Holiday Rentals in Dunedin
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260 rentals in Dunedin.
Dunedin Relax in our Updated condo
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Coastal Downtown Dunedin with Golf Cart & Bikes!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Downtown Dunedin Walking District
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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**Beautiful Condo in Dunedin min from the beach**
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Condo in a Resort with 2 Pools, Hot tub, Restaurant & free Bikes!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Key West Style Cottage - with pool/hot-tub
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Charming Bungalow Downtown
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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NEW! Luxury Dunedin home - TWO full kitchens, heated pool & spa
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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A rental that lets you live like a local - only better.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pet-Friendly Dunedin Townhome w/ Private Yard
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Coastal Dunedin Cottage- 3 Min to Downtown!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Centrally Located, Walk to Main St. ~ Private Backyard w/Grill ~ Wi-Fi, Parking
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Resort Condo Close To Beaches/Free Bikes
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A rental that lets you live like a local – only better.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cottage by the gulf
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Honeymoon Isle Free Beach Pass King Beds Smart TV
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Updated Suite in heart of Downtown Dunedin
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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AMAZING LARGE 2000 SQ FT VACATION POOL & HOT TUB HOME CLEARWATER / DUNEDIN !
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Heated Pool Dunedin Honeymoon Island and CLW Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SEAVIEW at HONEYMOON ISLAND, WATER VIEWS, ON THE HONEYMOON ISLAND CAUSEWAY
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset Cottage Downtown Dunedin
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spectacular waterfront views condo-hotel studio
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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1000 Oaks Cottage- 3 Bed/2 Bath Cottage only minutes walk to Downtown Dunedin
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Dunedin Oasis
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Studio Apt w/ Private Balcony Overlooking Downtown Main St
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beachy Bungalow in the heart of Dunedin; 5 minute walk to downtown
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Sea Breeze Beach House | Private Pool | Steps to the sand
Holiday Rental House in Clearwater Beach
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Highland Hideaway | Downtown Dunedin
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Two Homes- Pool On Half Acre Lot Near Beaches
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
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1.5 acre 5 bedroom 6 bath with pool/spa/ pool table and more, close to beach
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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The Pink Highland Cottage Downtown with outdoor living area
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Airy Coastal Casa on Park: 6Mi to Honeymoon Isle!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Pink Highland House | Downtown Dunedin
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Two bedroom condo ON Main Street!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tiny Home in Downtown Dunedin sleeps 5
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Walk to Waterfront & Downtown ~Barefoot Parrot 3
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy 1 bedroom Tiny home with Pool
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cheerful1 bedroom Tiny Home with POOL
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Cottage in the Heart of Dunedin
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Comfy Dunedin Escape: 1 Block to Main Street!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dunedin Condo on the Water
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Condor's Nest-private home-walk to downtown and the water
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Adorable Downtown Dunedin Coral Cottage- Dog-Friendly & Walkable
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Updated Suite in heart of Downtown Dunedin
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Dunedin Gem, Fully Renovated #2
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Downtown Dunedin Gem, Fully Renovated #1
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Downtown Dunedin Updated Studio & Private Backyard
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Dog-Friendly Suite -- Private Access, En Suite Bath, On-site Parking, and Pool!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Key West Style Cottage - with pool/hot-tub
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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As seen on
Key West Style Apartment - with pool/hot-tub
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 260
Frequently Asked Questions about Dunedin
- Yes, here are some popular holiday rentals in Dunedin that have a pool:See all holiday rentals with a pool in Dunedin on Tripadvisor
- Yes, here are some popular holiday rentals in Dunedin that have internet access:
- Dunedin Relax in our Updated condo
- Coastal Downtown Dunedin with Golf Cart & Bikes!
- Downtown Dunedin Walking District
- Some of the most popular kid friendly rentals in Dunedin are:
- Dunedin Relax in our Updated condo
- Coastal Downtown Dunedin with Golf Cart & Bikes!
- Downtown Dunedin Walking District
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Hotels near (TPA) Tampa Intl AirportHotels near (SRQ) Sarasota/Bradenton International AirportHotels near (PIE) St. Petersburg Intl Airport
Hotels near Ultimate Medical AcademyHotels near Regency Beauty Institute - ClearwaterHotels near Central Florida Institute Inc.Hotels near St. Petersburg CollegeHotels near Sunstate AcademyHotels near St. Petersburg Seminary and YeshivaHotels near Clearwater Christian CollegeHotels near Everest University LargoHotels near American Institute of Beauty, Inc.Hotels near PTEC Clearwater Campus
Holiday Rentals near Clearwater Marine AquariumHoliday Rentals near Honeymoon Island State ParkHoliday Rentals near Sand Key ParkHoliday Rentals near Belleview Biltmore Golf ClubHoliday Rentals near Pier 60Holiday Rentals near Chi Chi Rodriguez Golf ClubHoliday Rentals near Cove Cay Golf ClubHoliday Rentals near Spectrum FieldHoliday Rentals near Ruth Eckerd HallHoliday Rentals near Clearwater Jolley Trolley