfect retreat to celebrate and vacation in …see more

from $465 / night

$6,950 - $8,950 / week

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from $465 / night

25

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Located in the pedestrian-friendly community of Rosemary Beach, this two bedroom luxury condo features a modern, full kitchen, a shared pool, stylish decor, and a private balcony, all just a few blocks from the beach. Explore the creeks and marshes of nearby Panorama …see more

from $154 / night

$1,078 / week

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Responds fast!
avg. 1 hour 17 minutes

from $154 / 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 $786 / night

$5,500 / week

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from $786 / night

(2) Excellent 

23

Vacation home with shared pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.08 mi
  • Swimming pool
Located on Boardwalk B less than a two-minute walk to the beach, the Haglund Beach House is a 2750 sq. ft., Charleston-style home with 4 bedrooms, 4 ½ baths in the perfect location in the heart of Rosemary Beach. Situated next to the infinite edge Coquina pool, the hom …see more

from $428 / night

$2,995 - $7,895 / week

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Responds fast!
avg. 1 hour 42 minutes

from $428 / night

(1) Excellent 

21

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
BRAND NEW, FAMILY FRIENDLY HOME IN QUIET BEACH NEIGHBORHOOD; CLOSE TO EVERYTHING. JUST MINTUES AWAY FROM THE BEACH AND POWELL LAKE. Make yourself right at home. ____ is a brand new, family friendly home located 5 minutes from the beautiful emerald beaches along 30A a …see more

from $295 / night

$1,995 - $3,325 / week

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Responds fast!
avg. 1 hour 25 minutes

from $295 / 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 $841 / night

$4,940 - $10,610 / week

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from $841 / 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 $501 / night

$3,238 - $6,826 / week

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from $501 / night

29

Vacation condo in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Walk to all of your favorite quaint restaurants in Rosemary Beach or Alys, stroll along with coffee and shopping or stay on the property and visit the onsite bar and grill. With the beach LITERALLY just outside your door, you can spend all of your time on the beach or …see more

from $430 / night

$3,010 / week

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Responds fast!
avg. 8 minutes

from $430 / 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 $501 / night

$3,238 - $6,826 / week

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from $501 / 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 $204 / night

$1,213 - $2,108 / week

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from $204 / 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 $950 / night

$13,700 - $14,500 / week

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from $950 / night

12

Vacation cottage in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
This Rosemary Beach Carriage House Is Steps To The Beach And Around The Corner From The Center Of Town. It Is Perfect For A Couples Getaway Or A Family Vacation Of Four. Professionally Decorated With Custom Furnishing And A Modern Updated Kitchen With Stainless Applianc …see more

from $201 / night

$1,575 - $2,650 / week

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from $201 / night

28

Vacation condo rental

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
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

$1,895 - $5,593 / week

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Responds fast!
avg. 2 hours 6 minutes

from $299 / 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

$1,996 / week

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from $286 / night

24

Vacation cottage in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
A true Rosemary Beach favorite. This comfortably chic cottage with the utmost in quality furnishings is truly the place to create your perfect getaway vacation. The family rooms central location in the home is relaxing with great seating for everyone. From the moment yo …see more

from $391 / night

$2,695 - $5,250 / week

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from $391 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
The All Seasons Collection 30A is excited to offer once again the Stillwater Cottage to our collection of distinctive homes all located in Rosemary Beach. After a 12 month extensive and magnificent renovation transformation this home reflects grace, charm and style. Th …see more

from $853 / night

$8,450 - $13,950 / week

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from $853 / 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 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 finest. Situated on a quiet boardwalk …see more

from $184 / night

$1,093 - $1,883 / week

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from $184 / night

24

Home rental 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
The Happy House Cottage will embrace with its warmth, stylish décor and overall happy atmosphere. This quintessential Rosemary Beach cottage has been meticulously refurbished while maintaining its cozy, charming ambience. The open floor plan to include dining, kitchen, …see more

from $307 / night

$2,950 - $4,450 / week

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from $307 / night

(1) Excellent 

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 $499 / night

$5,593 / week

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Responds fast!
avg. 1 hour 49 minutes

from $499 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
This impeccably maintained home on the boardwalk just steps to the beach, is perfect for friends and family who want to enjoy a getaway to Rosemary Beach in grand style. The overall comfortable casualness of this home features expansive living space to include dining, k …see more

from $425 / night

$2,850 - $6,250 / week

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from $425 / night

21

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Golden Retreat is the newest addition to The All Seasons Collection 30a portfolio of distinctive homes all located exclusively in the town of Rosemary Beach. Just steps to dining, shopping and the beautiful blue waters and sugar white sands of the Gulf of Mexico. This …see more

from $400 / night

$4,890 - $7,650 / week

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from $400 / 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 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 popular Rosemary Beach. This home featu …see more

from $219 / night

$1,298 - $2,363 / week

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from $219 / night

11

Apartment rental in Rosemary Beach with shared pool, golf nearby

Florida Panhandle / Rosemary Beach

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
3 Bedroom 2 Bath Condo - sleeps up to 7 Weston - Destin Property 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 T …see more

from $290 / night

$2,030 / week

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from $290 / night

17

Vacation apartment with shared pool, golf nearby in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
This luxurious, professionally decorated, 2 story, 2+ bedroom / 3 bath condo is located in the heart of Rosemary Beach on the south side of 30-A next to the fine shops and restaurants. Perfect for a couples’ getaway, the Mercado, (Spanish for market) was the winner of t …see more

from $230 / night

$1,659 - $4,340 / week

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from $230 / 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. 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 finest architectural gems. Step ins …see more

from $608 / night

$3,923 - $8,315 / week

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from $608 / night

24

Vacation home in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Step into this newly refurbished Rosemary cottage, and step it up a notch in your Rosemary Beach vacation experience with this comfortably chic residence has everything you would want for your Rosemary Beach getaway. A spacious outdoor courtyard/kitchen. Just around the …see more

from $355 / night

$3,350 - $4,950 / week

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from $355 / night

23

Home rental in Rosemary Beach with shared pool, golf nearby

Florida Panhandle / Rosemary Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
Located in the heart of Rosemary Beach on the Southside of 30A, 19 N Briland Lane is a four-bedroom West-indies-style home! Enjoy views of the Gulf and Eastern Green from the upstairs porches, both of which are furnished with comfortable hanging beds, and it's close pro …see more

from $292 / night

$1,911 - $10,255 / week

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from $292 / night

6

Home rental in Rosemary Beach

Florida Panhandle / Rosemary Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Car not necessary
  • Air conditioning
20 East Water Street is a newly renovated, modern 3 bedroom, 2.5 bath beach retreat located in the heart of Rosemary Beach. Situated on an oversized corner lot with ample outdoor space, this home offers the ultimate private and easy beach living. Featuring minimalist st …see more

from $276 / night

$1,841 - $5,026 / week

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from $276 / night

23

Vacation home with shared pool, golf nearby in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • 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 $420 / night

$3,066 - $7,630 / week

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from $420 / night

31

Vacation home with swimming pool in Rosemary Beach

Florida Panhandle / Rosemary Beach

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
Welcome to "La Bella Vita!" This impressive, 4 bedroom, Rosemary Beach home is located just three blocks from the beach and right outside the Rosemary Beach Town Center. With three stories, this home offers a reverse floor plan with most of the bedrooms on the first flo …see more

from $639 / night

$4,683 - $11,375 / week

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from $639 / night

21

Vacation apartment rental

Florida Panhandle / Rosemary Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
"Dot's Beach Retreat" is a lovely updated Penthouse Condo located in the heart of Rosemary Beach overlooking Barrett Square just north of 30A and is within steps of many shops and dining options. Guests are greeted to 20 foot ceilings and an open, dramatic living space. …see more

from $165 / night

$1,085 - $3,164 / week

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from $165 / night

27

Apartment rental in Rosemary Beach with shared pool

Florida Panhandle / Rosemary Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
Singin' In The Sun is a cozy first floor 2 bedroom, 2 Bath unit next to the desirable St. Augustine Park and the new Rosemary Beach Community Complex and Pool. The unit is currently undergoing remodeling and is being professionally decorated for its next guest! Rosemary …see more

from $133 / night

$973 - $2,695 / week

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from $133 / night

39

Rosemary Beach Vacation home rental

Florida Panhandle / Rosemary Beach

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning
Welcome to 2 Spanish Town Court, a luxury Gulf front home and carriage house located in Rosemary Beach! This beautiful Rosemary Beach vacation rental is equipped with fabulous posh interiors and features amazing Gulf views from the second and third floors. The firs …see more

from $788 / night

$6,090 - $15,575 / week

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from $788 / night

24

Vacation apartment with shared pool, golf nearby in Rosemary Beach

Florida Panhandle / Rosemary Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • 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 $121 / night

$847 - $2,695 / week

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from $121 / night