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Dunedin, FL Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
Florida (FL)
Dunedin, FL Holiday Rentals, Apartments and Villas
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Kid friendly (254)
Pet friendly (114)
Smoking allowed (7)
Elder access (2)
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Holiday Rental House (180)
Condominium/Apartment (112)
Cabin Holiday Rental (0)
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Waterfront (34)
Boat Available (9)
Private Chef (0)
Private Beach (0)
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Neighbourhood
Clearwater Beach (6)
Distance from
5 km
Honeymoon Island State Park
Caladesi Island State Park
Pinellas Trail
TD Ballpark
Stirling Art Studios and Gallery
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292 rentals
in Dunedin.
Coastal Downtown Dunedin with Golf Cart & Bikes!
35
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Downtown Dunedin Walking District
61
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Condo in Dunedin. 5 min from the beach!
25
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Resort Condo with 2 Pools, Hot tub, Tiki Bar & Restaurant
36
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
Key West Style Cottage - with pool/hot-tub
6
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Island Time - Beach Pool Home
26
Holiday Rental House in Clearwater Beach
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7 bedrooms
4 bathrooms
Sleeps 18
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Sleeps
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Charming Bungalow Downtown
16
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Luxury 5 Bedroom Dunedin home ~ TWO full kitchens, heated pool, hot tub!
16
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 13
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A rental that lets you live like a local - only better.
31
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Pet-Friendly Dunedin Townhome w/ Private Yard
25
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 2
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Coastal Dunedin Cottage- 3 Min to Downtown!
14
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Resort Condo Close To Beaches/Free Bikes
23
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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A rental that lets you live like a local – only better.
26
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Cottage by the gulf
31
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Honeymoon Island Free Beach Pass No Cleaning Fee Length Of Stay Discounts
24
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Private Updated Suite in heart of Downtown Dunedin
17
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Only 4 bedroom with a view of Main Street located in the Downtown Core District
16
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Heated Pool-Dunedin-Close to beaches-Pet Friendly
18
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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SEAVIEW at HONEYMOON ISLAND, WATER VIEWS, ON THE HONEYMOON ISLAND CAUSEWAY
15
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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As seen on
Waterfront Spectacular views condo-hotel studio
22
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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1000 Oaks Cottage- 3 Bed/2 Bath with Hot Tub & short walk to Downtown Dunedin
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Studio Apt w/ Private Balcony Overlooking Downtown Main St
17
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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House of Relaxation
5
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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As seen on
Beachy Bungalow in the heart of Dunedin; 5 minute walk to downtown
16
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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As seen on
Sea Breeze Beach House | Private Pool | Steps to the sand
56
Holiday Rental House in Clearwater Beach
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4 bedrooms
3 bathrooms
Sleeps 12
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As seen on
The Highland Hideaway | Downtown Dunedin
18
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
2 Homes- Heated Pool & Pickleball- The Dunedin Duo
10
Holiday Rental House
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8 bedrooms
4 bathrooms
Sleeps 16
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As seen on
Airy Coastal Casa on Park: 6 Mi to Honeymoon Isle!
13
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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The Pink Highland House | Downtown Dunedin
10
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Last Minute cancellation in February - our weather is beautiful! ON MAIN STREET
22
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Chic Cottage Walk to Downtown Dunedin & Waterfront Barefoot Parrot 3
5
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Cozy 1 bedroom tiny home with pool "Shelly"
8
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Cheerful 1 bedroom tiny house with pool "Sandy"
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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As seen on
Cozy Cottage in the Heart of Dunedin
6
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Comfy Dunedin Escape: 1 Block to Main Street!
15
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Dunedin Condo on the Water
11
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Condor Nest-private home-walk to downtown & the water! New heated POOL!
24
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Walkable Dog Friendly Cottage Downtown
29
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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As seen on
Private Updated Suite in heart of Downtown Dunedin
14
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Downtown Dunedin Gem, Fully Renovated #2
18
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 5
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Downtown Dunedin Gem, Fully Renovated #1
13
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 5
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Downtown Dunedin Updated Studio & Private Backyard
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 2
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As seen on
Key West Style Cottage - with pool/hot-tub
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Key West Style Apartment - with pool/hot-tub
6
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
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As seen on
Key West Style Cottage - with pool/hot-tub
2
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Rustic Tiny Home on Pinellas Trail w/ Heated Pool
7
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Key West Style Apartment - with pool/hot-tub
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
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As seen on
Key West Style Apartment - with pool/hot-tub
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
401 B The Pink Studio with Kitchenette
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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519- 2 Bedroom 2 Baths in Dunedin
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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1
2
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6
Showing results 1-50 of 292
Frequently Asked Questions about Dunedin
Do any holiday rentals in Dunedin have a pool?
Yes, here are some popular holiday rentals in Dunedin that have a pool:
Coastal Downtown Dunedin with Golf Cart & Bikes!
Downtown Dunedin Walking District
Beautiful Condo in Dunedin. 5 min from the beach!
See all holiday rentals with a pool in Dunedin on Tripadvisor
Do any holiday rentals in Dunedin have internet access?
Yes, here are some popular holiday rentals in Dunedin that have internet access:
Coastal Downtown Dunedin with Golf Cart & Bikes!
Downtown Dunedin Walking District
Beautiful Condo in Dunedin. 5 min from the beach!
See all holiday rentals in Dunedin on Tripadvisor
What are the best pet friendly rentals in Dunedin?
The best pet friendly rentals in Dunedin are:
Island Time - Beach Pool Home
Charming Bungalow Downtown
A rental that lets you live like a local - only better.
See all pet friendly holiday rentals in Dunedin on Tripadvisor
What are some great rentals in Dunedin that are kid friendly?
Some of the most popular kid friendly rentals in Dunedin are:
Coastal Downtown Dunedin with Golf Cart & Bikes!
Downtown Dunedin Walking District
Beautiful Condo in Dunedin. 5 min from the beach!
See all kid friendly holiday rentals in Dunedin on Tripadvisor
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