Cottage in Rosemary Beach, FL
5 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
Jolly Roger is a beautiful 2 bedroom, 2 bathroom carriage home perfectly located in Rosemary Beach featuring a private parking area and entrance through the courtyard, with a lovely view of the Gulf from its balcony. Once inside you will find a bright and open living area cozy enough for every guest to unwind. The adjoining kitchen is fully stocked with all the tools you need for meal prep. It features stainless steel appliances and a bar with seating for two guests. Just around the corner is the master bedroom featuring a king bed and a full private bathroom with a glass-enclosed shower. The loft area can be found just up the spiral staircase. The loft features two twin beds and one trundle bed, accommodating 3 guests. There is a full private bathroom on this level as well as a built in sitting area.
Located just 2.5 blocks from the shores of the Gulf, 1 block away from the Barbados Pool, and a short walk to the Rosemary Town Center, you are sure to have a fabulous time during your stay at Jolly Roger!
SLEEPING ARRANGEMENTS (SLEEPS 5):
- Master bedroom: king bed with full private bathroom
- Loft: Two twin bed with one trundle bed and full private bathroom
HOME HIGHLIGHTS:
- Wrap around porch
- Private parking
- Outdoor shower
- Wifi
- Pets considered (Must receive approval, please include breed and age of dog in your inquiry e-mail notes)
** Guest responsible for providing beach and pool towels
ROSEMARY AMENITIES:
- Private beach access
- Access to 4 community pools
- Beach chair and umbrella rental service available (additional fees apply)
- Fitness center (additional fees apply)
- Access to tennis courts (additional fees apply)
- Walking trails
- 24 hour security
BOOKING POLICY:
• A 50% Advance Deposit is due at the time of booking.
• Balance is due 30 days prior to arrival date.
• Deposits are fully refundable if cancellations are given 30 days prior to arrival date.
• Check-In begins at 4:00PM CST. If available, an early check-in may be requested for an additional fee.
• Check-Out is by 10:00AM CST. If available, a late check-out may be requested for an additional fee.
• Must Be 25 Or Older To Rent. We have a strict family only policy. No exceptions.
The home is pet friendly for APPROVED pets only for a (non-refundable) Additional Fee:
- Small or Medium sized dogs ONLY
- Non-Shedding
- House-Trained
- Maximum of 2 Dogs
Call, text or email for more information or to book this beautiful property.
Located just 2.5 blocks from the shores of the Gulf, 1 block away from the Barbados Pool, and a short walk to the Rosemary Town Center, you are sure to have a fabulous time during your stay at Jolly Roger!
SLEEPING ARRANGEMENTS (SLEEPS 5):
- Master bedroom: king bed with full private bathroom
- Loft: Two twin bed with one trundle bed and full private bathroom
HOME HIGHLIGHTS:
- Wrap around porch
- Private parking
- Outdoor shower
- Wifi
- Pets considered (Must receive approval, please include breed and age of dog in your inquiry e-mail notes)
** Guest responsible for providing beach and pool towels
ROSEMARY AMENITIES:
- Private beach access
- Access to 4 community pools
- Beach chair and umbrella rental service available (additional fees apply)
- Fitness center (additional fees apply)
- Access to tennis courts (additional fees apply)
- Walking trails
- 24 hour security
BOOKING POLICY:
• A 50% Advance Deposit is due at the time of booking.
• Balance is due 30 days prior to arrival date.
• Deposits are fully refundable if cancellations are given 30 days prior to arrival date.
• Check-In begins at 4:00PM CST. If available, an early check-in may be requested for an additional fee.
• Check-Out is by 10:00AM CST. If available, a late check-out may be requested for an additional fee.
• Must Be 25 Or Older To Rent. We have a strict family only policy. No exceptions.
The home is pet friendly for APPROVED pets only for a (non-refundable) Additional Fee:
- Small or Medium sized dogs ONLY
- Non-Shedding
- House-Trained
- Maximum of 2 Dogs
Call, text or email for more information or to book this beautiful property.
Map of Rosemary Beach, FL
Ratings and reviews
10 / 10Outstanding·Sep 2025
The location is unreal!! Like 83 feet to all of Rosemary and the beach!!
8 / 10Excellent·Sep 2025
Location was great! Place was cute. Would stay again.
10 / 10Outstanding·Aug 2025
Excellent property and location.
6 / 10Average·Sep 2022
note to Property Management and owner: Location is great, property is nice(cool space and set up), but clearly needs some work.. It is very worn looking, exterior needs pressure washing and paint. Interior needs better cleaning-mainly floors(Our feet and socks would get dirty from walking around inside).
$$$$
Top rated by guests
9Outstanding
(62 Ratings)
"The location is unreal!! Like 83 feet to all of Rosemary and the beach!!"
Carson C.Don't miss out! Price and availability may change
