Naramata Wineries - Vacation Rentals in Holiday Harbor

Palacio Condominiums I From US $72
         

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8.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Mirabella 602 by Meyer Vacation Rentals From US $566
         

Sandy Key From US $175
         

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6.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Indigo II From US $201
         

4.7 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Indigo E From US $86
         

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8.4 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Grand Caribbean #412 East From US $145
         

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6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Indw503 From US $573
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Beach House on the Bay From US $365
         

Luxury Places to Stay in Holiday Harbor

Over 655+ Luxury Places to Stay in or Near Holiday Harbor
Viviana #8 From US $2,114
         

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New
House
  • Air Conditioner
  • Parking
  • View
Sea La Vie in Perdido Key From US $1,940
         

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New
House
  • Air Conditioner
  • Parking
  • View
Searenity at Eleanor Beach From US $1,831
         

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10.0 (1 Review)
House
  • View
  • Private Beach
  • Ocean View
Viviana #2 From US $1,716
         

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New
House
  • Air Conditioner
  • Parking
  • View
The Lazy Fish - Viviana #3 From US $1,684
         

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New
House
  • View
  • Ocean View
  • Oceanfront
Viviana #9 From US $1,504
         

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New
House
  • Air Conditioner
  • Parking
  • View
Viviana #10 From US $1,479
         

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New
House
  • Air Conditioner
  • Parking
  • View

Top-Rated Vacation Rentals with a Pool in Holiday Harbor

Over 527+ Top-Rated Vacation Rentals with a Pool in or Near Holiday Harbor
Beach Colony Tower 4D From US $880
         

10.0 (2 Reviews)
House
  • Pool
  • View
  • Private Beach
Beach Colony West 1B From US $671
         

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10.0 (2 Reviews)
House
  • Pool
  • View
  • Private Beach
Perdido Sun 512 From US $459
         

10.0 (2 Reviews)
House
  • Pool
  • View
  • Private Beach
Palacio 402 By Pkrm From US $404
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Luxury Retreat-Resort Amenities-Pool Beach Tennis From US $348
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Perdido Sun 916 From US $346
         

10.0 (2 Reviews)
House
  • Pool
  • View
  • Private Beach
Grand Caribbean Perdido Key #115 East From US $284
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Holiday Harbor

Over 68+ Pet-Friendly Vacation Rentals in or Near Holiday Harbor
Serenity Island Treasure At 7868 Evening Glow Drive From US $277
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Southern Breeze #6 From US $189
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Boardwalk #2 From US $659
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stella Maris by Vacation Homes Collection From US $467
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pensacola Home w/Large Yard: 4 Mi to Beach From US $337
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Herons Crossing - at Lost Key Golf and Beach Club From US $295
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Southern Breeze #9 From US $228
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View

Large Vacation Homes & Villas in Holiday Harbor

Over 111+ Large Vacation Homes & Villas in or Near Holiday Harbor
Banana Bay Townhome From US $222
         

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8.8 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Mins to the Beach/King Beds/Arcade-Snowbird Deals! From US $407
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Beach Colony East 7D From US $805
         

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10.0 (1 Review)
House
  • Pool
  • View
  • Private Beach
The Key Lime Cottage by Southern Vacation Rentals From US $586
         

Kokomo Joe's From US $579
         

10.0 (1 Review)
House
  • Parking
  • Pool
  • Sports/Activities
The Sailfish Of Perdido Key By Pkrm From US $551
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Perdido Sun 416 From US $534
         

10.0 (1 Review)
House
  • Pool
  • View
  • Private Beach
Baby's Got Beach @ Beach Colony East Unit 6C From US $455
         

Wheelchair Accessible Vacation Homes in Holiday Harbor

Over 19+ Wheelchair Accessible Vacation Homes in or Near Holiday Harbor
Windemere 1101 From US $358
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
  • View
Windemere 406 From US $180
         

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9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Windemere 0805 From US $330
         

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9.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Windemere 0703 From US $277
         

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9.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Pensacola Vacation Rental - Walk to Ocean! From US $121
         

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9.0 (1 Review)
House
  • Parking
  • View
  • Wheelchair Accessible
Bedroom Four minutes from beach From US $64
         

8.7 (126 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Windemere 705 From US $443
         

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7.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Beautiful 3 bedroom home 4 minutes from the beach From US $192
         

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7.0 (62 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Holiday Harbor Vacation Rentals and Airbnb Places to Stay Under $200

Over 57+ Holiday Harbor Vacation Rentals and Airbnb Places to Stay Under $200
Blue Skies Cottage 29Cu By Pkrm From US $187
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Perdido Skye Resort 53 By Pkrm From US $141
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Perdido Sun #410 From US $194
         

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9.7 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Grand Caribbean Perdido Key #212 West From US $141
         

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9.4 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Perdido Beach Bungalow From US $198
         

9.3 (6 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
The Lookout From US $173
         

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9.3 (4 Reviews)
House
  • Pool
  • View
  • Security/Safety

About Holiday Harbor Vacation Rentals

With more than 664 Holiday Harbor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Holiday Harbor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Holiday Harbor, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Holiday Harbor. Places to stay near Holiday Harbor are 1185.72 ft² on average, with prices averaging US $421 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Holiday Harbor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Holiday Harbor

Type Count
Vacation Homes 459
Holiday Apartments 196
Villas 7
Hotels 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Holiday Harbor

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Holiday Harbor.

Weather in Holiday Harbor

View the weather forecast for Holiday Harbor before booking your Holiday Harbor Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Holiday Harbor Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Holiday Harbor?

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:

How many vacation rentals are available in Holiday Harbor?

Currently, the total number of properties listed in 2026 is over 664 in the Holiday Harbor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Holiday Harbor.