Dunedin Vacation Homes

Silhouettes of people at sunset, a sailboat on the water, and a distant shoreline.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Dunedin holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Charming Bungalow Downtown

Dunedin

Chuck W.

HK$2,088 total

includes taxes & fees

7 Aug - 8 Aug

2. Surf Shack Tiny Home on Pinellas Trail w/ Heated Pool! Walk or Bike to Downtown Dunedin!

Dunedin

Patricia L.

HK$2,357 total

includes taxes & fees

10 Aug - 11 Aug

3. Charming Downtown Cottage – Walk to Everything!

Dunedin

Karen W.

HK$2,462 total

includes taxes & fees

5 Aug - 6 Aug

4. Historic 1922 Home • Walk to Downtown & Blue Jays! 3BR/3BA

Dunedin

Sue F.

HK$4,934 total

includes taxes & fees

5 Aug - 6 Aug

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

Dunedin

John F.

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

Downtown Dunedin

Doug H.

HK$4,663 total

includes taxes & fees

19 Aug - 20 Aug

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

Dunedin

Thomas A.

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

Dunedin

Mark D.

HK$6,330 total

includes taxes & fees

10 Aug - 11 Aug

9. Rooftop+Balcony! Luxury Stay in Downtown Dunedin

Dunedin

Heide R.

HK$5,533 total

includes taxes & fees

5 Aug - 6 Aug

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

Dunedin

"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...

Ethan C.

HK$8,752 total

includes taxes & fees

5 Aug - 6 Aug

11. Private Tropical Oasis in Coastal Paradise W fenced yard.

Spring Branch

Deanne S.

HK$1,140 total

includes taxes & fees

12 Aug - 13 Aug

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

Clearwater

richard s.

HK$1,786 total

includes taxes & fees

12 Aug - 13 Aug

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

Pipers Meadow

Allyssa P.

HK$4,817 total

includes taxes & fees

31 Aug - 1 Sept

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

Palm Harbor

Vickie H.

HK$2,740 total

includes taxes & fees

31 Aug - 1 Sept

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

Clearwater

Laura

16. 'Sea Turtle Suite' Condo w/ Clearwater Beach Views

Clearwater Beach

Teagan N.

HK$3,424 total

includes taxes & fees

18 Aug - 19 Aug

17. Restful Get -A - Away. 10 min from the beach!!

Downtown Largo

Jon G.

HK$1,548 total

includes taxes & fees

12 Aug - 13 Aug

18. Oreo Cottage, Peaceful, BBQ

Downtown Largo

daniel g.

HK$2,389 total

includes taxes & fees

17 Aug - 18 Aug

19. Clearwater Cabana - Gorgeous Home w/ Private Pool, 15 Minutes to the Beach

Clearwater

Leslie H.

HK$4,559 total

includes taxes & fees

16 Aug - 17 Aug

1 bedroom, desk, soundproofing, iron/ironing board

20. Beautiful room in prime location

Pinellas Park

ebony

HK$1,114 total

includes taxes & fees

17 Aug - 18 Aug

View all properties

Find holiday rentals that suit your style

Private holiday homes

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Dunedin Hotel Reviews

RumFish Beach at TradeWinds

10/10 Excellent

"The staff was very helpful, friendly, and professional! A shout out to Juan from Rumfish Grill for being so kind and for making delicious drinks. Also to Cortez for being so energetic, and friendly. I highly recommend this place."

Sailport Waterfront Suites

8/10 Good

"I asked for a late check out and was told they would leave notes for the person in the morning. Found out from the manager in the morning they were completely booked and couldn't accommodate me. I was out to lunch with my family and they wanted us out by 1. I felt like I was being interrogated because the manager asked how was I at lunch if I just spoke with house keeping and she kept asking if I knew who I spoke to the night before. I never got the other person's name and didn't think I had to. When I went to check out the manager that was rude and unprofessional seemed very eager to tell me that the person I spoke to the night before was the night manager. That is very concerning to me that two managers treated a customer that way. If it was their mistake they should've figured something out. We had to leave at 2 pm and our flight was not until 7:30! Our vacation turned nightmare because of two "managers" that have zero customer service experience. I would recommend retraining or possibly new managers. The restaurant staff were amazing, the woman that checked us in was friendly and helpful , security and maintenance crew were awesome! But unfortunately we will not book there again due to the managers."

The Westin Tampa Bay

10/10 Excellent

"The hotel was in a great location and made it super accessible to go to St. Petes, Clearwater, and Madeira beach. The hotel itself is in pristine condition and we loved looking at the bayview from our window. The only downside was the amount of time we had waited to be served breakfast - almost an hour. I was pretty sure they were short-staffed so we did not rush them and just patiently waited. Overall, it was still a great weekend stay at The Westin and I’ll certainly be back!"

Find out more about Dunedin