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Vacation Rentals with Pools in Dunedin

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    Travellers to Dunedin are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $883
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $529
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $145
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • TV
    • Hairdryer
    • Wi-Fi
    • Shared Outdoor Pool...
    • Washer
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
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    About this property
    Glenbrook's Florida Resort, Orlando is located just 7.5 miles (12km) from the gates of Walt Disney World by the junction of Highways 27 and 192. This beautiful holiday resort community offers a family-friendly atmosphere and a variety of exciting recreational activities such as large pool and... View all property information
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    Location Information
    Dunedin, Florida
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    $63
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Water Views
    • Washer
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Dryer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    NOTAVAILABLETHROUGHOUT 2017 This a pristine 1 BR 1 Bath second floor Condo in delightfully quaint Dunedin. The property overlooks a beautiful lush green landscape surrounding a small lake. It is located in the well manicured Lake Tiffany Condominium Community, midway between Honeymoon Island and... View all property information
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    Location Information
    Dunedin, Florida 34698
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    1 / 22
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Shared Outdoor Pool...
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    View the video of this pool home close to Disney at Glenbrook subdivision Glenbrook is located on US27 west of Highway 192 which is home to many shops, supermarkets, petrol stations and a multitude of restaurants catering for a variety of tastes and price brackets. There is a Walmart within 5... View all property information
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    Location Information
    Dunedin, Florida
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    $138
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    1 / 15
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Glenbrook is located on US27 west of Highway 192 which is home to many shops, supermarkets, petrol stations and a multitude of restaurants catering for a variety of tastes and price brackets. There is a Walmart within 5 minutes drive of your villa. Orlando International airport is about 30 minutes... View all property information
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    Location Information
    Dunedin, Florida
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    $145
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    View the video of this pool home close to Disney at Glenbrook subdivision Glenbrook is located on US27 west of Highway 192 which is home to many shops, supermarkets, petrol stations and a multitude of restaurants catering for a variety of tastes and price brackets. There is a Walmart within 5... View all property information
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    Location Information
    Dunedin, Florida
    From
    $189
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    1 / 8
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Internet Access
    • Deck
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2 bedroom and 1 bath suites/villas overlooking Honeymoon Island, St. Joseph Sound, and the Gulf of Mexico in Dunedin, Florida. Villa includes a private patio. The villas features 875 square feet, granite counter tops with full size kitchen and ceiling fans throughout. 2 queen size beds and a sofa... View all property information
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    Location Information
    Dunedin, Florida 34698
    5 of 5 stars Reviewed 31 March 2014
    We enjoyed our stay at Coconut Villas of Dunedin and we will definitely return! The location was perfect! Very close to Caladesi and Honeymoon Islands, Clearwater Beach, and the...
    3 of 5 stars Reviewed 11 March 2013
    I had read all the previous reviews and decided to try something different than our typical hotel stay. Inside very clean and nice but we would expect that for $350 a night when...
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    $88
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    1 / 8
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Towels Provided
    • Linens Provided
    • Cooker
    • Refrigerator
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautifully-furnished and updated waterfront unit in Dunedin! 1 bedroom 1 bath that sleeps up to 4. Granite in kitchen, new cabinets, tile, and laminate flooring. 55+ community with large pool, club house, exercise room, and boardwalk overlooking the intracoastal waterway. Dunedin is a fabulous... View all property information
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    Location Information
    Dunedin, Florida 34698
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    $277
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Private Outdoor...
    • Deck
    • Hot Tub
    • Refrigerator
    • Dryer
    • TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy Gulf Coast Florida living at Casa Caladesi, a lovely vacation rental home right on the water graced by palm trees and sunsets. The house has all the water and sun you need from the organic shaped pool, the six person outdoor Jacuzzi, the deep-water canal complete with boat dock right outside... View all property information
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    Location Information
    Dunedin, Florida 34698
    From
    $117
    / Night
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    1 / 23
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Water Views
    • Waterfront
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ** Sorry - THIS PROPERTY IS TEMPORARILY UNAVAILBLE TO RENT ** This is a super little vacation house which backs onto a lake in a quiet neighbourhood close to the charming town of Dunedin. The house has a private pool (with optional use of pool heater) and is located only 2 miles from the gulf... View all property information
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    Location Information
    Dunedin, Florida 34698
    From
    $63
    / Night
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    1 / 23
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Stereo System
    • Private Outdoor...
    • Water Views
    • Boat Available
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Before I start - please note - we are not permitted to do short term rentals - also unfortunately we are not permitted to have any pets. This is home from home! Our condo has every thing you need. There is a good size bedroom with walk-in closet, a bathroom with shower over bath, a full... View all property information
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    Location Information
    Dunedin, Florida 34698
    From
    $67
    / Night
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    1 / 8
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Washer
    • DVD Player
    • Air Conditioning
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This home located in Dolphin Pointe Condos in Dunedin is completely furnished with everything you need to enjoy your vacation home away from home. Master bedroom has a queen bed, walk in closet, ceiling fan, T.V. and dressers. Second bedroom has a queen futon couch, child size futon chair and... View all property information
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    Location Information
    Dunedin, Florida 34698
    From
    $180
    / Night
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    1 / 16
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Stereo System
    • DVD Player
    • Satellite TV
    • Deck
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A spacious home set in a quiet Dunedin neighborhood. It is situated on a larger lot with 2 driveways, perfect for RV or boat parking. Enjoy the sparkling 30X18 pool. The home is directly on the Pinellas trail, a 47 mile walking, biking or roller blading trail that runs through the entire... View all property information
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    Location Information
    Dunedin, Florida
    From
    $88
    / Night
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    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is what Florida living is supposed to feel like - and in a great location. This is a beautifully updated 2 bedroom/2 bathroom condo with a screened-in patio. Steps away from the pool, and a few more steps away from the Gulf of Mexico. All kitchen supplies/utensils are new, as is all of the... View all property information
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    Location Information
    Dunedin, Florida 34698
    From
    $94
    / Night
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    1 / 8
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Cooker
    • Washer
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Just minutes walk from pristine Gulf parks and beaches, across the road from the Dunedin Country Club and Sterling Links, and minutes great shopping, a fabulous night-life, and all the other attractions that Florida has to offer. This furnished pet-friendly condo is just perfect for you! Imagine... View all property information
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    Location Information
    Dunedin, Florida 34698