Vacation Rentals with Private Pool in Gulf 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.  Gulf District

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1465 Best Vacation Rentals with Private Pool in Gulf District (Starting from $488)

Just for Fun Main and Carriage
Just for Fun Main and Carriage
House
Santa Rosa Beach, FL, USA
0.5k from Gulf 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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Luxurious WaterColor Estate! Private Pool, Carriage House, Near Beach! Ideal For Large Groups!
Luxurious WaterColor Estate! Private Pool, Carriage House, Near Beach! Ideal For Large Groups!
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Gulf District center

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

6 Bedrooms16 Guests
10.0

Exceptional

15 reviews

$3798
Average price / night
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Just for Fun Main House
Just for Fun Main House
House
Santa Rosa Beach, FL, USA
0.5k from Gulf 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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WaterColor Resort Amenities! 7 Bikes! Private Pool!
WaterColor Resort Amenities! 7 Bikes! Private Pool!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

7 Bedrooms14 Guests
10.0

Exceptional

104 reviews

$3115
Average price / night
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Just For Fun Carriage House
Just For Fun Carriage House
House
Santa Rosa Beach, FL, USA
0.5k from Gulf 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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Watercolor Parkside|Cerulean Park|Golf Cart|Private Pool (Coming January 2026)
Watercolor Parkside|Cerulean Park|Golf Cart|Private Pool (Coming January 2026)
House
Watercolor, FL, 32459, United States
0.2k from Gulf District center

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

6 Bedrooms14 Guests
10.0

Exceptional

3 reviews

$2240
Average price / night
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Beluga
Beluga
House
Santa Rosa Beach, FL, USA
0.6k from Gulf 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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Park District of Watercolor | Park View | Huge Balcony | Central Location!
Park District of Watercolor | Park View | Huge Balcony | Central Location!
Condo
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

2 Bedrooms6 Guests
New to Booking
$1036
Average price / night
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Independence Day
Independence Day
House
Santa Rosa Beach, FL, USA
0.6k from Gulf 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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Location! Location! Steps to Beach and Beach Club!
Location! Location! Steps to Beach and Beach Club!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

3 Bedrooms9 Guests
9.2

Superb

40 reviews

$1063
Average price / night
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Love Me Tender
Love Me Tender
House
Santa Rosa Beach, FL, USA
0.9k from Gulf District center

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

1 Bedroom4 Guests
New to Booking
$1057
Average price / night
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Private Heated Pool! Walk to Seaside! Right on 30A!
Private Heated Pool! Walk to Seaside! Right on 30A!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

5 Bedrooms14 Guests
10.0

Exceptional

15 reviews

$4942
Average price / night
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Love Me True
Love Me True
House
Santa Rosa Beach, FL, USA
0.9k from Gulf District center

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

1 Bedroom4 Guests
9.5

Superb

2 reviews

$1523
Average price / night
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Beachside 3! Views! Gulf-front Balconies! Near Beach Club!
Beachside 3! Views! Gulf-front Balconies! Near Beach Club!
Condo
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

3 Bedrooms8 Guests
9.8

Exceptional

23 reviews

$1581
Average price / night
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Just for Fun 2
Just for Fun 2
House
Santa Rosa Beach, FL, USA
0.9k from Gulf 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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Beachside 17! Gulf Views! Steps to Beach Club! 4 Bikes!
Beachside 17! Gulf Views! Steps to Beach Club! 4 Bikes!
Condo
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

4 Bedrooms10 Guests
6.6

Good

20 reviews

$1628
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
0.9k from Gulf 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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WaterColor Luxury on 30A! 63 Western Lake, Park District, Pool, 7 Bdrms, Slps 16+
WaterColor Luxury on 30A! 63 Western Lake, Park District, Pool, 7 Bdrms, Slps 16+
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

7 Bedrooms16 Guests
10.0

Exceptional

40 reviews

$2620
Average price / night
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On the Beach
On the Beach
House
Santa Rosa Beach, FL, USA
1.0k from Gulf District center

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

3 Bedrooms9 Guests
New to Booking
$4409
Average price / night
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Beautiful 2 BR Watercolor Condo/Across from Beachclub/Next to Wine World!!
Beautiful 2 BR Watercolor Condo/Across from Beachclub/Next to Wine World!!
Condo
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

AC, Balcony, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

107 reviews

$797
Average price / night
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Sugar
Sugar
House
Santa Rosa Beach, FL, USA
1.1k from Gulf 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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2 minute walk to the Beach. Private Heated Pool. New 2024 6 Seater Golf Cart.
2 minute walk to the Beach. Private Heated Pool. New 2024 6 Seater Golf Cart.
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

4 Bedrooms12 Guests
10.0

Exceptional

117 reviews

$2414
Average price / night
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LUXURY BEACHFRONT CONDO IN WATERCOLOR!  Corner unit - book summer now
LUXURY BEACHFRONT CONDO IN WATERCOLOR! Corner unit - book summer now
Condo
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

3 Bedrooms8 Guests
10.0

Exceptional

44 reviews

$2194
Average price / night
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Watercolor Beach Luxury! May special-10% off on 7 day stay!
Watercolor Beach Luxury! May special-10% off on 7 day stay!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

3 Bedrooms8 Guests
10.0

Exceptional

66 reviews

$1744
Average price / night
Check Availability
Watercolor- Warm Winter -Location Location steps to BEACH\nBOOK NOW
Watercolor- Warm Winter -Location Location steps to BEACH\nBOOK NOW
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

51 reviews

$1890
Average price / night
Check Availability
CLOSEST Gulffront LUXURY CONDO Private BEACH &CLUB! April 10-18 special!
CLOSEST Gulffront LUXURY CONDO Private BEACH &CLUB! April 10-18 special!
Condo
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

3 Bedrooms8 Guests
10.0

Exceptional

32 reviews

$1834
Average price / night
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Beautiful Watercolor Home! Private Pool! 6 Bikes!
Beautiful Watercolor Home! Private Pool! 6 Bikes!
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Gulf District center

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

5 Bedrooms14 Guests
4.0

Review score

2 reviews

$1643
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 Gulf District.

Stay Near Gulf District's Top Attractions

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Gulf District Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1465 verified vacation rentals with a private pool in Gulf 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 Gulf 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 Gulf District also welcome pets. Currently, 15 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 Gulf District often include additional features such as Ocean View, Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Gulf 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.