Holiday Homes in Dunedin

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Dunedin and around

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Enjoy al fresco dining with a round table and six chairs, overlooking the city and a body of water.

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**
Enjoy cooking in this kitchen with a central island and bar stools, featuring appliances and a convenient coffee station.

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

9.8 out of 10, Exceptional, (68)
"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
Guests can enjoy a serene beach experience with access to the shore.

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 €403
includes taxes & fees
14 Aug - 15 Aug
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Breezy ‘White Sands House’ Steps to Gulf Shore!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances and a spacious tiled backsplash.

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
Relax in this inviting living space with a large L-shaped sofa, coffee table, and patterned rug.

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
Relax in comfort on the beach with Adirondack chairs and enjoy a safe and well-maintained environment.

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
Guests can enjoy the serene beach scene with calm waters and a lifeguard tower nearby.

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!
Relax in this stylish living room with a sofa set, coffee table, and large mirror.

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
Enjoy ocean views from the hotel's multi-story structure, set amidst a vibrant beachfront community with recreational opportunities.

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
Enjoy cooking in this well-equipped kitchen with appliances, granite countertop, and sink.

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.
Relax in this spacious living area with a large sofa, dining table, and fireplace.

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
Enjoy the tranquil atmosphere of Clearwater Beach, where guests can soak up the sun and take in the breathtaking ocean views.

*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
Enjoy outdoor dining or relaxation in this serene patio area with a table and chairs, surrounded by a lush garden and a string of twinkling lights.

Private Pinellas County Beaches' getaway house

8.4 out of 10, Very good, (42)
"Comfortable, complete and perfect"
The price is €138
includes taxes & fees
10 Aug - 11 Aug
Private Pinellas County Beaches' getaway house
Charming Clean Studio in Downtown Clearwater
Simple, single-story building with a blue door and a chair outside, surrounded by palm trees and a gravel pathway.

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 €121
includes taxes & fees
10 Aug - 11 Aug
Charming Clean Studio in Downtown Clearwater
Spacious Tampa Haven: Games / Pool / 7-15 min From Everything
Relax in this stylish living room with a sofa, flat-screen TV, and vibrant artwork.

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
Enjoy cooking in this well-equipped kitchen with oven, microwave, and coffee maker.

House with unique style 3/2 Near Raymond Stadium

7.6 out of 10, Good, (63)
"Perfect for what we needed to attend NY Yankees spring training games. "
The price is €213
includes taxes & fees
11 Aug - 12 Aug
House with unique style 3/2 Near Raymond Stadium
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
Relax by the serene pool surrounded by lush greenery and trees.

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

9.2 out of 10, Wonderful, (47)
"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 €348
includes taxes & fees
7 Sept - 8 Sept
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
Clearwater Beach House - Right On The Beach
Enjoy a serene beach experience with calm seas and gentle waves.

Clearwater Beach House - Right On The Beach

9.6 out of 10, Exceptional, (112)
"Convenient to Beach and local restaurants"
The price is €443
includes taxes & fees
12 Aug - 13 Aug
Clearwater Beach House - Right On The Beach
Paradise Privacy Cottage
Relax on the patio with a wicker sofa, round table, and two chairs.

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 €126
includes taxes & fees
10 Aug - 11 Aug
Paradise Privacy Cottage
Centrally-located Beach House with direct access to a secluded beach!
Overlooking the ocean, this beachfront property offers stunning views of the coastline.

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

10.0 out of 10, Exceptional, (95)
"Awesome place to stay!"
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

Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

10/10 Excellent
"Top Notch Staff"
Jonathan 1-night trip
Posted 21 hours ago
Hilton Tampa Airport Westshore