Discover Your Perfect Holiday Vacation Homes

Holiday Luxury Rentals

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Holiday Pet Friendly Vacation Rentals

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9.7 (6 Reviews)
Apartment
Cozy House - 2beds & 1 bath
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Holiday Large Vacation Homes

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Why Choose Rent By Owner for your Holiday Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Holiday Vacation Rentals

Where are the best neighborhoods to stay in Holiday?

When planning your stay in Holiday, Florida, selecting the right neighborhood can greatly enhance your vacation experience. The area offers diverse neighborhoods that cater to different preferences, whether you're seeking peaceful residential streets or close proximity to local amenities. Each neighborhood provides unique charm and easy access to the natural beauty of the region, making it convenient to enjoy everything Holiday has to offer. By choosing a well-suited location within this inviting community, you can ensure a comfortable and memorable stay during your time in Florida.

Forest Hills

In this peaceful neighborhood, you can enjoy a quiet retreat while still being close to the area's attractions and amenities. It's an ideal spot for travelers seeking a tranquil setting within easy reach of outdoor activities.

View 358+ Rentals in Forest Hills

Key Vista

This vibrant community offers convenient access to natural preserves and scenic waterways, making it perfect for exploring the surrounding region. Staying here provides a blend of comfort and scenic beauty in a prime location.

View 312+ Rentals in Key Vista

Holiday Lake Estates

Offering picturesque views and serene surroundings, this neighborhood is ideal for those looking to unwind near the region’s lakes. It’s a peaceful base from which to enjoy the natural landscape.

View 438+ Rentals in Holiday Lake Estates

Buena Vista

Situated close to local parks and recreational areas, Buena Vista is perfect for outdoor enthusiasts wanting quick access to regional attractions. It combines convenience with a relaxed atmosphere.

View 423+ Rentals in Buena Vista

Pappas Colony

This well-established community provides a comfortable setting near key regional amenities, making it suitable for travelers seeking both accessibility and tranquility.

View 418+ Rentals in Pappas Colony

Ridgewood Gardens

Known for its lush landscaping and welcoming environment, Ridgewood Gardens offers a cozy retreat within the region’s popular residential area. It’s a great choice for leisurely stays.

View 437+ Rentals in Ridgewood Gardens

Crest Ridge Gardens

Nestled in a scenic part of the region, Crest Ridge Gardens provides easy access to outdoor pursuits and local conveniences, ideal for visitors looking to explore the area's natural beauty.

View 398+ Rentals in Crest Ridge Gardens

Park Place

Close to parks and recreational facilities, Park Place offers a strategic location for those wishing to enjoy both leisure and regional attractions. It's a comfortable spot to base your adventures.

View 368+ Rentals in Park Place

Best Times to Visit Holiday

When should you plan your Vacation Rentals stay?

Timing your trip to this destination can significantly enhance your experience, as the area offers the most favorable weather and activities during specific seasons, ensuring you find the perfect moment for a memorable getaway.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the region experiences warm weather perfect for enjoying outdoor activities and beach days. This is the most popular time to visit, so expect a lively atmosphere and higher demand for vacation rentals.

Average Temperature Daytime: 85°F - Nighttime: 70°F
winter
Winter Holidays (December to February)

The winter holiday season draws visitors seeking a mild climate for escape from colder regions. Booking your vacation rentals during this period allows you to enjoy festive celebrations and pleasant temperatures here.

Average Temperature Daytime: 72°F - Nighttime: 55°F

Off-Season Highlights

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Spring (March to May)

In spring, the area offers comfortable weather and fewer crowds, making it an ideal time to book vacation rentals at a more relaxed pace. The region’s natural beauty begins to bloom, enhancing your stay.

Average Temperature Daytime: 78°F - Nighttime: 60°F
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Fall (September to November)

Autumn brings cooler temperatures and quieter streets, perfect for those looking to explore without the peak-season rush. It’s a great time to find excellent deals on vacation rentals.

Average Temperature Daytime: 80°F - Nighttime: 65°F

Weekly Weather Forecast for Holiday

How to Book Your Holiday Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Holiday

More Top-Rated Vacation Rentals in Holiday Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor pool to relax and unwind under the Florida sun.
  • Experience outdoor dining with a fully equipped barbecue area for gatherings with family or friends.
  • Take advantage of spacious patios or decks ideal for morning coffees or evening drinks.
  • Benefit from lush landscaped yards perfect for outdoor play or leisurely strolls.
  • Make use of dedicated outdoor seating areas to soak up the warm sunshine in this region.
  • Stay active with access to outdoor sports facilities such as tennis courts or basketball hoops.
  • Appreciate scenic views from balconies or verandas that showcase the natural beauty here.

Top Attractions Around Holiday

What attractions are nearby?

Here, you can explore a variety of outdoor activities and recreational opportunities just moments from your vacation rental in Holiday, Florida, allowing you to enjoy the natural beauty and vibrant community of this inviting destination.

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Family Activities

  • Suncoast Seabird Sanctuary: Explore this renowned sanctuary where your family can observe and learn about local seabirds and marine life in a relaxed, natural environment.
  • John R. Bonner Nature Park: Enjoy outdoor adventures through walking trails and picnicking spots while immersing yourselves in the scenic beauty of the region’s lush landscapes.
  • American Victory Ship Mariners Museum: Experience a hands-on history lesson aboard this historic military ship, perfect for engaging young minds and providing educational entertainment.
  • Honeymoon Island State Park: Spend a day swimming, sunbathing, or collecting shells along pristine beaches that showcase the natural charm of this coastal area.
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Adult Activities

  • Explore the pristine beaches of the region: Relax and unwind on sunny shores that offer excellent opportunities for sunbathing, swimming, and beachcombing.
  • Visit local nature parks and preserve areas: Discover the area's natural beauty through scenic trails, birdwatching, and outdoor adventures amidst lush landscapes.
  • Experience water sports and recreational activities: Enjoy kayaking, paddleboarding, or snorkeling in nearby waterways that highlight the region's vibrant aquatic life.
  • Enjoy dining and nightlife options: Savor fresh seafood and regional cuisine at popular restaurants, while experiencing the area's lively evening scene.

Other Places to Stay in Holiday, FL

Holiday Lake Estates
Holiday Lake Estates Vacation Rentals
Ridgewood Gardens
Ridgewood Gardens Vacation Rentals
Holiday Lakes West
Holiday Lakes West Vacation Rentals
Tahitian Homes
Tahitian Homes Vacation Rentals
Buena Vista
Buena Vista Vacation Rentals
Country Estates
Country Estates Vacation Rentals
Tahitian Development
Tahitian Development Vacation Rentals
Aloha Gardens
Aloha Gardens Vacation Rentals
Crest Ridge Gardens
Crest Ridge Gardens Vacation Rentals
Holiday Gardens
Holiday Gardens Vacation Rentals
Forest Hills
Forest Hills Vacation Rentals
Key Vista
Key Vista Vacation Rentals
More Places to Stay Near Holiday

Holiday Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for the Season: To maximize your experience, align your visit with the region’s peak seasons for ideal weather and local events.
  • Choose the Right Vacation Rental: Select a well-reviewed property that offers convenient access to key attractions and outdoor activities in this destination.
  • Explore Local Dining Options: Take advantage of nearby restaurants and eateries to enjoy authentic flavors unique to the area’s culinary scene.
  • Utilize Local Guides and Maps: Enhance your stay by using curated guides and maps to discover hidden gems and ensure you don’t miss must-see spots around here.

Transportation Options

  • Personal Vehicles: Renting or driving your own vehicle offers the flexibility to explore this area and its surroundings at your own pace, making it a popular choice for visitors staying in holiday rentals.
  • Shuttle Services: Convenient shuttle options are available here, providing easy transportation between key locations and local attractions without the hassle of parking.
  • Public Transit: The region features public bus services that connect you to various parts of the area, offering an affordable and reliable way to get around during your stay.
  • Taxis and Ridesharing: Taxis and rideshare services like Uber and Lyft operate extensively here, providing quick and convenient transportation directly from your rental to destinations within the destination.

Local Customs Options

  • Local Seafood Cuisine: You can enjoy the region’s fresh seafood, which is a staple and reflects the area's rich maritime traditions.
  • Community Festivals: Participating in local festivals offers a glimpse into the area’s vibrant cultural scene and welcoming spirit.
  • Respect for Nature: When exploring here, you'll notice a strong emphasis on preserving natural waterways and wildlife, essential to the region’s identity.
  • Casual Coastal Attire: Visitors typically dress in relaxed, beach-appropriate clothing that aligns with the laid-back coastal lifestyle of the destination.

Frequently Asked Questions About Holiday?

1. What are the top vacation rentals in Holiday?

There are a lot of options in Holiday. If you plan on staying in the Holiday 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:

2. How many vacation rentals have private pools in Holiday?

There are 21 vacation rentals with private pools near Holiday. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Holiday are best for families?

If you are looking for a family-friendly vacation home in Holiday, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Holiday:

4. How many Rentbyowner vacation rentals are available in Holiday?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 187 in the Holiday area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Holiday. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s important to review each property's terms directly on the booking page or contact the host for specific details before confirming your reservation.

6. Are there any special requirements or house rules I should be aware of when booking in this destination?

Each vacation rental will have its own house rules, which can include restrictions on pets, smoking, or events. Be sure to read these carefully on the property listing and reach out to the host if you have any questions.

7. How do I ensure my booking is secure and what payment methods are accepted?

Secure booking procedures are standard here, with trusted payment options such as credit cards or online payment platforms. Always confirm that your reservation is made through a verified system to ensure safety.

8. What amenities are typically included in vacation rentals in this region?

Most properties offer amenities like Wi-Fi, kitchen facilities, parking, and outdoor spaces. For specific amenities, check each listing's details or contact the host directly.

9. Can I modify or cancel my reservation if my plans change?

Modifications and cancellations depend on the individual property's policy. It's recommended to review the cancellation and modification terms during booking or contact the host for assistance.

Holiday Top Rated Vacation Rentals

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