Vacation Rentals with Private Pool in Cottage District, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Fort Walton Beach - Destin
  6.  Cottage District

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1493 Best Vacation Rentals with Private Pool in Cottage District (Starting from $488)

Our Happy Place
Our Happy Place
House
Santa Rosa Beach, FL, USA
0.3k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms12 Guests
New to Booking
$1367
Average price / night
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Private Heated Pool! Ping Pong Table! Gourmet Kitchen & Carriage House!
Private Heated Pool! Ping Pong Table! Gourmet Kitchen & Carriage House!
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Cottage District center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
9.6

Exceptional

16 reviews

$2454
Average price / night
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Just for Fun 2
Just for Fun 2
House
Santa Rosa Beach, FL, USA
0.3k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
8.0

Good

1 reviews

$876
Average price / night
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WaterColor! Private Pool, LSV/Golf Cart, & Bikes! Easy Walk to Seaside!
WaterColor! Private Pool, LSV/Golf Cart, & Bikes! Easy Walk to Seaside!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Cottage District center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1773
Average price / night
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Out of the Blue and Just for Fun 2
Out of the Blue and Just for Fun 2
House
Santa Rosa Beach, FL, USA
0.3k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

7 Bedrooms18 Guests
New to Booking
$2889
Average price / night
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Spacious WaterColor Escape with Private Pool, Bikes & Golf Cart Near Seaside
Spacious WaterColor Escape with Private Pool, Bikes & Golf Cart Near Seaside
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Cottage District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms9 Guests
New to Booking
$1186
Average price / night
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Independence Day
Independence Day
House
Santa Rosa Beach, FL, USA
0.3k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1093
Average price / night
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Private Pool! Access to Watercolor Beach Club!
Private Pool! Access to Watercolor Beach Club!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Cottage District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.4

Superb

16 reviews

$1009
Average price / night
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Mint Julep
Mint Julep
House
Santa Rosa Beach, FL, USA
0.3k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms10 Guests
New to Booking
$1632
Average price / night
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Park District Elegance: WaterColor Home, Beach Club Passes, Private Pool, Bikes, Outdoor Oasis!
Park District Elegance: WaterColor Home, Beach Club Passes, Private Pool, Bikes, Outdoor Oasis!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Cottage District center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$2603
Average price / night
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Just for Fun Main and Carriage
Just for Fun Main and Carriage
House
Santa Rosa Beach, FL, USA
0.4k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms13 Guests
New to Booking
$2913
Average price / night
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\"Watercolor Brushtrokes\" Heated Private Pool/Golf Cart/ Walk to Camp Pool/Bikes
\"Watercolor Brushtrokes\" Heated Private Pool/Golf Cart/ Walk to Camp Pool/Bikes
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms14 Guests
10.0

Exceptional

14 reviews

$1460
Average price / night
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Just for Fun Main House
Just for Fun Main House
House
Santa Rosa Beach, FL, USA
0.4k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
New to Booking
$2181
Average price / night
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Paradise Found - Private Heated Pool - Gourmet Kitchen
Paradise Found - Private Heated Pool - Gourmet Kitchen
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms14 Guests
9.6

Exceptional

4 reviews

$2159
Average price / night
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Just For Fun Carriage House
Just For Fun Carriage House
House
Santa Rosa Beach, FL, USA
0.4k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom5 Guests
8.0

Good

1 reviews

$488
Average price / night
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“Mint Julep” – Best of WaterColor! Golf Cart, Pool & Hot Tub
“Mint Julep” – Best of WaterColor! Golf Cart, Pool & Hot Tub
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
9.6

Exceptional

74 reviews

$2001
Average price / night
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Sugar
Sugar
House
Santa Rosa Beach, FL, USA
0.5k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

4 Bedrooms14 Guests
New to Booking
$1856
Average price / night
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6 Seater LSV! Private Pool! Screened Porch! Near Frog Pool!
6 Seater LSV! Private Pool! Screened Porch! Near Frog Pool!
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.8

Exceptional

34 reviews

$2051
Average price / night
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Beluga
Beluga
House
Santa Rosa Beach, FL, USA
0.5k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

5 Bedrooms18 Guests
New to Booking
$5123
Average price / night
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Sea-Chase-Commanding Views of Watercolor and Seaside! Private Heated Pool!
Sea-Chase-Commanding Views of Watercolor and Seaside! Private Heated Pool!
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.8

Exceptional

12 reviews

$1410
Average price / night
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Spice
Spice
House
Santa Rosa Beach, FL, USA
0.5k from Cottage District center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

1 Bedroom4 Guests
New to Booking
$611
Average price / night
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Park District! Private Pool! Outdoor Shower! 6 Bikes!
Park District! Private Pool! Outdoor Shower! 6 Bikes!
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms14 Guests
9.6

Exceptional

10 reviews

$2144
Average price / night
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Whispers of Grace -WaterColor' Tranquil, Stunning, Luxurious, Private Pool - Slps 14
Whispers of Grace -WaterColor' Tranquil, Stunning, Luxurious, Private Pool - Slps 14
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area

5 Bedrooms14 Guests
9.8

Exceptional

46 reviews

$1927
Average price / night
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Blissful days, barefoot nights at Beach Bliss / Private Pool / Gulf Front Beach Club / 6 Bikes
Blissful days, barefoot nights at Beach Bliss / Private Pool / Gulf Front Beach Club / 6 Bikes
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
9.4

Superb

26 reviews

$1019
Average price / night
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\"Stress Free\" | Golf Cart | Pool | Carriage House in Lake District Watercolor
\"Stress Free\" | Golf Cart | Pool | Carriage House in Lake District Watercolor
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms16 Guests
10.0

Exceptional

9 reviews

$3387
Average price / night
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Private Pool! LSV! Watercolor Camp District! 4 Bikes!
Private Pool! LSV! Watercolor Camp District! 4 Bikes!
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
7.6

Good

4 reviews

$1226
Average price / night
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Stunning 6BR WaterColor Home, Beach Club Access, Bikes, Golf Cart, Private Pool, Outdoor Fireplace!
Stunning 6BR WaterColor Home, Beach Club Access, Bikes, Golf Cart, Private Pool, Outdoor Fireplace!
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Cottage District center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

8 reviews

$4367
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Cottage District.

Stay Near Cottage District's Top Attractions

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Cottage District Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1493 verified vacation rentals with a private pool in Cottage District. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Cottage District vary depending on the property size, location, and travel season. Rates typically start from around $488 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Cottage District also welcome pets. Currently, 14 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Cottage District often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Cottage District include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.