Vacation Rentals For Families

101 Bridgetown

Location: Rosemary Beach, Florida
Property Type: House
from $395 /nt
2
3
6

The All Seasons Collection 30A is pleased to offer this quintessential Rosemary style cottage as part of our distinctive collection of vacation homes exclusively located in the town of Rosemary Beach. This charming and cozy cottage located on a majestic tree lined street around the corner from the Cabana Pool and playground, also a short walk to the town center and beach is truly the perfect getaway retreat. A lovely…...

This cozy cottage located on a majestic tree-lined street just around the corner from the Cabana Pool is the perfect getaway retreat.

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101 Bridgetown

The All Seasons Collection 30A is pleased to offer this quintessential Rosemary style cottage as part of our distinctive collection of vacation homes exclusively located in the town of Rosemary Beach. This charming and cozy cottage located on a majestic tree lined street around the corner from the Cabana Pool and playground, also a short walk to the town center and beach is truly the perfect getaway retreat. A lovely…

Bedrooms 2
Bathrooms 3
# of Guests 6
Pet Friendly? No

104 N Barrett Square

Location: Rosemary Beach, Florida
Property Type: Condo
from $250 /nt
1
2
4

The All Seasons Collection 30A is proud to include this cozy and quaint getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. This newly refurbished property with an air of sophistication and relaxing comfort is perfect for a couples getaway or a family of four wanting to have the ease of walking out the door and having immediate access to the many restaurants, shops…...

For the perfect romantic couples getaway or small family beach vacation, look no further than this cozy yet sophisticated beach retreat.

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104 N Barrett Square

The All Seasons Collection 30A is proud to include this cozy and quaint getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. This newly refurbished property with an air of sophistication and relaxing comfort is perfect for a couples getaway or a family of four wanting to have the ease of walking out the door and having immediate access to the many restaurants, shops…

Bedrooms 1
Bathrooms 2
# of Guests 4
Pet Friendly? No

108 Bourne

Location: Rosemary Beach, Florida
Property Type: House
from $395 /nt
3
3.5
8

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach Step into this newly refurbished Rosemary cottage, and step it up a notch in your Rosemary Beach vacation experience. This comfortably chic residence has everything you would want for your Rosemary Beach getaway. A spacious outdoor courtyard/kitchen. Just around the corner from…...

Enjoy a top-notch Rosemary Beach vacation in this newly refurbished cottage adorned with private balconies and an outdoor courtyard.

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108 Bourne

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach Step into this newly refurbished Rosemary cottage, and step it up a notch in your Rosemary Beach vacation experience. This comfortably chic residence has everything you would want for your Rosemary Beach getaway. A spacious outdoor courtyard/kitchen. Just around the corner from…

Bedrooms 3
Bathrooms 3.5
# of Guests 8
Pet Friendly? No

120 West Water

Location: Rosemary Beach, Florida
Property Type: House
from $500 /nt
4
5
10

'Under the Rosemary Sun' is a wonderful getaway that combines the allure of the beautiful Gulf of Mexico with the warmth of a Tuscan Villa. Only the finest has been incorporated into this Rosemary Beach home which is evident by the quality of design (award-winning architect and design firm), complete with expansive windows that soak in an abundance of light and sunshine making this home ideal for family and friends…...

UNDER THE ROSEMARY SUN -- located IN Rosemary Beach Community with Gulf View! 2 KING MASTER SUITES 1 QUEEN 1st FLOOR BEDROOM 3rd FLOOR BUNK BEDS (2) 4 1/2 BATHS HEATED POOL 10 GUESTS WRAP AROUND PORCH WITH GULF VIEW

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120 West Water

'Under the Rosemary Sun' is a wonderful getaway that combines the allure of the beautiful Gulf of Mexico with the warmth of a Tuscan Villa. Only the finest has been incorporated into this Rosemary Beach home which is evident by the quality of design (award-winning architect and design firm), complete with expansive windows that soak in an abundance of light and sunshine making this home ideal for family and friends…

Bedrooms 4
Bathrooms 5
# of Guests 10
Pet Friendly? No

133 E Kingston

Location: Rosemary Beach, Florida
Property Type: Cottage
from $650 /nt
4
3.5
10

The All Seasons Collection is pleased to include this fabulous family getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach includes private beach access. This comfortably chic first floor living area and open floor plan is perfect to enjoy sharing conversation and laughter with family and friends. Another incredible feature of this home is the outdoor living area, perhaps one of the largest in…...

Getaway Oasis, Comfortably Chic-Amazing Outdoor Space-Pool-Fire Pit-Dining

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133 E Kingston

The All Seasons Collection is pleased to include this fabulous family getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach includes private beach access. This comfortably chic first floor living area and open floor plan is perfect to enjoy sharing conversation and laughter with family and friends. Another incredible feature of this home is the outdoor living area, perhaps one of the largest in…

Bedrooms 4
Bathrooms 3.5
# of Guests 10
Pet Friendly? No

15 Wiggle

Location: Rosemary Beach, Florida
Property Type: House
from $595 /nt
5
4
10

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. This true quintessential Tuscan style Villa with coastal charm is perfect to enjoy an indoor/outdoor vacation experience. Centrally located just a few steps to the center of town and minutes to the beautiful Gulf of Mexico. The first floor living area is expansive…...

This unique Tuscan style Villa with its elegant courtyard, private pool, and coastal charm is ideal for enjoyment indoors or outdoors.

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15 Wiggle

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. This true quintessential Tuscan style Villa with coastal charm is perfect to enjoy an indoor/outdoor vacation experience. Centrally located just a few steps to the center of town and minutes to the beautiful Gulf of Mexico. The first floor living area is expansive…

Bedrooms 5
Bathrooms 4
# of Guests 10
Pet Friendly? No

18 Scout

Location: Rosemary Beach, Florida
Property Type: House
from $595 /nt
4
4.5
10

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach. This meticulously maintained coastal chic home with an open airy ambiance is the perfect place to enjoy spending time with family and friends. The first floor living area defines comfort, with overstuffed seating, modern "state of the art" kitchen with Viking appliances,…...

This meticulously maintained coastal home with an open, airy ambiance is the perfect place to enjoy spending time with family and friends.

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18 Scout

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach. This meticulously maintained coastal chic home with an open airy ambiance is the perfect place to enjoy spending time with family and friends. The first floor living area defines comfort, with overstuffed seating, modern "state of the art" kitchen with Viking appliances,…

Bedrooms 4
Bathrooms 4.5
# of Guests 10
Pet Friendly? No

188 Round – Main House

Location: Rosemary Beach, Florida
Property Type: Cottage
from $795 /nt
4
4.5
10

The All Seasons Collection 30A is pleased to offer this lovely home featuring sophisticated charm and in impeccable condition, as part of our distinctive collection of vacation homes all exclusively located in the town of Rosemary Beach. Steps from the beautiful Gulf of Mexico and around the corner from the infinity style Coquina Pool. Welcome to ‘Always’, your home in Rosemary Beach. The name comes from a song of the…...

4 bedrooms 4.5 Baths Sleeps 10 total Guests

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188 Round – Main House

The All Seasons Collection 30A is pleased to offer this lovely home featuring sophisticated charm and in impeccable condition, as part of our distinctive collection of vacation homes all exclusively located in the town of Rosemary Beach. Steps from the beautiful Gulf of Mexico and around the corner from the infinity style Coquina Pool. Welcome to ‘Always’, your home in Rosemary Beach. The name comes from a song of the…

Bedrooms 4
Bathrooms 4.5
# of Guests 10
Pet Friendly? No

191 E Kingston

Location: Rosemary Beach, Florida
Property Type: Cottage
from $695 /nt
5
4
12

The All Seasons Collection 30A is pleased to offer this" Spectacular Getaway Retreat" as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach. This meticulously maintained coastal chic home with an open airy ambiance is the perfect place to enjoy spending time with family and friends. The first floor living area defines comfort, with overstuffed seating, modern "state of the art" kitchen, and a…...

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191 E Kingston

The All Seasons Collection 30A is pleased to offer this" Spectacular Getaway Retreat" as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach. This meticulously maintained coastal chic home with an open airy ambiance is the perfect place to enjoy spending time with family and friends. The first floor living area defines comfort, with overstuffed seating, modern "state of the art" kitchen, and a…

Bedrooms 5
Bathrooms 4
# of Guests 12
Pet Friendly? No

196 E Kingston

Location: Rosemary Beach, Florida
Property Type: Cottage
from $495 /nt
4
4
8

The All Seasons Collection 30A is pleased to offer this one of a kind Mediterranean style home as a first time rental into our portfolio of distinctive properties all located in the town of Rosemary Beach. From the moment you enter through the lush secluded courtyard filled with an abundance of greenery, alfresco style dining area, relaxing seating and calming flow of the fountain, you feel a sense of belonging.…...

Sophisticated Charm-Open Floor Plan-Great Outdoor Space-4 Bedrooms 2/king2/queen 4 bikes included.

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196 E Kingston

The All Seasons Collection 30A is pleased to offer this one of a kind Mediterranean style home as a first time rental into our portfolio of distinctive properties all located in the town of Rosemary Beach. From the moment you enter through the lush secluded courtyard filled with an abundance of greenery, alfresco style dining area, relaxing seating and calming flow of the fountain, you feel a sense of belonging.…

Bedrooms 4
Bathrooms 4
# of Guests 8
Pet Friendly? No

21 Dill – Main House

Location: Rosemary Beach, Florida
Property Type: House
from $495 /nt
3
4
8

This impeccably maintained home, nestled in the center of Kingston Park, is the perfect place to share forever memories with family and friends. Start your morning off on the front porch with a hot cup of coffee and lounge in the comfortable Adirondack-style seats facing the beautiful, quiet park with fully stocked Koi pond. The main floor boasts windows throughout, allowing for natural light to spill in. It offers a…...

The All Seasons Collection 30A is pleased to offer this quintessential Rosemary style cottage with sophisticated charm, as part of our distinctive collection of vacation homes exclusively located in the town of Rosemary Beach.

Book Now

21 Dill – Main House

This impeccably maintained home, nestled in the center of Kingston Park, is the perfect place to share forever memories with family and friends. Start your morning off on the front porch with a hot cup of coffee and lounge in the comfortable Adirondack-style seats facing the beautiful, quiet park with fully stocked Koi pond. The main floor boasts windows throughout, allowing for natural light to spill in. It offers a…

Bedrooms 3
Bathrooms 4
# of Guests 8
Pet Friendly? No

21 Wiggle

Location: Rosemary Beach, Florida
Property Type: House
from $595 /nt
4
4.5
8

The All Seasons Collection 30A is pleased to offer this one of a kind European style residence as part of our distinctive collection of vacation homes exclusively located in the town of Rosemary Beach. The sophisticated charm and stylish decor will embrace the moment you enter. Begin your day relaxing in one of two beautifully manicured courtyards, listening to the tranquil flow of water through the fountain and enjoying your…...

Create a one-of-a-kind vacation experience in this stunning European-style villa which includes two outdoor courtyards and balcony views.

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21 Wiggle

The All Seasons Collection 30A is pleased to offer this one of a kind European style residence as part of our distinctive collection of vacation homes exclusively located in the town of Rosemary Beach. The sophisticated charm and stylish decor will embrace the moment you enter. Begin your day relaxing in one of two beautifully manicured courtyards, listening to the tranquil flow of water through the fountain and enjoying your…

Bedrooms 4
Bathrooms 4.5
# of Guests 8
Pet Friendly? No

23 West Water

Location: Rosemary Beach, Florida
Property Type: Cottage
from $495 /nt
4
3
8

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 you step through the front door you will notice not a detail was missed, from the Hickory hardwood floors to the 'State of the Art' chefs kitchen,…...

This comfortably chic cottage with stylish furnishings is the perfect place to create your getaway vacation in Rosemary Beach.

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23 West Water

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 you step through the front door you will notice not a detail was missed, from the Hickory hardwood floors to the 'State of the Art' chefs kitchen,…

Bedrooms 4
Bathrooms 3
# of Guests 8
Pet Friendly? No

244 Kingston

Location: Rosemary Beach, Florida
Property Type: House
from $750 /nt
5
5
15

The All Seasons Collection 30A is proud to include this newly remodeled family getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. This home has been completely refurbished to include a total remodel to include all living/kitchen space.. As one of the largest outdoor pool/courtyard area's in Rosemary it has been totally transformed. The outdoor dining deck with natural gas grill and comfortable seating…...

Vacation in grand style in this luxurious Rosemary Beach villa featuring a Resort-style heated pool and gorgeous outdoor courtyard.

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244 Kingston

The All Seasons Collection 30A is proud to include this newly remodeled family getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. This home has been completely refurbished to include a total remodel to include all living/kitchen space.. As one of the largest outdoor pool/courtyard area's in Rosemary it has been totally transformed. The outdoor dining deck with natural gas grill and comfortable seating…

Bedrooms 5
Bathrooms 5
# of Guests 15
Pet Friendly? No

38 Tucker – Carriage House

Location: Rosemary Beach, Florida
Property Type: Guesthouse
from $250 /nt
2
1
4

The All Seasons Collection 30A is proud to include this cozy and quaint getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. This newly refurbished property with an air of sophistication and relaxing comfort is perfect for a couples getaway or a family of four wanting to have the ease of walking out the door and having immediate access to the many restaurants, shops…...

Cozy-Quaint-Pristine

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38 Tucker – Carriage House

The All Seasons Collection 30A is proud to include this cozy and quaint getaway in our portfolio of distinctive homes all located in the town of Rosemary Beach. This newly refurbished property with an air of sophistication and relaxing comfort is perfect for a couples getaway or a family of four wanting to have the ease of walking out the door and having immediate access to the many restaurants, shops…

Bedrooms 2
Bathrooms 1
# of Guests 4
Pet Friendly? No

38 Tucker – Main House

Location: Rosemary Beach, Florida
Property Type: House
from $525 /nt
4
3.5
8

The All Seasons Collection 30A is pleased to include this fabulous family getaway in our portfolio of distinctive residences, all located in the town of Rosemary Beach. This comfortably chic yet classically designed modern home is located on a tree lined boardwalk, steps to the center of town and a short walk or bike ride to the beautiful sugar white sand private beach. There is multiple indoor/outdoor living options. The…...

Open floor plan- Abundance of Light-Two Gathering Places-Great Outdoor Space w/courtyard

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38 Tucker – Main House

The All Seasons Collection 30A is pleased to include this fabulous family getaway in our portfolio of distinctive residences, all located in the town of Rosemary Beach. This comfortably chic yet classically designed modern home is located on a tree lined boardwalk, steps to the center of town and a short walk or bike ride to the beautiful sugar white sand private beach. There is multiple indoor/outdoor living options. The…

Bedrooms 4
Bathrooms 3.5
# of Guests 8
Pet Friendly? No

51 West Water

Location: Rosemary Beach, Florida
Property Type: House
from $395 /nt
3
3
8

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach The Happy House Cottage will embrace with its warmth, stylish décor and overall cheerful atmosphere. This quintessential Rosemary Beach cottage has been meticulously refurbished while maintaining its cozy, charming ambience. The open floor plan to include dining, kitchen, and family room will…...

This cottage will enchant guests with its warmth, stylish décor, and overall cheerful atmosphere, making it a memorable vacation destination.

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51 West Water

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach The Happy House Cottage will embrace with its warmth, stylish décor and overall cheerful atmosphere. This quintessential Rosemary Beach cottage has been meticulously refurbished while maintaining its cozy, charming ambience. The open floor plan to include dining, kitchen, and family room will…

Bedrooms 3
Bathrooms 3
# of Guests 8
Pet Friendly? No

53 N Caratagena

Location: Rosemary Beach, Florida
Property Type: Cottage
from $225 /nt
2
1
4

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach 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…...

This charming carriage house just steps away from the beach is the perfect spot for a couples getaway or a small family vacation.

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53 N Caratagena

The All Seasons Collection 30A is pleased to offer this wonderful cottage as part of our distinctive collection of homes exclusively located in the town of Rosemary Beach 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…

Bedrooms 2
Bathrooms 1
# of Guests 4
Pet Friendly? No

67 Wiggle

Location: Rosemary Beach, Florida
Property Type: Cottage
from $495 /nt
3
3
6

The All seasons Collection 30A is pleased to include this comfortably chic, cozy cottage in our portfolio of distinctive homes, all located in the town of Rosemary Beach. Nestled on a secluded tree adorned lot, this charming cottage is just steps away from the bustling excitement of the town center. The French door courtyard entryway lends itself to a calming atmosphere filled with soothing earth tones beautiful Oak floors and…...

Charming cottage-Rustically Chic-Town Center Location - Minutes to the Beach

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67 Wiggle

The All seasons Collection 30A is pleased to include this comfortably chic, cozy cottage in our portfolio of distinctive homes, all located in the town of Rosemary Beach. Nestled on a secluded tree adorned lot, this charming cottage is just steps away from the bustling excitement of the town center. The French door courtyard entryway lends itself to a calming atmosphere filled with soothing earth tones beautiful Oak floors and…

Bedrooms 3
Bathrooms 3
# of Guests 6
Pet Friendly? No

80 Round

Location: Rosemary Beach, Florida
Property Type: Cottage
from $395 /nt
3
3.5
6

The Driftwood Cottage is one of the classic Rosemary style homes a real southside charmer. The perfect location is only steps to the beach and the Coquina pool, a short walk to the tennis complex, shops, restaurants in the town center. There is off street private parking for one vehicle in addition to the designated spaces on the street. Professionally decorated with comfort and family gatherings in mind, the Driftwood…...

The recently refurbished Driftwood Cottage embodies classic Rosemary Beach charm and is located steps away from the beach or town center.

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80 Round

The Driftwood Cottage is one of the classic Rosemary style homes a real southside charmer. The perfect location is only steps to the beach and the Coquina pool, a short walk to the tennis complex, shops, restaurants in the town center. There is off street private parking for one vehicle in addition to the designated spaces on the street. Professionally decorated with comfort and family gatherings in mind, the Driftwood…

Bedrooms 3
Bathrooms 3.5
# of Guests 6
Pet Friendly? No

92 New Providence

Location: Rosemary Beach, Florida
Property Type: House
from $650 /nt
3
3
8

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, kitchen, and two separate seating areas, all flowing out to the wrap around balconies and view of the ocean. No expense was spared when designing this…...

This impeccably maintained home steps away from the beach is ideal for anyone who wants to enjoy a getaway to Rosemary Beach in grand style.

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92 New Providence

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, kitchen, and two separate seating areas, all flowing out to the wrap around balconies and view of the ocean. No expense was spared when designing this…

Bedrooms 3
Bathrooms 3
# of Guests 8
Pet Friendly? No
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