Virginia Beach Attractions - Vacation Rentals in Holiday Estates

Sunflower From US $76
         

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8.5 (2 Reviews)
House
  • Parking
  • Child Friendly
  • Internet
Spanish Main by Happy Palm Stays From US $838
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
5 BD, 3 bath, 200 Yards to Cocoa Beach From US $602
         

9.8 (198 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Holiday Estates

Over 1925+ Luxury Places to Stay in or Near Holiday Estates
Coco Sands - Studio 3, One Block walk to the Atlantic Ocean! From US $11,176
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Coco Sands - Studio 2, One Block walk to the Atlantic Ocean! From US $11,026
         

9.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Coco Sands - Studio 1, One Block walk to Atlantic Ocean! From US $11,026
         

9.8 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hacienda by the Sea From US $2,347
         

New
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Holiday Estates

Over 1145+ Top-Rated Vacation Rentals with a Pool in or Near Holiday Estates
Pool/Beach View Condo From US $416
         

10.0 (247 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachfront Condo From US $340
         

10.0 (242 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beautiful Oceanfront Condominium From US $266
         

10.0 (175 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Holiday Estates

Over 555+ Pet-Friendly Vacation Rentals in or Near Holiday Estates
Penguins on the Beach Villas From US $392
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean View Steps From Beach! 75” TV Free WiFi & Movie From US $233
         

9.8 (137 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
From Patio to Paradise | Oceanfront Stay with Heated Pool! From US $303
         

Large Vacation Homes & Villas in Holiday Estates

Over 196+ Large Vacation Homes & Villas in or Near Holiday Estates
Private Pool Home, Walk to Beach From US $719
         

10.0 (99 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pier Beach House! Heated Pool, Spa, Steps to Sand From US $1,142
         

10BEDS 7BR Oceanfront Home w/Private Beach Access From US $1,379
         

Wheelchair Accessible Vacation Homes in Holiday Estates

Over 472+ Wheelchair Accessible Vacation Homes in or Near Holiday Estates
Sandcastles by Happy Palm Stays From US $357
         

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9.6 (16 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Condo Complex on the Beach 2 Bed 2 Bath From US $389
         

9.8 (65 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Coastal Paradise Heated Pool & 25 Steps to the Sand From US $316
         

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

Over 487+ Holiday Estates Vacation Rentals and Airbnb Places to Stay Under $200
*Ocean Oasis: Beach Extras & Bikes & Surfboards* From US $131
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Beach Place Guesthouses From US $194
         

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9.4 (689 Reviews)
Cottage
  • Air Conditioner
  • TV
  • View
Coastal Cottage 233 - Walk to Beach, King Bed From US $187
         

10.0 (115 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Cottage 225 - Walk to Beach, King Bed From US $168
         

10.0 (98 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Cottage 227 - Walk to Beach, King Bed From US $155
         

10.0 (82 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Guest House 1Bedroom Sleeps 4 From US $106
         

10.0 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Holiday Estates

Over 1241+ Instantly Bookable Vacation Homes in or Near Holiday Estates
Tahitian Cottage - Heated Pool & East of A1A! From US $158
         

10.0 (104 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spotless Coastal Efficiency in Cocoa Beach! - Unit B From US $205
         

A true Gem in Beautiful Cocoa Beach From US $247
         

9.6 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

About Holiday Estates Vacation Rentals

With more than 1934 Holiday Estates vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Virginiabeachattractions 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 Estates.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Virginiabeachattractions Holiday Estates, 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 Estates. Places to stay near Holiday Estates are 836.75 ft² on average, with prices averaging $383 a night.

Virginiabeachattractions makes it easy and safe to find and compare vacation rentals in Holiday Estates 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 Estates

Type Count
Vacation Homes 631
Holiday Apartments 299
Resorts 49
Hotels with Suites 47
Villas 33
Cottages 29
Cabin Rentals 2

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

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

Weather in Holiday Estates

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

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

Currently, the total number of properties listed in 2026 is over 1934 in the Holiday Estates area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Holiday Estates.