Josh O'Brien

(11 rentals)
Josh O'Brien
37 reviews
Our very first road trip to Destin was in 1987. We immediately fell in love with the sugar white beaches and pristine waters of the Gulf of Mexico. It was our little secret love nest that consisted mostly of walking on the beach and regular trips to the fish market. Well, Destin is no longer our little secret and we are very passionate about sharing all that it has to offer.

We ...
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Our very first road trip to Destin was in 1987. We immediately fell in love with the sugar white beaches and pristine waters of the Gulf of Mexico. It was our little secret love nest that consisted mostly of walking on the beach and regular trips to the fish market. Well, Destin is no longer our little secret and we are very passionate about sharing all that it has to offer.

We have traveled extensively and "rented" property for our own family vacations. So we fully understand and appreciate the importance of finding a great location, having easy access to amenities, and a quality property that is clean and well maintained. In 2001 we took the plunge and purchased our first property in Destin and started living "The Dream". Eventually, we moved to Destin full-time.

With our success, other owners wanted to tap into our formula. As we grew, we needed help and Josh O'Brien became our Gulf911 Property Manager. When we are asked why we do so well, it's a pretty easy answer; Who cares more about a property than actual owners? We are small and take care of our properties and our guests. Our properties are not "out of sight, out of mind" investments with an out of state owner that is managed by some large cookie cutter property management company. That is far from our approach. We live close to the rental properties and provide a hands-on approach with our guests and the properties. We even conduct our own weekly inspections! We also differ from the "herd" by regularly updating and upgrading our properties to keep the properties up-to-date and current. Josh is pretty handy and can make minor repairs in real-time. Since Betty has her Florida Real Estate license, it keeps us abreast of the most current trends in the real estate and vacation rental markets.

Whether you are looking to rent a high-quality vacation property or looking to purchase something for your family, we have the experience to help. Please call or email the Gulf911 Team, we would love to hear from you.

Happy Vacationing,

Josh O'Brien
Jay & Betty Coppic

Property Consultants for
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Destin House
4 BR | 3 BA | Sleeps 14 | Quick View
Sleeps 14, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 0.1 miles to Emerald Shores Private Beach

$178

avg/night

$178
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Destin Florida Home Rental To View 150+ Pictures of South Seas in Destin, Florida, Click Here -: SOUTH SEAS PHOTO ALBUM4 Bedrooms + 1 Game Room / 3.5 Baths / 3 Car Parking [Sleeps 14]If this home is BOOKED, please inquire about our other homes located in this same community of Emerald Shores ...

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Property Type

Destin House

Featured review

"Pepe"

Loved the accommodations. Everything made the trip enjoyable and I am already looking forward to next year at hopefully the same place.

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Destin Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Leeward Key Private Beach

$149

avg/night

$149
avg per night
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Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

"Villa Vanilla - Unit 206"2 King Bedrooms, 1 Queen Sofa Bed / 2 Full Bath / Gulf Views / Sleeps 6 Villa Vanilla is a 2nd floor Gulf view corner condo unit in the highly sought-after Leeward Key condominium. You can literally be at the beach in 20 seconds! This corner unit has been updated ...

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Property Type

Destin Condo

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Destin Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$153

avg/night

$153
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

" Sunny Money "Unit 703Leeward Key CondominiumNew Listing!2023 Newly Remodeled!2 King Bedrooms + 1 Queen / 2 Bath / Gulf Views / Sleeps 6Welcome to your perfect beachfront getaway! This stunning gulf-view condo in Destin, Florida offers breathtaking views of the ...

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Property Type

Destin Condo

Featured review

"Great location"

We enjoyed staying at Leeward Keys, our unit was tastefully decorated, but not over done, loved the view from the balcony. The pool and beach are the best, Leeward Keys is close enough to everything but ...

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Destin House
4 BR | 3 BA | Sleeps 14 | Quick View
Sleeps 14, 4 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 0.1 miles to Emerald Shores Private Beach

$164

avg/night

$164
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

"BIMINI BREEZE" Vacation Rental Home in Emerald Shores. 3br / 3ba + Bonus RoomBEDS: 3 Kings, 2 Twins, 2 Bunk bed Sets (twins/fulls) - Sleeps 14 Weekly rental (7 nights) from Saturday to Saturday ONLY.If this home is BOOKED, please inquire about our other homes located in this same ...

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Property Type

Destin House

Featured review

"Family Vacation"

We enjoyed staying here. The home is well stocked with dishes, pots and pans etc. Towel supply was adequate but could use more wash cloths and hand towels. The bedroom layout is perfect for our family and ...

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Destin Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 35 yards to Private Beach On-site with Pool

$161

avg/night

$161
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Pearly Whites - Unit 503 Leeward Key Condominium2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 / ** Completely Remodeled. Everything is NEW with high-end luxurious appointments!! ** Your family will have an awesome beach vacation when staying at Pearly Whites. This family ...

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Property Type

Destin Condo

Featured review

"Perfect"

This was an absolutely perfect vacation location. Great views, convenient to everything, clean, comfortable. Could not have asked for better.

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Destin Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

$156

avg/night

$156
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool

About this property

Steel Aweigh - Unit 1004 Leeward Key Condominium2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6[**If this unit is booked, we have other units in this same building and also in this area**]Steel Aweigh is an upscale 10th floor Gulf Front condo with 10’ ceilings and ...

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Property Type

Destin Condo

Featured review

"Fantastic Condo"

We had a great stay. We loved the view and balcony. It was very clean and beautiful. They had everything you need for your stay. It was very close to everything. It was modern. The pools are very clean ...

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Miramar Beach Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$148

avg/night

$148
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

" Sunny Money "Unit 703Leeward Key CondominiumNew Listing!2023 Newly Remodeled!2 King Bedrooms + 1 Queen / 2 Bath / Gulf Views / Sleeps 6Welcome to your perfect beachfront getaway! This stunning gulf-view condo in Destin, Florida offers breathtaking views of the ...

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Property Type

Miramar Beach Condo

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Destin House
3 BR | 2.5 BA | Sleeps 11 | Quick View
Sleeps 11, 3 bedrooms, 2.5 bathrooms
5 reviews

Distance to beach: 0.1 miles to Emerald Shores Private Beach

$168

avg/night

$168
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

3 Bedroom + Bonus Room / 2.5 Bath / 1 Story - Sleeps 111st King Bedroom: 1 King Bed w/ attached Full Bathroom (sleeps 2) 2nd King Bedroom: 1 King Bed w/ attached Full Jack-n-Jill Bathroom (sleeps 2) 3rd Guest Bedroom: 1 bunk bed with Twin on top/Full bed on bottom, Twin trundle bed and attached ...

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Property Type

Destin House

Featured review

"Allabouttheview"

It was a nice villa. Only one issue was the loud tree frogs at night. Had to wear head phones so I couldn’t hear them.

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Destin House
4 BR | 3 BA | Sleeps 11 | Quick View
Sleeps 11, 4 bedrooms, 3 bathrooms

Distance to beach: 0.2 miles to Private Beach for Emerald Shores

$170

avg/night

$170
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Diamond Cove Destin Florida Home Rental 4 Bedrooms / 3 Bath / 4 car parking - Sleeps 11 Bed Configuration: 2 King Bedrooms, 2 Queen Bedrooms, 1 Queen Sofa Bed, 1 Chair Bed Your family will have a great beach vacation in Destin, Florida when staying at Diamond Cove. This recently remodeled ...

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Property Type

Destin House

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Destin Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

$161

avg/night

$161
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

" Sandy Assets "Unit 702Leeward Key Condominium 2 King Bedrooms + 1 Queen Murphy Bed / 2 Bath / Gulf Views / Sleeps 6 ** Completely Remodeled for 2021 Season. NEW Rental ** Your family will have an awesome beach vacation when staying at Sandy Assets. This family friendly unit ...

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Property Type

Destin Condo

Featured review

"Fall in Florida"

Second time staying at Sandy Assets with each trip for two weeks. Very nice condo and area to stay. Also enjoy the beach setup that is included with the remtal. We like Leeward Key and already have reservations ...

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Miramar Beach Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 0.1 miles to Miramar Regional Public Beach

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 King Bedrooms + 1 Queen Sofa Bed / 2 Bath / Garage / Golf Cart / Gulf & Pool Views / Sleeps 6 ** Completely Remodeled. Extremely Unique Rental **[Email us your requested week and we will automatically send you and EXACT QUOTE with a booking link within a few minutes! It's fast and easy.]OVERVIEW: This ...

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Property Type

Miramar Beach Condo

Featured review

"Just like pictured"

Very pleased with this property. Everything was as described and the complex was right across the street from the beach. Golf cart was a huge bonus. We would definitely go through Gulf911 Rental Properties ...

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