Private Retreat Community, Great for Reunions & Events! 8 Cottages, Private Pool

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18 bedrooms, iron/ironing board, WiFi, bed sheets
18 bedrooms, iron/ironing board, WiFi, bed sheets

Overview of Private Retreat Community, Great for Reunions & Events! 8 Cottages, Private Pool

Entire home

Private Retreat Community, Great for Reunions & Events! 8 Cottages, Private Pool

5.0/5 Exceptional

Popular amenities

  • Kitchen
  • Air conditioning
  • Washer
  • Dryer
  • Barbecue grill

Cleaning and safety practices

  • Contactless check-in
Destin, FL

Explore the area

  • Popular LocationHarborWalk Village6 min walk
  • Popular LocationDestin Harbor Boardwalk6 min walk
  • Popular LocationHarborWalk Marina6 min walk
  • AirportFort Walton Beach, FL (VPS-Northwest Florida Regional)24 min drive

Space details

18 bedrooms, 16 bathrooms, sleeps 50
7700 sq ft
Bedroom 1
    1 king bed
Bedroom 2
    1 king bed
Bedroom 3
    1 king bed
Bedroom 4
    1 king bed
Bedroom 5
    1 king bed
Bedroom 6
    1 king bed
Bedroom 7
    1 king bed
Bedroom 8
    1 king bed
Bedroom 9
    2 queen beds
Bedroom 10
    1 king bed

Choose dates to view prices

About this area


Located in Destin, this vacation home is by the sea. HarborWalk Village and Destin Commons are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Henderson Beach State Park. Big Kahuna's Water and Adventure Park and The Track Family Recreation Center are also worth visiting.

What's nearby

  • Destin Harbor - 6 min walk
  • HarborWalk Village - 6 min walk
  • Destin Harbor Boardwalk - 6 min walk
  • HarborWalk Marina - 6 min walk
  • Destin History and Fishing Museum - 7 min walk

Getting around

  • Northwest Florida Regional Airport (VPS) - 24 min drive


  • McGuire's Irish Pub — 5 min walk
  • La Famiglia — 6 min walk
  • Harry T's Lighthouse — 7 min walk
  • Dewey Destin's — 7 min walk
  • Dewey Destin's Harborside — 11 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Retreat Community, Great for Reunions & Events! 8 Cottages, Private Pool

Vacation home with kitchen, walk to Destin Harbor Boardwalk

Head to Destin for your next family reunion, corporate event, or group getaway and enjoy idyllic accommodations at Cottages by the Bay Retreat. These eight gorgeously restored Cottages in a private community provide the room for up to 50 guests across 18 bedrooms. Ranging in size from one bedroom to four bedrooms, each Cottage features the comforts of home including flat-screen TVs and private bathrooms. You’ll enjoy luxury finishes throughout each Cottage including hand-laid tile, fully-equipped kitchens with stainless-steel appliances, and interiors designed with relaxation in mind.

The outdoor space will play host to memories that you will cherish for a lifetime. Use the spacious event lawn to hold meetings or socializing with friends and colleagues. The private pool and spacious pool deck are perfect for taking a dip or spending days lounging in the sun. Enjoy evenings unwinding by the outdoor fire pit or have a movie night under the stars with the outdoor television.

The property is walking distance from the best of Destin. Take a stroll to HarborWalk Village and enjoy many of Destin’s signature events, dining, and shopping. Whether your journey to Destin is for business or pleasure, the memories you create will keep you returning every year. Book today!

The Cottages:
-Better Together – 2 Bedrooms, Sleeps 6
-Family Tradition – 4 Bedrooms, Sleeps 10
-Humble and Kind – 3 Bedrooms, Sleeps 6
-Something Blue – 3 Bedrooms, Sleeps 8
-Love Letter – 2 Bedrooms, Sleeps 6 **
-At Last - 2 Bedrooms, Sleeps 6
-Peace – 1 Bedroom, Sleeps 4 *
-Tranquility – 1 Bedroom, Sleeps 4 *

*Max Occupancy is 2 Adults, 2 Children under age 14 (On Sleeper Sofa).
**Max Occupancy is 4 Adults, 2 Children under age 14 (On Hallway Bunks).

While Southern provides you an initial supply of toilet paper, paper towels, hand soap, and trash bags to get you through your first 24 hours, we recommend you bring the following: Paper Towels, Toilet Paper, Trash Bags, Hair Dryer, Napkins, Condiments, Spices, Dish Washing Liquid, Laundry Soap, Coffee and Coffee Filters, Beach Towels, Umbrella, Beach Toys and Sunscreen, Anything else you may need for your perfect vacation.

*Fire Pit Available October 1 - May 15
Air-conditioned accommodations at this vacation home offer coffee/tea makers and irons/ironing boards. Kitchens offer refrigerators, stovetops, microwaves, and separate dining areas.

Property manager

Southern Vacation Rentals
Speaks English

Cleaning and safety practices

Social distancing

Contactless check-in
This information is provided by our partners.

Property amenities


  • WiFi available


  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Cookware/dishes/utensils


  • 18 bedrooms
  • Bed sheets provided


  • 16 bathrooms
  • Towels provided

Living spaces

  • Dining room


  • TV

Outdoor areas

  • Barbecue grill


  • Washing machine and dryer
  • Near laundromat


  • Air conditioning
  • Heating


  • No pets allowed


  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • Near a health or beauty spa

Safety features

  • Smoke detector


  • Sleeps 50
  • Unit size: 7700 sq ft (715 sq m)

Similar properties

See similar properties



Check-in time starts at 4:00 PM
Minimum check-in age - 25


Check-out before 9:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions


Pets not allowed

Children and extra beds

Children are welcome

Important information

You need to know

This property is managed by a professional host
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Safety features at this property include a smoke detector
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as


Frequently asked questions

Overall score and ratings



Rating 5 - Excellent. 5 out of 5 reviews
5 - Excellent 100%
Rating 4 - Good. 0 out of 5 reviews
4 - Good 0%
Rating 3 - Okay. 0 out of 5 reviews
3 - Okay 0%
Rating 2 - Poor. 0 out of 5 reviews
2 - Poor 0%
Rating 1 - Terrible. 0 out of 5 reviews
1 - Terrible 0%

5/5 Excellent

Absolutely Perfect!
This property was absolutely perfect for our large family! It is going down as the best vacation we have had yet! Staff was prompt and accommodating and handled any issues (very minimum) like professionals. We can't wait to come back!
Stayed 7 nights in May 2021

5/5 Excellent

Beautiful Place, comfortable, very hospitable.
We loved staying here. The property manager was very helpful and replied promptly to all inquiries. Only thing I didn’t like is the thermostats reset repeatedly so the temperature of the cottages kept going up even though you would cool it off. Overall great experience and will return.

5/5 Excellent

Spring Break 2021
My experience was great!!! Whenever there was an issue I could call and speak to someone immediately and got an immediate resolution. We had a great time!!!
Stayed 3 nights in Apr 2021

5/5 Excellent

Great Property
The cottages and the grounds were very well kept. All the comforts of home.
Stayed 5 nights in Dec 2020

5/5 Excellent

It was a great stay
We had a good time