Rosemary Beach, Florida

Vacation Rentals in Rosemary Beach, Florida

Discover 61 vacation rental properties in Rosemary Beach. From 1 to 7 bedrooms. Average $730/night. 100% have pools.

61 verified listings Book securely on VRBO Prices updated March 2026

61 properties available

Highland Carriage House - Great for Couples or Small Family, 4 Min to Beach

Highland Carriage House - Great for Couples or Small Family, 4 Min to Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$267/night
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Julia's Carriage House - Steps from the Center of Rosemary Beach!

Julia's Carriage House - Steps from the Center of Rosemary Beach!

1 bed 1 bath
PoolA/CWiFiBalcony
$212/night
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Butterfly Carriage House - Rosemary Beach, Butterfly Park, Bikes, 4 Pools

Butterfly Carriage House - Rosemary Beach, Butterfly Park, Bikes, 4 Pools

1 bed 1 bath
PoolA/CWiFiBalcony
$243/night
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Private beach/Pool Access-Cozy and Quaint -Steps to the Beach and Town Center

Private beach/Pool Access-Cozy and Quaint -Steps to the Beach and Town Center

1 bed 2 baths
PoolA/CWiFiBalcony
$349/night
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Bella Carriage House— Elegant modern minimalism close to Beach and Pools

Bella Carriage House— Elegant modern minimalism close to Beach and Pools

1 bed 1 bath
PoolA/CWiFiBalcony
$392/night
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Whimsical Getaway Retreat!!!, Steps to the Beach/Town Center-2 Bikes included

Whimsical Getaway Retreat!!!, Steps to the Beach/Town Center-2 Bikes included

2 beds 1 bath
PoolA/CWiFiBalcony
$352/night
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Land and Sea: Fabulous Carriage House - South of 30A w/ Gulf Views!

Land and Sea: Fabulous Carriage House - South of 30A w/ Gulf Views!

1 bed 1 bath
PoolA/CWiFiBalcony
$366/night
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Lola’s Carriage House - free bikes, close to pool, & seconds to beach

Lola’s Carriage House - free bikes, close to pool, & seconds to beach

1 bed 1 bath
PoolA/CWiFiBalcony
$390/night
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Harper Cottage & Carriage House - Stunning, Private Pool, 4 Bikes

Harper Cottage & Carriage House - Stunning, Private Pool, 4 Bikes

5 beds 5 baths
PoolA/CWiFiBalcony
$993/night
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Santa Marta: Fabulous Carriage House - South of 30a - Pet Friendly!

Santa Marta: Fabulous Carriage House - South of 30a - Pet Friendly!

1 bed 1 bath
PoolA/CWiFiBalcony
$264/night
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"Sandy Haven" South Side 30A Vacation Rental House in Rosemary Beach + BIKES!

"Sandy Haven" South Side 30A Vacation Rental House in Rosemary Beach + BIKES!

3 beds 2 baths
PoolA/CWiFiBalcony
$663/night
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Gulf View!! Cozy Creole Pied-a-Terre-Newly Refurbished

Gulf View!! Cozy Creole Pied-a-Terre-Newly Refurbished

1 bed 1 bath
PoolA/CWiFiBalcony
$574/night
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Beach Haven Carriage House -

Beach Haven Carriage House -

1 bed 1 bath
PoolA/CWiFiBalcony
$348/night
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30A GULF FRONT. 600’ PRIVATE BEACH for HIGH POINTE. 2 bed & 2 bath. PICKLEBALL

30A GULF FRONT. 600’ PRIVATE BEACH for HIGH POINTE. 2 bed & 2 bath. PICKLEBALL

2 beds 2 baths
PoolA/CWiFiBalcony
$646/night
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BeeBy the Sea l Gulf Views l Walk to Beach l Bikes

BeeBy the Sea l Gulf Views l Walk to Beach l Bikes

2 beds 2 baths
PoolA/CWiFiBalcony
$296/night
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Gulf Views-Rosemary Beach Carriage House-2 FREE bikes-Heated Pool

Gulf Views-Rosemary Beach Carriage House-2 FREE bikes-Heated Pool

2 beds 1 bath
PoolA/CWiFiBalcony
$474/night
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⭐Gulf Views~2 Bikes Included~120ft 2 Beach Access~Sunset Serenade

⭐Gulf Views~2 Bikes Included~120ft 2 Beach Access~Sunset Serenade

2 beds 3 baths
PoolA/CWiFiBalcony
$387/night
View Details → Book on VRBO
Beachfront Rosemary Beach Area Home-Panoramic Views of Gulf-Sunrise to Sunset!

Beachfront Rosemary Beach Area Home-Panoramic Views of Gulf-Sunrise to Sunset!

3 beds 3 baths
PoolA/CWiFiBalcony
$1,858/night
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Hemingway Carriage House - SLIGHT GULF VIEWS! CLOSE TO MAIN STREET!

Hemingway Carriage House - SLIGHT GULF VIEWS! CLOSE TO MAIN STREET!

1 bed 1 bath
PoolA/CWiFiBalcony
$375/night
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Dog-friendly beachfront townhouse with balcony, beach views, 2 bikes, W/D

Dog-friendly beachfront townhouse with balcony, beach views, 2 bikes, W/D

2 beds 2 baths
PoolA/CWiFiBalcony
$237/night
View Details → Book on VRBO
Villas at Sunset Beach A201 - Beachfront, Pool, Seacrest, 2 Bikes Incl!

Villas at Sunset Beach A201 - Beachfront, Pool, Seacrest, 2 Bikes Incl!

3 beds 3 baths
PoolA/CWiFiBalcony
$682/night
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Stunning Carriage House of Gulf Front Home at Beach Access with Views!

Stunning Carriage House of Gulf Front Home at Beach Access with Views!

1 bed 2 baths
PoolA/CWiFiBalcony
$462/night
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42W High Pointe Condo ~ 2 BD 2 BA Beachfront ~ Beach Service Included

42W High Pointe Condo ~ 2 BD 2 BA Beachfront ~ Beach Service Included

2 beds 2 baths
PoolA/CWiFiBalcony
$853/night
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Mini Beach Bungalow CH - GULF VIEWS, SOUTH OF 30A. FREE BIKES/GYM/FITNESS

Mini Beach Bungalow CH - GULF VIEWS, SOUTH OF 30A. FREE BIKES/GYM/FITNESS

1 bed 1 bath
PoolA/CWiFiBalcony
$345/night
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Terra Casa Cottage & Carriage House - Gulf Views over the Eastern Green

Terra Casa Cottage & Carriage House - Gulf Views over the Eastern Green

4 beds 4 baths
PoolA/CWiFiBalcony
$1,222/night
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Honeymoon Carriage House - Rosemary Beach

Honeymoon Carriage House - Rosemary Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$455/night
View Details → Book on VRBO
Oasis Cottage & Carriage House-Luxurious, Breathtaking Gulf Front in Rosemary

Oasis Cottage & Carriage House-Luxurious, Breathtaking Gulf Front in Rosemary

6 beds 7 baths
PoolA/CWiFiBalcony
$2,172/night
View Details → Book on VRBO
Hope Town Pearl Cottage - Views of Gulf & Western Green, Bikes

Hope Town Pearl Cottage - Views of Gulf & Western Green, Bikes

4 beds 4 baths
PoolA/CWiFiBalcony
$1,626/night
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Top floor, End unit 3BR/3BA w/amazing Gulf/Pool Views, Sleeps 8 (High Pointe)

Top floor, End unit 3BR/3BA w/amazing Gulf/Pool Views, Sleeps 8 (High Pointe)

3 beds 3 baths
PoolA/CWiFiBalcony
$484/night
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30A Rosemary Beach Carriage House 'Tuscan Blue'-Steps from Pool and Beach Access

30A Rosemary Beach Carriage House 'Tuscan Blue'-Steps from Pool and Beach Access

2 beds 1 bath
PoolA/CWiFiBalcony
$465/night
View Details → Book on VRBO
Rose at Mercado - Penthouse Condo in Rosemary Beach, Free Bikes

Rose at Mercado - Penthouse Condo in Rosemary Beach, Free Bikes

3 beds 3 baths
PoolA/CWiFiBalcony
$469/night
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Just Breathe Flat— Luxury oasis overlooking the park, close to pool, 2 Bikes

Just Breathe Flat— Luxury oasis overlooking the park, close to pool, 2 Bikes

2 beds 2 baths
PoolA/CWiFiBalcony
$340/night
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Savannah 1E— Classic Rosemary Beach Condo with Gulf Views

Savannah 1E— Classic Rosemary Beach Condo with Gulf Views

2 beds 2 baths
PoolA/CWiFiBalcony
$545/night
View Details → Book on VRBO
Pitot House,Gulf Front 3bed/3 bath Rosemary Great Gulf front views

Pitot House,Gulf Front 3bed/3 bath Rosemary Great Gulf front views

3 beds 3 baths
PoolA/CWiFiBalcony
$1,102/night
View Details → Book on VRBO
Gulf Front, Amazing Beach View, Top Rated. The Villas at Sunset Beach, C201.

Gulf Front, Amazing Beach View, Top Rated. The Villas at Sunset Beach, C201.

3 beds 3 baths
PoolA/CWiFiBalcony
$869/night
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Walter's Carriage House -Close to the Beach & Coquina Pool! Free Fitness/Tennis!

Walter's Carriage House -Close to the Beach & Coquina Pool! Free Fitness/Tennis!

1 bath
PoolA/CWiFiBalcony
$505/night
View Details → Book on VRBO
Newly Renovated Gulf-Front Home In Rosemary Beach

Newly Renovated Gulf-Front Home In Rosemary Beach

5 beds 4 baths
PoolA/CWiFiBalcony
$1,184/night
View Details → Book on VRBO
South of 30A condo on the beach - walk to Rosemary and Alys

South of 30A condo on the beach - walk to Rosemary and Alys

3 beds 3 baths
PoolA/CWiFiBalcony
$467/night
View Details → Book on VRBO
Beach Haven Cottage - Gulf Front Home

Beach Haven Cottage - Gulf Front Home

2 beds 3 baths
PoolA/CWiFiBalcony
$1,434/night
View Details → Book on VRBO
Stay for Summer! GULF FRONT! Private beach access! 4 Adult Bikes! Amazing Gulf Views!

Stay for Summer! GULF FRONT! Private beach access! 4 Adult Bikes! Amazing Gulf Views!

4 beds 4 baths
PoolA/CWiFiBalcony
$1,161/night
View Details → Book on VRBO
Beach Bungalow Cottage - Nestled behind the Dunes! Gulf Views! FREE GYM/TENNIS

Beach Bungalow Cottage - Nestled behind the Dunes! Gulf Views! FREE GYM/TENNIS

3 beds 3 baths
PoolA/CWiFiBalcony
$1,311/night
View Details → Book on VRBO
Lamberth Carriage House - Gulf Views! Steps to the Beach! Free Bikes, Fitness, Tennis

Lamberth Carriage House - Gulf Views! Steps to the Beach! Free Bikes, Fitness, Tennis

1 bed 1 bath
PoolA/CWiFiBalcony
$381/night
View Details → Book on VRBO
Looking Glass Cottage & Carriage House

Looking Glass Cottage & Carriage House

7 beds 6 baths
PoolA/CWiFiBalcony
$3,330/night
View Details → Book on VRBO
Atwoods Cottage & Carriage House—*Fully Renovated 2024*

Atwoods Cottage & Carriage House—*Fully Renovated 2024*

3 beds 4 baths
PoolA/CWiFiBalcony
$1,317/night
View Details → Book on VRBO
Hemingway Cottage - Gulf Front Views! 2 Master Suites, Free Bikes, Fitness, Tennis

Hemingway Cottage - Gulf Front Views! 2 Master Suites, Free Bikes, Fitness, Tennis

3 beds 3 baths
PoolA/CWiFiBalcony
$1,549/night
View Details → Book on VRBO
Mahogany Carriage House - Gulf Views! Open Floor Plan! Free Bikes/Fitness/Tennis

Mahogany Carriage House - Gulf Views! Open Floor Plan! Free Bikes/Fitness/Tennis

1 bed 1 bath
PoolA/CWiFiBalcony
$552/night
View Details → Book on VRBO
Walter's Cottage - Gulf Front Views! 3 King Beds! Free Fitness/Tennis!

Walter's Cottage - Gulf Front Views! 3 King Beds! Free Fitness/Tennis!

3 beds 3 baths
PoolA/CWiFiBalcony
$1,430/night
View Details → Book on VRBO
Shell of a View | Gulf Front 4 Bedroom

Shell of a View | Gulf Front 4 Bedroom

4 beds 5 baths
PoolA/CWiFiBalcony
$2,351/night
View Details → Book on VRBO

Showing 48 of 61 properties

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