Owner Direct Vacation Rentals in Holiday Harbor

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  2. Vacation Rentals
  3.  USA

  4.  Florida
  5.  Pensacola
  6.  Holiday Harbor

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1813 Holiday Harbor Vacation Homes From $116

Looking for the ideal vacation rental in Holiday Harbor? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Heron's Nest
Heron's Nest
House
Perdido Key, FL, USA
0.1k from Holiday Harbor center

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

3 Bedrooms9 Guests
6.8

Good

6 reviews

$193
Average price / night
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Holiday Harbor Marina Apartment with boat slip!
Holiday Harbor Marina Apartment with boat slip!
Apartment
Pensacola, FL, 32507, United States
0.0k from Holiday Harbor center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.4

Superb

16 reviews

$230
Average price / night
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Serene Pensacola Vacation Rental with Gas Grill
Serene Pensacola Vacation Rental with Gas Grill
House
Pensacola, FL, USA
0.1k from Holiday Harbor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$608
Average price / night
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Heron House private beach on Intercoastal waterway
Heron House private beach on Intercoastal waterway
House
Pensacola, FL, 32507, United States
0.1k from Holiday Harbor center

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

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$387
Average price / night
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Lucky View Beach House
Lucky View Beach House
House
Pensacola, FL, USA
0.3k from Holiday Harbor center

Cheap, Accommodations, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms15 Guests
9.0

Fabulous

2 reviews

$481
Average price / night
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Luxurious 4-BR Beachfront Escape: Private Beach, Fishing Dock, Boat & Family Fun
Luxurious 4-BR Beachfront Escape: Private Beach, Fishing Dock, Boat & Family Fun
House
Pensacola, FL, 32507, United States
0.1k from Holiday Harbor center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
9.0

Fabulous

11 reviews

$763
Average price / night
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Perdido Escape Spacious 3BR 3BA Condo Beach Pool
Perdido Escape Spacious 3BR 3BA Condo Beach Pool
Apartment
FL, USA
0.4k from Holiday Harbor center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$400
Average price / night
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Book Now Aug & Sep *Pet Friendly*Waterfront Home*Huge Beach*Fishing*Sunsets
Book Now Aug & Sep *Pet Friendly*Waterfront Home*Huge Beach*Fishing*Sunsets
House
Perdido Key, FL, 32507, United States
0.1k from Holiday Harbor center

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

4 Bedrooms10 Guests
9.6

Exceptional

109 reviews

$477
Average price / night
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San Andres Unit A205 at Lost Key Golf & Beach Club
San Andres Unit A205 at Lost Key Golf & Beach Club
House
Pensacola, FL, USA
0.4k from Holiday Harbor center

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

3 Bedrooms8 Guests
New to Booking
$214
Average price / night
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Serene Pensacola Vacation Rental w/ Gas Grill
Serene Pensacola Vacation Rental w/ Gas Grill
House
Pensacola, FL, 32507-9633, United States
0.1k from Holiday Harbor center

AC, Barbecue, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$385
Average price / night
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Sailmakers place 206
Sailmakers place 206
House
FL, USA
0.4k from Holiday Harbor center

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

3 Bedrooms6 Guests
New to Booking
$310
Average price / night
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Saufley House - Intracoastal Beach Cottage, Perdido Key, Florida
Saufley House - Intracoastal Beach Cottage, Perdido Key, Florida
House
Pensacola, FL, 32507, United States
0.3k from Holiday Harbor center

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

2 Bedrooms6 Guests
9.8

Exceptional

132 reviews

$192
Average price / night
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Lost Key 403A
Lost Key 403A
Apartment
Perdido Key, FL, USA
0.4k from Holiday Harbor center

Apartments, Accommodations, Pools, 4-star, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$116
Average price / night
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Splendid home near the canal with firepit, patio, grill, enclosed yard, W/D, AC
Splendid home near the canal with firepit, patio, grill, enclosed yard, W/D, AC
House
Perdido Key, FL, 32507, United States
0.4k from Holiday Harbor center

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

3 Bedrooms8 Guests
New to Booking
$226
Average price / night
Check Availability
Santo Amaro 801B - Lost Key Golf & Beach
Santo Amaro 801B - Lost Key Golf & Beach
Apartment
Holiday Harbor, Pensacola, Florida, USA
0.4k from Holiday Harbor center

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

3 Bedrooms7 Guests
New to Booking
$292
Average price / night
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Luxury Kitchen- Pet Friendly- Cozy Fireplace- Fenced Back Yard
Luxury Kitchen- Pet Friendly- Cozy Fireplace- Fenced Back Yard
House
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

AC, Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$235
Average price / night
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Perdido House - Your Home Away with Private Pool and Dock
Perdido House - Your Home Away with Private Pool and Dock
House
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

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

5 Bedrooms12 Guests
9.8

Exceptional

131 reviews

$558
Average price / night
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Family Fun Awaits: The Sweet & Salty Coastal-Casual Haven with Inviting Pool!
Family Fun Awaits: The Sweet & Salty Coastal-Casual Haven with Inviting Pool!
House
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

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

3 Bedrooms12 Guests
10.0

Exceptional

23 reviews

$498
Average price / night
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Waterfront! Corner View! 3BR, 3BA. Condo. Pool.
Waterfront! Corner View! 3BR, 3BA. Condo. Pool.
Apartment
Pensacola, FL, 32507, United States
0.4k from Holiday Harbor center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$800
Average price / night
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Coastal Charmer. Just Minutes from the Beach! Brand New Hot Tub! RV Parking!
Coastal Charmer. Just Minutes from the Beach! Brand New Hot Tub! RV Parking!
House
Pensacola, FL, 32507, United States
0.5k from Holiday Harbor center

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

4 Bedrooms12 Guests
8.0

Good

5 reviews

$499
Average price / night
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9 Min to Private Beach + POOL + Beautiful Home!
9 Min to Private Beach + POOL + Beautiful Home!
House
Pensacola, FL, 32507, United States
0.5k from Holiday Harbor center

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

4 Bedrooms13 Guests
New to Booking
$420
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Harbor.

Stay Near Holiday Harbor's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Holiday Harbor Vacation Rentals on the Map

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Holiday Harbor. If you plan on staying in the Holiday Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Holiday Harbor

You can explore 1813 verified vacation rentals in Holiday Harbor. 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 Harbor vary depending on the season, property size, and location. Rates typically start from around $116 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 Harbor 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 Harbor welcome pets. Currently, 28 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 Harbor often include amenities such as Fireplace/Heating, View, and Ocean 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.