Too Doo - Vacation Rentals in Holiday Harbors

Luxurious Dolphin Heaven on the 10th floor From US $341
         

Oceanfront Condo 3 Bedrooms 3 Baths Sleeps 8 From US $729
         

Luxury Places to Stay in Holiday Harbors

Over 1489+ Luxury Places to Stay in or Near Holiday Harbors
Chateau Coquina From US $3,744
         

New
House
  • Air Conditioner
  • Pet Friendly
  • View
Be A Nomad | Ocean view pool home From US $3,368
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
HCB 53 Suenos Luxury Yacht From US $2,537
         

New
Boat Rental
  • Air Conditioner
  • Parking
  • Pool
Beach Retreat Complex w/Pool - Sleeps 25! From US $2,231
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Luxury Villas 2 Pools Steps to Beach Ocean Views From US $2,164
         

Top-Rated Vacation Rentals with a Pool in Holiday Harbors

Over 391+ Top-Rated Vacation Rentals with a Pool in or Near Holiday Harbors
Family Retreat | Heated Pool, Games, Bike to Beach From US $1,309
         

10.0 (107 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Beach Retreat w/Heated Pool, Putting Green From US $710
         

Pet-Friendly Vacation Rentals in Holiday Harbors

Over 724+ Pet-Friendly Vacation Rentals in or Near Holiday Harbors
Beautiful condo overlooking Majestic Ocean ! From US $125
         

8.4 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachcomber 403 by Distinctive Beach Rentals From US $364
         

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9.6 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Seahorse Cottage Bungalow - Only 7 Blocks from the Beach From US $289
         

Private Pool + Game Room | 1 Mile to Beach From US $633
         

10.0 (70 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Holiday Harbors

Over 285+ Large Vacation Homes & Villas in or Near Holiday Harbors
Family Oasis | Pickleball + Heated Pool & Spa From US $702
         

10.0 (52 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Beach Villages - Villa Six From US $265
         

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9.8 (7 Reviews)
Villa
  • Air Conditioner
  • Pet Friendly
  • TV
Pool + Game Room | Family-Friendly Retreat From US $684
         

10.0 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Beach Home w/Heated Pool & Putting From US $787
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Ocean View Getaway! From US $797
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
STEPS from the BEACH- Luxury Beach House From US $650
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Holiday Harbors

Over 125+ Wheelchair Accessible Vacation Homes in or Near Holiday Harbors
PrivateTropical Oasis in Jax Beach From US $393
         

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9.7 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Surfline 8th Avenue Jax Beach From US $318
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

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

Over 312+ Holiday Harbors Vacation Rentals and Airbnb Places to Stay Under $200
Private Beachy Guest Cottage! From US $126
         

10.0 (73 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Element Jacksonville Beach From US $183
         

|
9.6 (540 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cozy 1BR Beach Hideaway - One block to beach From US $169
         

Breezy Retreat!Walk to Beach!Bikes!Near Mayo too! From US $155
         

Studio w/king size bed -3 minute walk to beach From US $153
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
*Beach Breeze*- 1 block from the beach! From US $106
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Holiday Harbors

Over 916+ Instantly Bookable Vacation Homes in or Near Holiday Harbors
Beachy Cottage by the sea From US $380
         

10.0 (87 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Family Beach Oasis with Heated Pool From US $621
         

10.0 (55 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
★1 blk from beach | perfect for groups/families★ From US $551
         

Front Top | Oceanfront slice of heaven! From US $642
         

10.0 (54 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

About Holiday Harbors Vacation Rentals

With more than 1498 Holiday Harbors vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Toodoo 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 Harbors.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Toodoo Holiday Harbors, 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 Harbors. Places to stay near Holiday Harbors are 941.08 ft² on average, with prices averaging $401 a night.

Toodoo makes it easy and safe to find and compare vacation rentals in Holiday Harbors 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 Harbors

Type Count
Vacation Homes 892
Holiday Apartments 307
Hotels with Suites 64
Villas 16
Cottages 11
Others 3
Resorts 2

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

Pro Tip: Toodoo makes it easy to compare the best listings on Toodoo homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Toodoo 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 Harbors.

Weather in Holiday Harbors

View the weather forecast for Holiday Harbors before booking your Holiday Harbors 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 Harbors Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Holiday Harbors?
How many vacation rentals are available in Holiday Harbors?

Currently, the total number of properties listed in 2026 is over 1498 in the Holiday Harbors area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Holiday Harbors.