Holiday Homes in Dunedin

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Dunedin

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Outdoor dining

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!

10.0 out of 10, Exceptional, (69)
"We had so much fun at this beautiful home and wish we were still there!"
Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
*Your Large 2nd Home in Tampa Bay* **Thoroughly Sanitized**
Fridge, microwave, oven, stovetop

*Your Large 2nd Home in Tampa Bay* **Thoroughly Sanitized**

9.8 out of 10, Exceptional, (69)
"The house is beautiful and the location was perfect for what we needed. "
*Your Large 2nd Home in Tampa Bay* **Thoroughly Sanitized**
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
On the beach

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

9.6 out of 10, Exceptional, (235)
"great spot on the beach, walk to John's pass and other restraunts!"
The price is NZ$770
includes taxes & fees
15 Aug - 16 Aug
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Breezy ‘White Sands House’ Steps to Gulf Shore!
Fridge, microwave, stovetop, dishwasher

Breezy ‘White Sands House’ Steps to Gulf Shore!

9.6 out of 10, Exceptional, (103)
"Great access to the beach, parking on the property, and plenty of space to relax and hang out. "
Breezy ‘White Sands House’ Steps to Gulf Shore!
Centrally Located 3-Bedroom Oasis: 20 Mins to Beach and City Life on VRBO
Smart TV, fireplace, video games

Centrally Located 3-Bedroom Oasis: 20 Mins to Beach and City Life on VRBO

7.0 out of 10, Good, (6)
"A beautiful house, very comfortable, it has a beautiful yard and the house is close to all the shops. "
Centrally Located 3-Bedroom Oasis: 20 Mins to Beach and City Life on VRBO
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
On the beach, sun-loungers, beach towels

1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

10.0 out of 10, Exceptional, (272)
"This property is amazing, and we would absolutely stay here again!"
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
Mod 4BR Home, Heated Private Pool • Near Indian Shores & John’s Pass • Sleeps 10
Beach nearby, sun-loungers, beach towels

Mod 4BR Home, Heated Private Pool • Near Indian Shores & John’s Pass • Sleeps 10

9.8 out of 10, Exceptional, (23)
"This property was fantastic. Plenty of room and amenities for all. Kitchen had everything we needed to make some easy meals. Pool was clean and warm. The whole property was well maintained. Would definitely book here again. "
Mod 4BR Home, Heated Private Pool • Near Indian Shores & John’s Pass • Sleeps 10
Vacation Home 2 Miles From The Beach with Pool and Spillover Spa!
Smart TV

Vacation Home 2 Miles From The Beach with Pool and Spillover Spa!

9.6 out of 10, Exceptional, (73)
"My family of 4 had a great stay here! The pool and outdoor living space was just awesome!! It was a great location and nice neighborhood! If we are in the area again, we’d definitely go back!"
Vacation Home 2 Miles From The Beach with Pool and Spillover Spa!
Heated Pool House <5 Min to Beaches Sleeps 12
Beach

Heated Pool House <5 Min to Beaches Sleeps 12

10.0 out of 10, Exceptional, (10)
"This house has a great location. It’s close to everything without being in the busy strip. Plus the lanai with the pool is an added plus!"
Heated Pool House <5 Min to Beaches Sleeps 12
Heated Pool | 2BD 2BA | Home near Beaches
Fridge, microwave, oven, stovetop

Heated Pool | 2BD 2BA | Home near Beaches

9.8 out of 10, Exceptional, (24)
"We enjoyed our stay! The location was great—close to the beach yet perfect for exploring Clearwater beyond the shore. The updated home is well-suited for families, friends, or any group, and the pool is a fantastic bonus."
Heated Pool | 2BD 2BA | Home near Beaches
Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.
Interior

Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.

10.0 out of 10, Exceptional, (44)
"Great place and great host!!"
Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
Sun-loungers, beach towels

*Pool* 8.5 miles to Honeymoon Island. 4 bdr

10.0 out of 10, Exceptional, (42)
"Loved the area and comfortable accommodations. "
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
Private Pinellas County Beaches' getaway house
Property grounds

Private Pinellas County Beaches' getaway house

8.4 out of 10, Very good, (43)
"Cindy was such a gracious host. She’s bubbly and warm, made us feel right at home! Came for a weekend beach trip and this was perfect as it was only 15-20 min from the beach and there’s many restaurants and grocery stores nearby, so the location was perfect. We highly recommend staying here; great experience overall. "
The price is NZ$263
includes taxes & fees
13 Aug - 14 Aug
Private Pinellas County Beaches' getaway house
Charming Clean Studio in Downtown Clearwater
Exterior

Charming Clean Studio in Downtown Clearwater

9.6 out of 10, Exceptional, (14)
"Everything was as advertised. Great location for beach in clearwater and tampa."
The price is NZ$228
includes taxes & fees
13 Aug - 14 Aug
Charming Clean Studio in Downtown Clearwater
Spacious Tampa Haven: Games / Pool / 7-15 min From Everything
Smart TV, fireplace, video games

Spacious Tampa Haven: Games / Pool / 7-15 min From Everything

9.2 out of 10, Wonderful, (12)
"Beautiful home, the Owner was very friendly and accommodating to our needs. Responded to emails in a timely manner. Next time I'm in Tampa I would love to stay here again."
Spacious Tampa Haven: Games / Pool / 7-15 min From Everything
House with unique style 3/2 Near Raymond Stadium
Fridge, microwave, oven, dishwasher

House with unique style 3/2 Near Raymond Stadium

7.6 out of 10, Good, (63)
"Not a bad little place in a pinch. Towels provided but no washcloths. "
The price is NZ$403
includes taxes & fees
18 Aug - 19 Aug
House with unique style 3/2 Near Raymond Stadium
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
A heated pool

5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub

9.0 out of 10, Wonderful, (48)
"We wanted to check out south Tampa and we’re happy with this location for our two week stay. Kids loved the pool and hot tub everyday! "
The price is NZ$614
includes taxes & fees
14 Aug - 15 Aug
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
Clearwater Beach House - Right On The Beach
On the beach

Clearwater Beach House - Right On The Beach

9.6 out of 10, Exceptional, (113)
"Convenient to Beach and local restaurants"
The price is NZ$781
includes taxes & fees
13 Aug - 14 Aug
Clearwater Beach House - Right On The Beach
Paradise Privacy Cottage
Outdoor dining

Paradise Privacy Cottage

9.0 out of 10, Wonderful, (20)
"This was perfect for my daughter and I, located in a cute neighborhood and close to many things. It was very clean and allowed for privacy, definitely felt like home away from home and would highly recommend. "
The price is NZ$239
includes taxes & fees
17 Aug - 18 Aug
Paradise Privacy Cottage
Centrally-located Beach House with direct access to a secluded beach!
On the beach, sun-loungers, beach towels

Centrally-located Beach House with direct access to a secluded beach!

10.0 out of 10, Exceptional, (95)
"This house was perfect if you want to spend time at the beach! Great location and easy to drive to St. Petersburg for dining and shopping. "
Centrally-located Beach House with direct access to a secluded beach!
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 & Spa

Hyatt Regency Clearwater Beach Resort & Spa

10/10 Excellent
"Clean rooms amazing views and great customer service. Highly recommend with family"
Mohshin 4-night trip
Posted 15 hours ago
Hyatt Regency Clearwater Beach Resort & Spa