Vacation Rentals with Private Pool in Holiday Isle, 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.  Holiday Isle

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1957 Best Vacation Rentals with Private Pool in Holiday Isle (Starting from $139)

Pelican Beach Resort by Panhandle Getaways
Pelican Beach Resort by Panhandle Getaways
Apartment
Destin, FL, USA
0.7k from Holiday Isle center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Jacuzzis

7 Bedrooms30 Guests
9.1

Superb

14 reviews

$532
Average price / night
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Deep water 100ft dock/shore power! 3 min to beach, pool, jacuzzi, cart, ice!
Deep water 100ft dock/shore power! 3 min to beach, pool, jacuzzi, cart, ice!
House
Destin, FL, 32541, United States
0.0k from Holiday Isle center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
10.0

Exceptional

17 reviews

$1103
Average price / night
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SunDestin Resort Unit 1018
SunDestin Resort Unit 1018
House
Destin, FL, USA
0.8k from Holiday Isle center

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

2 Bedrooms8 Guests
New to Booking
$361
Average price / night
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Waterfront Home~Pool~Golf Cart~Dock~Sleeps 16
Waterfront Home~Pool~Golf Cart~Dock~Sleeps 16
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

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

4 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$1984
Average price / night
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SunDestin Resort Unit 0112
SunDestin Resort Unit 0112
House
Destin, FL, USA
0.8k from Holiday Isle center

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

1 Bedroom9 Guests
New to Booking
$387
Average price / night
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Yellowfin Place | On the Water | Harbor Access | Pool | Pet Friendly | Free Fun Pass
Yellowfin Place | On the Water | Harbor Access | Pool | Pet Friendly | Free Fun Pass
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

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

4 Bedrooms12 Guests
New to Booking
$617
Average price / night
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Palm Breeze, boat dock and pool, pet friendly
Palm Breeze, boat dock and pool, pet friendly
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms14 Guests
9.4

Superb

52 reviews

$1266
Average price / night
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The Terrace at Pelican Beach 1602
The Terrace at Pelican Beach 1602
Apartment
Destin, FL, USA
1.9k from Holiday Isle center

Apartments, Cheap, Accommodations, Pools, Lodgings, Hot tubs, Places to stay, Family, Accessible hotels

3 Bedrooms8 Guests
9.5

Superb

4 reviews

$210
Average price / night
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Boat Slip, Private Pool and Spa, Pet Friendly, Private Beach Access
Boat Slip, Private Pool and Spa, Pet Friendly, Private Beach Access
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

99 reviews

$735
Average price / night
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Emerald Grande Condo Beach, Marina and Ocean View
Emerald Grande Condo Beach, Marina and Ocean View
Apartment
Destin, FL, USA
1.9k from Holiday Isle center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Hot tubs, Places to stay

3 Bedrooms9 Guests
New to Booking
$627
Average price / night
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Marlin Haven @ Holiday Isle | Luxury Home | Private Pool & Spa | Walk to Beach | 6BR Coastal Gem
Marlin Haven @ Holiday Isle | Luxury Home | Private Pool & Spa | Walk to Beach | 6BR Coastal Gem
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

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

6 Bedrooms16 Guests
9.6

Exceptional

10 reviews

$1174
Average price / night
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Ocean Views! Terrace At Pelican Beach 407!
Ocean Views! Terrace At Pelican Beach 407!
House
Destin, FL, USA
1.9k from Holiday Isle center

Private Beach, Internet, Ocean View, Hot Tub, Private Pool, Breakfast, Pool

3 Bedrooms6 Guests
New to Booking
$139
Average price / night
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Destin Beach House - Private Pool - Pet Friendly, Boat Slip, Beach, Sleeps 12
Destin Beach House - Private Pool - Pet Friendly, Boat Slip, Beach, Sleeps 12
House
Destin, FL, 32451, United States
0.1k from Holiday Isle center

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

4 Bedrooms12 Guests
9.0

Fabulous

14 reviews

$1008
Average price / night
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Pelican Beach Paradise!
Pelican Beach Paradise!
Apartment
Destin, FL, USA
1.9k from Holiday Isle center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$585
Average price / night
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5BR Waterfront Retreat with Pool, Boat Slips + Dock | Boater’s Dream House
5BR Waterfront Retreat with Pool, Boat Slips + Dock | Boater’s Dream House
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

5 Bedrooms10 Guests
9.4

Superb

9 reviews

$674
Average price / night
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Terrace at Pelican Beach 0507 condo
Terrace at Pelican Beach 0507 condo
Apartment
Destin, FL, USA
1.9k from Holiday Isle center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Jacuzzis, Places to stay, Condos

2 Bedrooms8 Guests
New to Booking
$463
Average price / night
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3BR Waterfront Modern Home with Canal Views, Pool + Golf Cart | Casa Palmas
3BR Waterfront Modern Home with Canal Views, Pool + Golf Cart | Casa Palmas
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$1060
Average price / night
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Terrace at Pelican Beach 0905 condo
Terrace at Pelican Beach 0905 condo
Apartment
Destin, FL, USA
1.9k from Holiday Isle center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Hot tubs, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$229
Average price / night
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Beach & Boat | Private Beach Access Retreat
Beach & Boat | Private Beach Access Retreat
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

5 Bedrooms16 Guests
9.6

Exceptional

10 reviews

$999
Average price / night
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Bright, Corner Unit With Incredible Gulf And Sunset Views!
Bright, Corner Unit With Incredible Gulf And Sunset Views!
Apartment
Destin, FL, USA
1.9k from Holiday Isle center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Jacuzzis, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$640
Average price / night
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Canal-front home with pool, 40' boat slip, gated beach access - 1 block to sand
Canal-front home with pool, 40' boat slip, gated beach access - 1 block to sand
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

AC, Balcony, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Microwave

4 Bedrooms10 Guests
New to Booking
$671
Average price / night
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BEACH BOATING PARADISE-Heated Pool,2 King Suites,90ft Dock,Game Room,Bikes,5Star
BEACH BOATING PARADISE-Heated Pool,2 King Suites,90ft Dock,Game Room,Bikes,5Star
Villa
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

6 Bedrooms16 Guests
10.0

Exceptional

70 reviews

$1254
Average price / night
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Private paradise, quiet, renovated, views from every floor. Steps to the gulf!
Private paradise, quiet, renovated, views from every floor. Steps to the gulf!
Condo
Destin, FL, 32541, United States
0.2k from Holiday Isle center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Extra Bed, Free Parking, Heater

4 Bedrooms10 Guests
9.6

Exceptional

38 reviews

$429
Average price / night
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Unit 101 - Beautiful beachfront 2-BR - Newly Remodeled Sleeping up to 8
Unit 101 - Beautiful beachfront 2-BR - Newly Remodeled Sleeping up to 8
Condo
Destin, FL, 32541, United States
0.3k from Holiday Isle center

AC, Balcony, Barbecue, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$317
Average price / night
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The Destin Boathouse|Easy Beach Access|Private Pool on Canal with Dock Access
The Destin Boathouse|Easy Beach Access|Private Pool on Canal with Dock Access
House
Destin, FL, 32541, United States
0.3k from Holiday Isle center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Kitchen

8 Bedrooms18 Guests
10.0

Exceptional

4 reviews

$1558
Average price / night
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507🌴 Newly Remodeled Gulf-Front Condo 🌊 | Sleeps 8 | Stunning Views
507🌴 Newly Remodeled Gulf-Front Condo 🌊 | Sleeps 8 | Stunning Views
Condo
Destin, FL, 32541, United States
0.3k from Holiday Isle center

AC, Balcony, Barbecue, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
New to Booking
$331
Average price / night
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Waterfront Estate on Destin Harbor-Private Heated Pool, Large Boat Slip, Fishing
Waterfront Estate on Destin Harbor-Private Heated Pool, Large Boat Slip, Fishing
House
Destin, FL, 32541, United States
0.3k from Holiday Isle center

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

3 Bedrooms10 Guests
New to Booking
$1618
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 Holiday Isle.

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Holiday Isle Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1957 verified vacation rentals with a private pool in Holiday Isle. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Holiday Isle vary depending on the property size, location, and travel season. Rates typically start from around $139 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 Holiday Isle also welcome pets. Currently, 7 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 Holiday Isle often include additional features such as Private Pool, View, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Holiday Isle 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.