Dade City, FL Resort Rentals

Dade City Resorts

Cottage

The Historic Sweetwater Cottage Firepit & Cornhole

10.0

Exceptional

(10 Reviews)

2 Bedrooms 2 Baths 6 Guests

US $296/Night 7 Nights - US $2,075

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House

Downtown Dade City Glamper

10.0

Exceptional

(5 Reviews)

1 Bedroom 1 Bath 2 Guests 312.15 ft²

US $121/Night 7 Nights - US $849

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House

2 Bed Cozy Home, Dade City, Pickle Ball

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath

US $428/Night 7 Nights - US $2,993

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House

Charming Dade City Home | Ideal for Families & Pets

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 4 Guests 947 ft²

US $241/Night 7 Nights - US $1,686

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House

Entire Home in Dade City!

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 6 Guests 1216.32 ft²

US $219/Night 7 Nights - US $1,535

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House

Tranquil Dade City House w/Resort-Style Amenities

10.0

Exceptional

(3 Reviews)

2 Bedrooms 2 Baths 6 Guests 1286 ft²

US $211/Night 7 Nights - US $1,479

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House

Lake Jovita Golf Course Villa

10.0

Exceptional

(1 Review)

1 Bedroom 2 Baths 8 Guests 1732.99 ft²

US $490/Night 7 Nights - US $3,431

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House

Peaceful Home Retreat with Pool Near St. Leo University and Mirada Lagoon

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 6 Guests

US $191/Night 7 Nights - US $1,340

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House

Comfortable Home in Dade City!

9.5

Exceptional

(2 Reviews)

3 Bedrooms 2 Baths 6 Guests 1227.09 ft²

US $231/Night 7 Nights - US $1,614

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House

Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 5 Guests 800 ft²

US $178/Night 7 Nights - US $1,245

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House

Lake Jovita Golf Villa #9

9.4

Exceptional

(6 Reviews)

3 Bedrooms 2 Baths 6 Guests 1711.46 ft²

US $424/Night 7 Nights - US $2,971

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House

Horsing Around In the country

10.0

Exceptional

(2 Reviews)

2 Bedrooms 2 Baths 6 Guests 1300 ft²

US $228/Night 7 Nights - US $1,598

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More Top-Rated Resorts in Dade City Area

Why Choose Rent By Owner for your Dade City Resorts?

What makes our Resorts special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Dade City Resorts

Where are the best neighborhoods to stay in Dade City?

Consider staying in the charming neighborhoods of Dade City to enjoy a peaceful and authentic Floridian experience. These areas offer convenient access to local attractions while maintaining a serene atmosphere perfect for relaxation. Whether you're seeking a quiet retreat or a lively community, you'll find suitable options that provide both comfort and accessibility within this welcoming location.

Carver Heights

In the vibrant area of Dade City, Florida, Carver Heights offers a welcoming neighborhood where you can enjoy a peaceful stay while exploring nearby attractions. This community provides a convenient base for discovering the region's natural beauty and local charm.

View 34+ Rentals in Carver Heights

Pasadena

Situated within the region, Pasadena features a quiet setting ideal for visitors seeking relaxation and easy access to outdoor activities. Here, your choice of resorts ensures a comfortable and memorable experience in this charming part of Florida.

View 45+ Rentals in Pasadena

Lake Jovita

Known for its scenic views, Lake Jovita is a picturesque neighborhood offering upscale resorts that cater to travelers looking for luxury and tranquility. The area’s serene environment makes it a perfect retreat while staying conveniently close to regional sights.

View 100+ Rentals in Lake Jovita

Best Times to Visit Dade City

When should you plan your Resorts stay?

To make the most of your vacation here, consider visiting during the region's shoulder seasons when the weather is pleasant and accommodations tend to be more accessible, ensuring a relaxing stay at the perfect resorts in Dade City, Florida, USA.

Peak Season Highlights

Winter (December to February)

During the winter months, you'll find this destination bustling with visitors seeking warm weather and outdoor activities, making it the perfect time to experience the local charm.

Average Temperature Daytime: 70°F - 75°F - Nighttime: 50°F - 55°F

Spring (March to May)

Springtime brings pleasant temperatures and vibrant scenery, ideal for exploring the area’s natural beauty and enjoying outdoor pursuits in comfort.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F

Off-Season Highlights

Summer (June to August)

Summer tends to be the quieter season here, with warmer days that are perfect for those looking to avoid crowds while still enjoying the region's outdoor amenities.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 65°F - 75°F

Fall (September to November)

In fall, the area experiences a slight lull, offering a peaceful retreat where you can enjoy mild weather and fewer visitors during your stay.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F

Weekly Weather Forecast for Dade City

How to Book Your Dade City Resorts

What's our booking process?

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

Booking Steps

Search Properties

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

Select a Rental

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

Book Online

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

Explore and book the perfect rental in Dade City

More Top-Rated Resorts in Dade City Area

Common Resorts Amenities

What amenities can you expect?

Our Resorts 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 refreshing swim in the outdoor pool, perfect for relaxing after exploring the region.
Take advantage of spacious outdoor patios or decks to unwind and soak up the sunshine.
Benefit from well-maintained gardens and landscaped grounds that enhance your outdoor experience.
Make the most of available barbecue grills for outdoor dining with family and friends.
Utilize scenic walking or biking paths that allow you to explore the surrounding area at your own pace.
Visit communal fire pits for cozy evenings under the stars in this inviting destination.
Take advantage of outdoor sports facilities, such as tennis courts or volleyball areas, for active recreation.

Top Attractions Around Dade City

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities and cultural attractions that showcase the charm of Dade City, Florida, making it an ideal destination for those seeking a relaxing getaway with plenty of entertainment options within easy reach of your stay.

Family Activities

Skydive City: Experience the thrill of tandem skydiving as you and your family enjoy an unforgettable adventure above this scenic region.
Pinecrest Historic Village: Step back in time with interactive exhibits and authentic historic buildings that bring local history to life for children and adults alike.
Lake Walden Park: Relax and play at this family-friendly park featuring playgrounds, walking trails, and picnic areas amidst lush surroundings.
Dade City Farmers Market: Explore fresh local produce and handcrafted items while soaking in the vibrant atmosphere perfect for a family outing in this area.

Adult Activities

Historic Downtown Dade City: Stroll through this charming district to enjoy boutique shops, local eateries, and a glimpse into the area's rich history.
Pasco County Fairgrounds: Experience lively events, exhibitions, and entertainment that capture the vibrant spirit of the region's community gatherings.
Discover world-class equestrian competitions and riding experiences set amidst scenic rural landscapes here.
Adventure at local parks: Engage in outdoor activities such as hiking, picnicking, and wildlife observation within the lush green spaces nearby.

Other Places to Stay in Dade City, FL

Dade City Travel Tips

How Can You Make the Most of Your Stay?

Explore local events and markets: Take the time to discover the area's vibrant community events and farmers' markets to gain an authentic experience during your stay.
Visit nearby outdoor attractions: Make the most of the region’s natural beauty by exploring local parks and outdoor recreational spots close to your resort.
Sample regional cuisine: Delight in trying the area’s unique culinary offerings at local eateries, enhancing your visit with authentic flavors.
Plan day trips to surrounding areas: Use your resort as a convenient base for exploring nearby towns and attractions to fully immerse yourself in this destination.

Transportation Options

Rental Car Services: Major agencies in the area offer flexible vehicle options to explore the region at your own pace, providing convenience when staying near popular resorts.
Public Transit: Local bus systems provide affordable transportation within Dade City and surrounding areas, ideal for easy access to nearby amenities and attractions.
Taxi and Rideshare: Taxis and rideshare services like Uber and Lyft operate throughout the region, offering reliable transportation for day trips or getting around town comfortably.
Charter and Shuttle Services: Private shuttle operators navigate the region’s key locations, allowing you to travel directly between your preferred resorts and local points of interest with ease.

Local Customs Options

Local Artisans and Craftsmanship: Embrace the region's appreciation for handcrafted goods, which are often showcased at local markets and festivals, reflecting Dade City's rich cultural heritage.
Southern Hospitality: Experience the welcoming attitude of residents who take pride in their friendly demeanor, making visitors feel at home during their stay here.
Traditional Festivals and Parades: Participate in community celebrations like annual parades that highlight the area's history and promote a sense of unity among locals and visitors alike.
Religious Observances and Celebrations: Respect for longstanding religious traditions is evident in various local events, offering insight into the spiritual fabric of this destination.

Dade City Resorts Frequently Asked Questions

1. What are the top Resorts in Dade City?

There are a lot of options in Dade City. If you plan on staying in the Dade City area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Dade City:

2. How many Resorts are available in Dade City?

Currently, the total number of properties listed by RBO in 2026 is over 103 in the Dade City area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Dade City. 

3. What is the cancellation policy for resorts in Dade City, Florida?

Cancellation policies vary depending on the specific resort you choose. You should review the individual listing details or contact the property owner directly for the most accurate information regarding cancellations and potential fees.

4. Are there any special amenities or services offered at resorts in this area?

Amenities and services differ among resorts, so it's best to consult the specific listing for details on what is included during your stay. Many properties offer amenities such as pools, spa services, or recreational activities.

5. How do I confirm my reservation and payment process for a resort booking?

Reservations are typically confirmed through the booking platform once you complete the required payment. For detailed payment options and confirmation procedures, refer to the specific listing or contact the owner directly.

6. What are the check-in and check-out times for resorts in this region?

Check-in and check-out times are set by each individual resort. Please review the listing details for this information or reach out to the property owner to ensure a smooth arrival and departure.

7. Is it possible to modify or cancel my booking if my plans change?

Modifications or cancellations depend on the resort’s policies. Contact the property owner directly or review the listing for guidance on changing your reservation and any applicable fees or restrictions.