Discover Your Perfect Dunedin Vacation Homes

Best Vacation Homes in Dunedin

Condo
like-icon10.0
Exceptional
(290 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $419/Night 7 Nights - CA $2,931
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1367.02 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $546/Night 7 Nights - CA $3,820
star-icons-4
House
like-icon9.8
Exceptional
(305 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
CA $258/Night 7 Nights - CA $1,806
House
Map-icon
like-icon10.0
Exceptional
(127 Reviews)
2 Bedrooms 1 Bath 4 Guests 800 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $246/Night 7 Nights - CA $1,724
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 7 Guests 1130.21 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $376/Night 7 Nights - CA $2,633
Cottage
like-icon10.0
Exceptional
(79 Reviews)
1 Bedroom 1 Bath 4 Guests 480 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $287/Night 7 Nights - CA $2,011
Cottage
Map-icon
like-icon10.0
Exceptional
(71 Reviews)
1 Bedroom 1 Bath 2 Guests 800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $283/Night 7 Nights - CA $1,978
Cottage
like-icon10.0
Exceptional
(64 Reviews)
1 Bedroom 1 Bath 4 Guests 480 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $284/Night 7 Nights - CA $1,990

Dunedin Luxury Rentals

star-icons-3
Cottage
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $4,209/Night 7 Nights - CA $29,462
House
1 Bedroom 3 Baths 6 Guests 1786.81 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $2,151/Night 7 Nights - CA $15,059
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 4 Baths 16 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,108/Night 7 Nights - CA $14,759
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $1,903/Night 7 Nights - CA $13,322
House
Map-icon
8 Bedrooms 6 Baths 26 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,825/Night 7 Nights - CA $12,778
House
Map-icon
7 Bedrooms 5 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $1,676/Night 7 Nights - CA $11,735
Villa
Map-icon
like-icon9.4
Exceptional
(13 Reviews)
7 Bedrooms 5 Baths 18 Guests 6500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $1,664/Night 7 Nights - CA $11,645
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 6 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,520/Night 7 Nights - CA $10,643

Dunedin Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(58 Reviews)
2 Bedrooms 2 Baths 5 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $277/Night 7 Nights - CA $1,938
star-icons-4
House
Map-icon
like-icon9.3
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 4 Guests 925.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $240/Night 7 Nights - CA $1,683
Hotel
like-icon9.4
Exceptional
(282 Reviews)
1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $267/Night 7 Nights - CA $1,871
Condo
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $243/Night 7 Nights - CA $1,703
star-icons-3
Apartment
Map-icon
like-icon9.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 5 Guests 785.77 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $537/Night 7 Nights - CA $3,758
Apartment
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $293/Night 7 Nights - CA $2,052
Cottage
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
2 Bedrooms 1 Bath 4 Guests 688 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $300/Night 7 Nights - CA $2,097
Cottage
like-icon10.0
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $283/Night 7 Nights - CA $1,981

Dunedin Large Vacation Homes

Villa
Map-icon
like-icon9.8
Exceptional
(28 Reviews)
1 Bedroom 1 Bath 3 Guests 500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $151/Night 7 Nights - CA $1,056
star-icons-4
House
Map-icon
like-icon9.5
Exceptional
(14 Reviews)
4 Bedrooms 4 Baths 12 Guests 904.17 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
CA $261/Night 7 Nights - CA $1,830
House
Map-icon
4 Bedrooms 6 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,397/Night 7 Nights - CA $9,777
Villa
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $133/Night 7 Nights - CA $933
star-icons-4
Bed & Breakfast
like-icon9.3
Exceptional
(142 Reviews)
11 Bedrooms 9 Baths 22 Guests 542.98 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
CA $350/Night 7 Nights - CA $2,447
Villa
Map-icon
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $306/Night 7 Nights - CA $2,143
House
like-icon10.0
Exceptional
(26 Reviews)
5 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $883/Night 7 Nights - CA $6,183
Villa
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
5 Bedrooms 3 Baths 10 Guests 3200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $1,016/Night 7 Nights - CA $7,111

Why Choose Rent By Owner for your Dunedin 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.

Best Times to Visit Dunedin

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the best seasons for enjoying the region's pleasant weather and local events typically fall during specific months of the year.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy the region's pleasant weather and vibrant local events, making it an ideal time to book your vacation rentals here.

Average Temperature Daytime: 75°F - Nighttime: 55°F
summer
Summer (June to August)

The summer months bring warm weather perfect for outdoor activities, attracting visitors seeking a lively atmosphere in this destination.

Average Temperature Daytime: 88°F - Nighttime: 75°F

Off-Season Highlights

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Fall (September to November)

In fall, the area experiences milder temperatures and fewer crowds, offering a tranquil setting for your stay in this region.

Average Temperature Daytime: 78°F - Nighttime: 60°F
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Winter (December to February)

Winter provides cooler weather and lower rates, making it a less crowded but still comfortable time for exploring and relaxing here.

Average Temperature Daytime: 65°F - Nighttime: 50°F

Weekly Weather Forecast for Dunedin

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.

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 outdoor grilling with a fully equipped barbecue area to host gatherings and cookouts.
  • Relax by your private pool, perfect for cooling off after a day exploring the local beaches and parks.
  • Take advantage of spacious patios or decks designed for outdoor dining and leisure moments.
  • Benefit from well-maintained gardens or landscaped yards that add to the scenic charm of your stay.
  • Utilize outdoor seating areas to unwind while taking in views of the region’s natural beauty.
  • Access nearby walking trails or bike paths that allow you to explore the area's nature firsthand.
  • Depending on your rental, you might find amenities such as a fire pit for cozy evenings under the stars.
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Family Activities

  • Caledesi Island State Park: Enjoy a day of family fun by exploring the scenic trails, beaches, and picnic areas within this beautiful state park, perfect for outdoor activities in the area.
  • Dunedin Maritime Museum: Discover the region’s rich maritime history through engaging exhibits that entertain and educate all ages during your stay here.
  • Honeymoon Island State Park: Relax on pristine beaches, go shelling, or take a family walk along nature trails at this popular destination close to your vacation rental.
  • The Pinellas Trail: Cycle or walk along this extensive trail system that connects many family-friendly parks and scenic spots in the region, ideal for outdoor adventures.
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Adult Activities

  • Explore the Pinellas Trail: Enjoy scenic cycling or walking along this popular trail that connects the area to other Gulf Coast destinations, perfect for outdoor enthusiasts staying nearby.
  • Visit the Dunedin Fine Art Center: Discover local art exhibits and participate in engaging workshops in this vibrant cultural hub within the region.
  • Relax at Honeymoon Island State Park: Spend a day sunbathing, swimming, or bird-watching on pristine beaches just minutes from here, ideal for enjoying Florida’s natural beauty.
  • Experience the Dunedin Historical Museum: Learn about the area's rich heritage through compelling exhibits and preserved historic sites, offering a glimpse into its past.

Dunedin Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check the area's event calendar to experience authentic Dunedin celebrations that showcase its vibrant community and culture.
  • Visit Nearby Beaches and Parks: Maximize your stay by spending relaxing days at the region's renowned beaches and outdoor spaces, perfect for unwinding and enjoying the sunshine.
  • Discover Unique Dining Options: Savor the flavors of local cuisine at nearby restaurants that highlight the freshest seafood and regional specialties.
  • Plan Day Trips to Local Attractions: Take advantage of the area's well-connected locations to explore neighboring attractions and make your vacation unforgettable.

Transportation Options

  • Rental Car Services: You can easily explore the area at your own pace with major rental car providers offering convenient pickup and drop-off locations near your vacation rental.
  • Public Transit: The local bus system connects key points across this destination, making it a budget-friendly option for getting around during your stay.
  • Taxi and Rideshare Services: Professional taxi companies and rideshare apps provide flexible transportation options for quick trips within the region when you prefer comfort and convenience.
  • Bicycle Rentals: For a leisurely way to experience this seaside town, bicycle rentals are available, allowing you to enjoy the scenic views at your own pace.

Local Customs Options

  • Greek Heritage Influence: You will notice a strong Greek cultural presence, reflected in local festivals and community gatherings that celebrate this vibrant heritage.
  • Enjoy the region’s seafood cuisine, where fresh catches are central to local dining customs and social events along the waterfront.
  • Embrace the area's artistic spirit, as local artisans often showcase their work inspired by the scenic surroundings and maritime history.
  • Participate in lively festivals and parades throughout here, which highlight the friendly and welcoming nature of the local residents.

Frequently Asked Questions About Dunedin?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 534 in the Dunedin 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 Dunedin. 

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

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the applicable terms and any potential fees or deadlines.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional charges such as cleaning fees, security deposits, or service fees are often listed during the booking process. Check the specific property listing for a full breakdown of all applicable costs.

7. How do I ensure my reservation in this destination is secure?

Reservations are secured through the platform's verified booking system, but it's advisable to communicate with the owner through official channels and review the property's reviews for added confidence.

8. What amenities are typically available in vacation rentals around here?

Amenities can vary between properties, but common features include Wi-Fi, parking, kitchen facilities, and outdoor spaces. Confirm the specific amenities offered in your chosen listing before finalizing your booking.

9. What is the check-in and check-out process for staying at a rental in this region?

Check-in and check-out procedures are detailed on each listing, often including key access instructions. Contact the property owner directly if you have any special requests or need further assistance.

Dunedin Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(63 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $674/Night 7 Nights - CA $4,719
Apartment
Map-icon
like-icon10.0
Exceptional
(61 Reviews)
1 Bedroom 1 Bath 3 Guests 325 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $335/Night 7 Nights - CA $2,349
Cottage
Map-icon
like-icon10.0
Exceptional
(50 Reviews)
1 Bedroom 1 Bath 2 Guests 650 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $271/Night 7 Nights - CA $1,900
House
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
3 Bedrooms 2 Baths 8 Guests 1500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $478/Night 7 Nights - CA $3,349
Condo
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $499/Night 7 Nights - CA $3,493
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $295/Night 7 Nights - CA $2,066
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $198/Night 7 Nights - CA $1,387
Cottage
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $292/Night 7 Nights - CA $2,045