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Holiday Rentals near Pinellas Trail

Dunedin, Florida 34698-5018
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    Travellers to Dunedin are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 105 Rentals in Dunedin
    Dunedin Sweetheart Cottage Short Walk to Downtown1 / 25
    (2)Excellent
    0.9 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    0.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Newly Remodeled Home in Fairway Estates, Dunedin.1 / 35
    (1)Excellent
    3.0 kilometres from Pinellas Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captain's Quarters - Capt. Morgan Unit - FREE BOAT with Rental!1 / 16
    (21)Excellent
    3.9 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Our little dream oasis, sun beach and baseball!1 / 40
    (1)Excellent
    1.3 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Captain's Quarters - Capt. America Unit - FREE BOAT with Rental!1 / 9
    (18)Excellent
    3.9 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Everything you'll need, plus! Park Model RV1 / 34
    (19)Excellent
    4.5 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Downtown GetAway FREE BIKES!1 / 12
    (16)Very good
    0.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.2 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Dunedin Cottages Garden Cottage Quiet Roof Terrace | Walk to Downtown Dunedin1 / 25
    (17)Excellent
    0.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lovely Pool Home Near Pinellas Trail, Honeymoon Island: Minimum Rental: 3 months1 / 20
    (10)Very good
    1.1 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Best beach a bike ride away, and Charming Dowtown Dunedin a quick walk away1 / 25
    (9)Excellent
    1.8 kilometres from Pinellas Trail
    3 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Dunedin, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 5
    3 Blocks from Ocean and Backs to Pinellas Trail1 / 25
    (1)Very good
    2.1 kilometres from Pinellas Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Dunedin, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Captain's Quarters - Capt. Kirk Unit - FREE BOAT with Rental!1 / 9
    (26)Excellent
    3.9 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    A rental that lets you live like a local – only better.1 / 25
    (52)Excellent
    3.8 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    MINIMUM 90 DAYS REQUIRED.  Near bike path, gulf coast and downtown Dunedin.1 / 43
    (37)Excellent
    0.6 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Heated Pool, 3  blocks to beach,  family friendly, quiet neighborhood, gas grill1 / 48
    (68)Excellent
    4.7 kilometres from Pinellas Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Dunedin, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Dunedin Cottages Sweetheart Cottage 2 bedrooms 1 bath | A Short Walk to Downtow1 / 25
    (8)Excellent
    0.9 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    A Brand New 10,000 Square Foot, High-End Villa Estate -- Right On The Ocean!1 / 26
    (12)Excellent
    1.3 kilometres from Pinellas Trail
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    Dunedin, Florida
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
    0.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Dunedin Cottages Waterside Cottage Private Estate1 / 24
    (15)Excellent
    1.0 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Downtown Dunedin Guest House - Toronto Blue Jays, Breweries & More!1 / 36
    (15)Excellent
    1.5 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    SEAVIEW at HONEYMOON ISLAND, WATER VIEWS, ON THE HONEYMOON ISLAND CAUSEWAY1 / 42
    (11)Excellent
    3.6 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Dunedin Cottages Waterside Cottage Too 1 Bedroom 1 Bath | View of the Intra-Coa1 / 25
    (4)Excellent
    1.0 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.6 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    About this property
    Quiet 3bedroom/1bath ocean side home in convenient location. 1mile off the gulf, 1 mile from old Scottish downtown Dunedin and marina with many restaurants, shops (bands/movies…) events on the green, music and laid back nightlife. A 3 mile ride to Honeymoon Island State Park and famous Caladesi...
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.9 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Quintessential II Downtown Dunedin Spacious Apartment1 / 29
    (19)Very good
    0.5 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    The Bridge: Gulf-front suite with Free Boat Slip/ Bikes/Kayaks/Beach Pass!1 / 17
    (36)Excellent
    4.0 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 7 February 2018
    My wife and I stayed in The Bridge for seven nights recently and were satisfied with the accommodations and location. The Bridge is one of two upper units in this four unit...
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.7 kilometres from Pinellas Trail
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    BAYSHORE COTTAGE SAFE FOR SOCIAL DISTANCING1 / 22
    (3)Very good
    4.2 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Dunedin Bayshore Bungalow on Pinellas Trail1 / 47
    (6)Very good
    1.3 kilometres from Pinellas Trail
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Dunedin, Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Beautiful Condo in a resort w/ 2 Balconies, 2 pools, a Jacuzzi & a restaurant.1 / 31
    (60)Excellent
    1.2 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Coastal Downtown Dunedin Home with Bikes1 / 28
    (32)Excellent
    1.1 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Cozy Coastal Villa - Close To Beaches, Parks, Shops, Walking & Bike Trails1 / 16
    (16)Excellent
    3.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Gulf View Beaches Sunset Boating Condo Waterfront Resort1 / 46
    (17)Excellent
    1.3 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    House of Relaxation, close to great beaches1 / 12
    (49)Very good
    3.8 kilometres from Pinellas Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Dunedin, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.5 acre 5 bedroom 6 bath with pool/spa/ pool table and more, close to beach1 / 44
    (35)Excellent
    3.3 kilometres from Pinellas Trail
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Dunedin, Florida
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Beachy Modern Getaway I1 / 17
    (9)Excellent
    0.5 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5.0 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    5.0 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    La Casa Del Mar 608 Star5Vacationscom1 / 16
    (10)Excellent
    2.9 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Pandion Points-Eagle's Nest Apartment1 / 16
    (12)Very good
    0.5 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Casa Azul Dunedin Cottage Blocks From Downtown1 / 50
    (19)Excellent
    2.1 kilometres from Pinellas Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.7 kilometres from Pinellas Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Dunedin, Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    3.6 kilometres from Pinellas Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Location Information
    Dunedin, Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    'Sea Breeze' - Beautiful Clearwater Beach Home - Heated Pool, Spa & Grill1 / 50
    (137)Excellent
    4.6 kilometres from Pinellas Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    Location Information
    Dunedin, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    2.7 kilometres from Pinellas Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Location Information
    Dunedin, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.9 kilometres from Pinellas Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Location Information
    Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 10
    1.1 kilometres from Pinellas Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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