Vacation Rentals in Holiday Isle, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Fort Walton Beach - Destin
  6.  Holiday Isle

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4572 Best Vacation Rentals in Holiday Isle (Starting from $323)

Palm Breeze - Is a 4BR with Private Pool and Boat Dock in Destin
Palm Breeze - Is a 4BR with Private Pool and Boat Dock in Destin
House
Destin, FL, USA
0.1k from Holiday Isle center

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

4 Bedrooms12 Guests
New to Booking
$1495
Average price / night
Check Availability
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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Marlin Haven at Holiday Isle
Marlin Haven at Holiday Isle
House
Destin, FL, USA
0.1k from Holiday Isle center

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

6 Bedrooms16 Guests
New to Booking
$1685
Average price / night
Check Availability
Waterfront Home w/ Pool, Boat Slip & Private Beach Access – Holiday Isle
Waterfront Home w/ Pool, Boat Slip & Private Beach Access – Holiday Isle
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

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

6 Bedrooms20 Guests
10.0

Exceptional

11 reviews

$653
Average price / night
Check Availability
Waterfront Dream House Pool Golf Cart & Dock
Waterfront Dream House Pool Golf Cart & Dock
House
Destin, FL, USA
0.1k from Holiday Isle center

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

1 Bedroom16 Guests
New to Booking
$1832
Average price / night
Check Availability
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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Destin Beach House - Happy Harbor House by Panhandle Getaways
Destin Beach House - Happy Harbor House by Panhandle Getaways
House
Destin, FL, USA
0.1k from Holiday Isle center

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

4 Bedrooms12 Guests
4.0

Review score

1 reviews

$1183
Average price / night
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Fabulous 3-bedroom townhome with 8,000 lb. boatlift on the Destin Harbor.
Fabulous 3-bedroom townhome with 8,000 lb. boatlift on the Destin Harbor.
House
Destin, FL, 32541, United States
0.1k from Holiday Isle center

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

3 Bedrooms6 Guests
New to Booking
$440
Average price / night
Check Availability
Aegean #329
Aegean #329
Apartment
Destin, FL, USA
0.2k from Holiday Isle center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms8 Guests
New to Booking
$627
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
Check Availability
The Back Porch - Is a relaxing 4 bedroom 3 bathroom House on Holiday Isle
The Back Porch - Is a relaxing 4 bedroom 3 bathroom House on Holiday Isle
House
Destin, FL, USA
0.2k from Holiday Isle center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms12 Guests
8.0

Good

2 reviews

$323
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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Boaters Dream House On Holiday Isle
Boaters Dream House On Holiday Isle
House
Destin, FL, USA
0.2k from Holiday Isle center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$999
Average price / night
Check Availability
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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Casa Palmas On Holiday Isle
Casa Palmas On Holiday Isle
House
Destin, FL, USA
0.2k from Holiday Isle center

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

3 Bedrooms6 Guests
New to Booking
$874
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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Aegean 327
Aegean 327
Apartment
Destin, FL, USA
0.2k from Holiday Isle center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

3 Bedrooms10 Guests
New to Booking
$843
Average price / night
Check Availability
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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Stunning Gulf Views
Stunning Gulf Views
House
Destin, FL, USA
0.2k from Holiday Isle center

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

2 Bedrooms6 Guests
New to Booking
$464
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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Destins Dockside Paradise! Full outdoor kitchen and bring your boat.
Destins Dockside Paradise! Full outdoor kitchen and bring your boat.
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

6 Bedrooms16 Guests
9.6

Exceptional

77 reviews

$1226
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
Check Availability
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
Check Availability
Dog Friendly 5 BR Home across the street from Beach with Boat Dock
Dog Friendly 5 BR Home across the street from Beach with Boat Dock
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

5 Bedrooms14 Guests
8.0

Good

4 reviews

$542
Average price / night
Check Availability
Destin Harbor Haven sleeps 8, pet friendly, near beach
Destin Harbor Haven sleeps 8, pet friendly, near beach
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$405
Average price / night
Check Availability
Yellowfin Beach House onHoliday Isle House beach access w/ Boat Slips on canal
Yellowfin Beach House onHoliday Isle House beach access w/ Boat Slips on canal
House
Destin, FL, 32541, United States
0.2k from Holiday Isle center

4 Bedrooms12 Guests
New to Booking
$963
Average price / night
Check Availability
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
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 in Holiday Isle.

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Frequently Asked Questions

You can explore 4572 verified vacation rentals in Holiday Isle. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Holiday Isle vary depending on the season, property size, and location. Rates typically start from around $323 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Holiday Isle include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Holiday Isle welcome pets. Currently, 20 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Holiday Isle often include amenities such as Fireplace/Heating, Internet, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.