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

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  2. Vacation Rentals
  3.  USA

  4.  Florida
  5.  Pensacola
  6.  Holiday Harbor

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1763 Best Vacation Rentals in Holiday Harbor (Starting from $116)

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
9.8

Exceptional

11 reviews

$182
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

$371
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

9 reviews

$770
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 Mar 29-Apr 2* Pet Friendly Waterfront Home w/Beach* Fishing* Stunning Sunsets
Book Now Mar 29-Apr 2* Pet Friendly Waterfront Home w/Beach* Fishing* Stunning 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

108 reviews

$483
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

$382
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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\"Lucky View\" | Private Pool | Boat Dock | Waterfront | Beach Getaways
\"Lucky View\" | Private Pool | Boat Dock | Waterfront | Beach Getaways
House
Pensacola, FL, 32507, United States
0.3k from Holiday Harbor center

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

3 Bedrooms15 Guests
9.0

Fabulous

4 reviews

$1420
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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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

123 reviews

$205
Average price / night
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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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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
$421
Average price / night
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Lost Key 14338 Beach Heather Ct By Pkrm
Lost Key 14338 Beach Heather Ct By Pkrm
Apartment
Pensacola, FL, USA
0.4k from Holiday Harbor center

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

2 Bedrooms8 Guests
New to Booking
$278
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
$212
Average price / night
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Santo Amaro #705B at Lost Key
Santo Amaro #705B at Lost Key
Apartment
Perdido Key, FL, USA
0.4k from Holiday Harbor center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$319
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

126 reviews

$546
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

22 reviews

$437
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

$668
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

$618
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
$773
Average price / night
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Perfect For Families, Private beach, Pool, Game Room, all King beds
Perfect For Families, Private beach, Pool, Game Room, all King beds
House
Pensacola, FL, 32507, United States
0.7k from Holiday Harbor center

AC, Arcade, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
9.6

Exceptional

40 reviews

$708
Average price / night
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PINK PEARL of THE POINT --Affordable 3 / 2  One block to ICW--6 minutes to Beach
PINK PEARL of THE POINT --Affordable 3 / 2 One block to ICW--6 minutes to Beach
House
Pensacola, FL, 32507, United States
0.7k from Holiday Harbor center

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

3 Bedrooms8 Guests
10.0

Exceptional

29 reviews

$231
Average price / night
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Game Room, Beach, Pool & Fun
Game Room, Beach, Pool & Fun
House
Pensecola, FL, 32507, United States
0.7k from Holiday Harbor center

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

3 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$502
Average price / night
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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 Harbor.

Stay Near Holiday Harbor's Top Attractions

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Frequently Asked Questions

You can explore 1763 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, 27 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 Laundry. 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.