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Holiday Homes in Dunedin

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Dunedin holiday homes

A kitchen with wooden beams, white cabinets, a large island with stools, and a view of the outdoors.

1. Charming Bungalow Downtown

Charming Bungalow Downtown
Dunedin
9.6 out of 10, Exceptional, (45 reviews)
"Cutest cottage! Great decor and bed is comfy. Very convenient to downtown. Very clean and laundry is a bonus. Host was responsive to any concerns."
United States
Melodie J.
Charming Bungalow Downtown
An outdoor seating area with two white and two blue Adirondack chairs, a red umbrella, and a fire pit.

2. Walk Downtown & Waterfront | Dunedin's Best Street

Walk Downtown & Waterfront | Dunedin's Best Street
Downtown Dunedin
The price is €283
includes taxes & fees
22 Oct - 23 Oct
Walk Downtown & Waterfront | Dunedin's Best Street
A spacious living room with a beige sofa, a coffee table, and a blue rug. There are ceiling fans, a large window with blinds, and a painting on the wall.

3. Downtown Dunedin, Golf Cart, King bed + Bunk room

Downtown Dunedin, Golf Cart, King bed + Bunk room
Dunedin
The price is €342
includes taxes & fees
25 Oct - 26 Oct
Downtown Dunedin, Golf Cart, King bed + Bunk room
A kitchen with white cabinets, a dining table with chairs, a ceiling fan, and a window with curtains.

4. Charming Downtown Cottage – Walk to Everything!

Charming Downtown Cottage – Walk to Everything!
Dunedin
9.8 out of 10, Exceptional, (38 reviews)
"Perfect stay right within walking distance to town, and close beaches. Met all our expectations."
United States
Johanna M.
The price is €296
includes taxes & fees
21 Oct - 22 Oct
Charming Downtown Cottage – Walk to Everything!
A bedroom with a bunk bed, a ceiling fan, a round rug, a desk with a vase, and a door.

5. Downtown Dunedin 2026 Golf Cart & Bikes!

Downtown Dunedin 2026 Golf Cart & Bikes!
Dunedin
10.0 out of 10, Exceptional, (2 reviews)
"As soon as we opened the door it felt like our own cozy home. It had everything we needed with a great location for walkers or cyclists and very dog friendly. Beautiful …loved the decorating."
United States
Maurice C.
The price is €326
includes taxes & fees
25 Oct - 26 Oct
Downtown Dunedin 2026 Golf Cart & Bikes!
A covered outdoor seating area with a view of the beach and ocean.

6. No Hurricane Damage Walk to Downtown Dunedin and Waterfront Private Home for 8

No Hurricane Damage Walk to Downtown Dunedin and Waterfront Private Home for 8
Downtown Dunedin
10.0 out of 10, Exceptional, (73 reviews)
"Great house with amazing location in downtown Dunedin"
United States
Doug H.
No Hurricane Damage Walk to Downtown Dunedin and Waterfront Private Home for 8
A green recycling bin with a sign, a white picket fence, and a concrete path.

7. Dunedin's Finest St - Walk Downtown & Waterfront - Palms Cottage

Dunedin's Finest St - Walk Downtown & Waterfront - Palms Cottage
Dunedin
The price is €358
includes taxes & fees
4 Nov - 5 Nov
Dunedin's Finest St - Walk Downtown & Waterfront - Palms Cottage
A modern building with a garage door, a double door entrance, and two large planters.

8. Coastal Retreat in Downtown Dunedin w/ Yard+Grill

Coastal Retreat in Downtown Dunedin w/ Yard+Grill
Dunedin
10.0 out of 10, Exceptional, (5 reviews)
"Great place and great location to everything in Dunedin ! "
United States
Chris G.
The price is €360
includes taxes & fees
11 Nov - 12 Nov
Coastal Retreat in Downtown Dunedin w/ Yard+Grill
A modern two-story house with a garage, large windows, and a balcony.

9. Downtown Gem w/Fenced Yard & Grill - Main St

Downtown Gem w/Fenced Yard & Grill - Main St
Dunedin
10.0 out of 10, Exceptional, (9 reviews)
"Wondering place to stay "
United States
Debbie D.
The price is €366
includes taxes & fees
20 Oct - 21 Oct
Downtown Gem w/Fenced Yard & Grill - Main St
A modern kitchen with white cabinets, a central island with stools, and a view of a swimming pool through glass doors.

10. Heated Pool, Hot Tub, Bikes, Minutes to Clearwater Beach & Honeymoon Island!

Heated Pool, Hot Tub, Bikes, Minutes to Clearwater Beach & Honeymoon Island!
Barrington Hills
9.6 out of 10, Exceptional, (18 reviews)
"This property is amazing! Privacy with the pool was exactly what we needed! Aleksandra was incredibly helpful and responsive. I would definitely see staying here again "
United States
Danielle H.
The price is €712
includes taxes & fees
6 Nov - 7 Nov
Heated Pool, Hot Tub, Bikes, Minutes to Clearwater Beach & Honeymoon Island!
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and pendant lighting.

11. Luxury 5 Bedroom Dunedin home ~ TWO full kitchens, heated pool, hot tub!

Luxury 5 Bedroom Dunedin home ~ TWO full kitchens, heated pool, hot tub!
Dunedin
9.8 out of 10, Exceptional, (30 reviews)
"Super good host and house"
United States
Richard P.
Luxury 5 Bedroom Dunedin home ~ TWO full kitchens, heated pool, hot tub!
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

12. Dunedin 3BR/2.5BA | Private Pool & Game Room

Dunedin 3BR/2.5BA | Private Pool & Game Room
Barrington Hills
8.8 out of 10, Excellent, (6 reviews)
"Host was welcoming. Instructions were great. Communications were excellent. Accommodations were excellent for seven adults and two frenchies. We had plenty of space. Great location. The handyman, Matt, did a great job fixing three issues immediately. Highly recommend this rental!!! "
United States
Jennifer O.
The price is €662
includes taxes & fees
19 Oct - 20 Oct
Dunedin 3BR/2.5BA | Private Pool & Game Room
A spacious kitchen with a large island, modern pendant lights, and a view of the outdoors.

13. Rooftop+Balcony! Luxury Stay in Downtown Dunedin

Rooftop+Balcony! Luxury Stay in Downtown Dunedin
Dunedin
10.0 out of 10, Exceptional, (4 reviews)
"It’s a beautiful property with everything you need for a great stay"
United States
Heide R.
The price is €628
includes taxes & fees
19 Oct - 20 Oct
Rooftop+Balcony! Luxury Stay in Downtown Dunedin
A modern living room with a sectional sofa, a wicker coffee table with croissants and coffee cups, and a view of greenery outside.

14. Heated salt water pool Spacious 4BR,3BR

Heated salt water pool Spacious 4BR,3BR
Dunedin
Heated salt water pool Spacious 4BR,3BR
A modern kitchen with a herringbone wood backsplash, a central island with stools, and pendant lighting.

15. New Upscale Retreat Downtown Dunedin w/ Balcony! Sleeps 4

New Upscale Retreat Downtown Dunedin w/ Balcony! Sleeps 4
Dunedin
10.0 out of 10, Exceptional, (6 reviews)
"Everything was great! Communication, cleanliness and amenities were excellent."
United States
Thomas A.
The price is €430
includes taxes & fees
19 Oct - 20 Oct
New Upscale Retreat Downtown Dunedin w/ Balcony! Sleeps 4
A spacious kitchen with a large island, modern pendant lights, and a view of the outdoors.

16. Rooftop, Balcony, Elevator, Fenced Yard! Downtown Lux Townhome

Rooftop, Balcony, Elevator, Fenced Yard! Downtown Lux Townhome
Dunedin
10.0 out of 10, Exceptional, (3 reviews)
"My family stayed at this property in early June, and it was incredible. The property itself is spectacular (and clean!!), the location is great, and the host is very responsive. The property became the central meeting place for our friends in Dunedin, and we ended every night on the rooftop deck. With the property right on the rail trail, we easily walked into downtown Dunedin every day. I highly recommend this place if you are looking for a very special, top-notch property right in downtown...
United States
Anonymous traveller
The price is €989
includes taxes & fees
20 Oct - 21 Oct
Rooftop, Balcony, Elevator, Fenced Yard! Downtown Lux Townhome
A hot tub with a waterfall backdrop, a bottle of wine, and two glasses.

17. "Romantic home with jacuzzi, 10 minutes from Clearwater Beach

"Romantic home with jacuzzi, 10 minutes from Clearwater Beach
Clearwater
9.8 out of 10, Exceptional, (21 reviews)
"Hot tub was very nice and so was my host. would definitely book again if im in the area!"
United States
richard s.
The price is €210
includes taxes & fees
19 Oct - 20 Oct
"Romantic home with jacuzzi, 10 minutes from Clearwater Beach
A dining area with a yellow table set for four, a kitchen in the background, and a ceiling fan.

18. Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
Clearwater
10.0 out of 10, Exceptional, (38 reviews)
"Excellent hospitality and superb decor! My family and I really enjoyed our trip! Highly recommended!!!!"
United States
Laura
The price is €426
includes taxes & fees
25 Oct - 26 Oct
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
A swimming pool with a glass enclosure, surrounded by outdoor seating and potted plants.

19. Palm Harbor Paradise | Spacious Home with Pool & Hot Tub

Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
Pipers Meadow
9.0 out of 10, Wonderful, (135 reviews)
"Everything was great, the neighborhood is quiet and beautiful, a little ways away from shops and beaches "
United States
Allyssa P.
The price is €568
includes taxes & fees
16 Nov - 17 Nov
Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
A circular outdoor seating area with four Adirondack chairs and a small table, surrounded by a white fence and potted plants.

20. Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!

Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!
Palm Harbor
10.0 out of 10, Exceptional, (66 reviews)
"Great place and close to everything you need "
United States
Vickie H.
The price is €308
includes taxes & fees
31 Oct - 1 Nov
Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dunedin Hotel Reviews

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

8/10 Good
"It’s a nice hotel. The only reason I gave it a good and not an excellent is a late night fire alarm because there were too many people taking showers. I don’t think this happens a lot but there was a large wedding party all taking showers and the water heater couldn’t handle it. Overall it’s a great place to stay."
Shana 1-night trip
Posted 1 hour ago
Hyatt Regency Clearwater Beach Resort and Suites

Find out more about Dunedin

Dunedin Holiday Homes information

Number of reviews
436
Accommodation
4463 Holiday Homes
Lowest Price
€210
Highest Price
€989

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