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Holiday Rentals in Dunedin, FL

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    Travellers to Dunedin are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 38
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    4.5 of 5 bubbles (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Sun Breeze Unit 1 is a Charming Waterfront 2 Bedroom Unit with Captivating View of the Gulf of Mexico. Come enjoy the waterfront view from this 2 bedroom 1 bath condo with breath-taking view of the St Joseph Sound/Gulf of Mexico from the living room. The living room has comfy seating for movie... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 26
    Studio, Sleeps 2 | Quick View
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    About this property
    Located in the heart of Dunedin - beauty, tranquility and privacy abound! this charming 3BR/2.5BA/2CG POOL HOME nestled in the quiet community of Fairway Estates! Step onto the flagstone paved porch & enter the leaded glass door and you are instantly gazing throughout the living room to the... View all property information
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    Dunedin, Florida 34698
    1 / 29
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This house offers a nice vacation in Dunedin, close to the beach and several golf courses. There are 3 bedrooms and 3 baths. TV in each bedroom, Wifi and cable. The pool is tended by Pinch a Penny and the house is cleaned between guest by The Maids. There is washer and dryer in the garage along... View all property information
    Location Information
    Dunedin, Florida 34698
    5 of 5 bubbles Reviewed 28 September 2016
    Very nice service from Petur, even though we had to contact him in the middle of the night (time difference) for the location and entry procedure he calmy helped us out. He...
    5 of 5 bubbles Reviewed 27 September 2016
    Peter was awesome. The air unit had issues the week we stayed but owner was very nice to us because of this. Otherwise the place was a very relaxing getaway! Loved the private...
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    1 / 17
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
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    About this property
    Wonderful getaway between two great cities: Dunedin and Clearwater. Just a few blocks from the bay, you can enjoy sunset walks or just sit on a bench and watch the boats go by. The Pinellas Trail (1 block away)can be biked south to St. Petersburg or north to Tarpon Springs. Clearwater Beach 5... View all property information
    Location Information
    Dunedin, Florida 34698
    4 of 5 bubbles Reviewed 8 December 2016
    House has casual furniture. Very relaxing decor. Nice to have large washer and dryer. The room on the other side of the kitchen bar is very comfy, especially in the morning...
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    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
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    • Washer
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    • Grill
    • Internet Access
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The Waterside Cottage House is part of a private estate. It is located on prestigious and historic Victoria Drive in delightful Dunedin, Florida. The A/C was replaced in Dec 2012. The house faces west and overlooks Saint Joseph’s Sound and Dr. Beach's 2008 pick for the most beautiful beach in the... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 14
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This remodeled home is located in Dolphin Pointe Condos in Dunedin. The Cond0, located on the ground floor, is completely furnished with everything you need to enjoy your vacation home. Bedroom one has a queen bed, walk in closet and dressers. Second bedroom has two twin beds, bathroom and walk... View all property information
    Location Information
    Dunedin, Florida 34698
    4 of 5 bubbles Reviewed 20 November 2016
    Location: Dunedin, Florida Nice condo, however, we wound up paying their electric bill to have electricity. Owner never reimbursed us. They said we had a cat or dog with us...
    5 of 5 bubbles Reviewed 22 February 2015
    My husband and I have enjoyed our month in this beautiful condo at Dolphin Point. The location is perfect for relaxation,dining and recreation.We were welcomed by the other...
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    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    About this property
    Beautifully remodeled 3 bedroom, 2 bath home with private pool and large lanai. Sleeps 10 with 1 King bed, 1 Queen bed, 1 Queen pull-out sofa, 1 Queen blow-up mattress and 1 Full size futon. Fully stocked kitchen with pot, pans and dishes. Linens and towels are provided. Washer and Dryer in house.... View all property information
    Location Information
    Dunedin, Florida 34698
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    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    3 month minimum seasonal rental. This home is in a beautiful neighborhood with brick lined streets and 1 block from the water. There are 3 waterfront parks in the neighborhood to wake up and watch the dolphins play, while the osprey, pelicans, cormorants and others hunt for breakfast. At day's end,... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    DUNEDIN CHARMER Monthly Rental Dunedin Charmer is a beautiful house offering spacious accommodations for that long awaited vacation! This home has been custom-decorated and furnished with the discriminating vacationer in mind. Just a short walk to downtown Dunedin... our Dunedin Charmer is... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Wi-Fi
    • Ocean Views
    • Patio
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    About this property
    Boutique 2 Bedroom 2 Bath & 3rd bedroom office, perfect for that tranquil escape The Cottage is located on the Pinellas Bike Trail, a few blocks to HoneyMoon Island and Causeway, Downtown Dunedin , Golf Course and just a block to St Joseph Sound ! oh, and gorgeous hammock park, at the end of the... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 30
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Some remains dates available In NOVEMBER AND DECEMBER 2016 ! Find your own Peace O'Paradise at Dolphin Pointe. Nestled on St. Joseph Sound on the Gulf. Within a block you have access to Dunedin Causeway for walking, biking(nearby bike rental $15/day) , blading, kayaking(we have a berth for... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This carriage house style unit provides a bird’s eye view of St. Joseph’s Sound and Caladesi Island from a second story, 350 sq. ft. brick terrace. Great for morning breakfast, a BBQ or catching some rays. The interior design was inspired by the charming views of the rose garden. Fine details... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 26
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The Sweetheart Cottage is part of a private estate. It is located between Broadway Street and historic Victoria Drive in delightful Dunedin, Florida. This location provides 108 feet of waterfront as part of the estate along with a private dock on St. Joseph Sound. You will see breathtaking sunsets... View all property information
    Location Information
    Dunedin, Florida 34698
    5 of 5 bubbles Reviewed 5 August 2016
    The cottage was immaculate, beautifully decorated and well stocked w/ ANYTHING and EVERYTHING a vacationer might need--from a storage/ laundry filled w/paper goods, to a crock...
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    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • x
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    About this property
    We will consider renting our home 3 mos or more as it is necessary per the city of Dunedin subdivison code.The home is furnished and has 4 bedrooms,3 baths and a large inground swimming pool pool. Flat screen Tvs and wireless internet. It is available NOW . It is located next to a nature preserve... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spacious, Open Plan, 2 Bed, 2 Bath Cottage Close To Wonderful Downtown Dunedin,Large Roomy. Open Plan House 2 Bed, 2 Full Bathrooms.Everything needed for a great holiday<BR>Fully furnished large manufactured home. Wooden floors and modern decor and furniture throughout. 2 large bedrooms, one with... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 30
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Location is everything. The Waterside Cottage Too is across the street from the Pinellas Trail, walking distance from the quaint downtown district, 2.34 miles from Dunedin Causeway and Honeymoon Island, 5.91 miles from Clearwater Beach, 3.99 miles from Countryside Mall, and 20.33 miles from Tampa... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 12
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Free boat with stay! No other vacation rental in the area offers this deal. This vacation rental is beautifully decorated with all the top furnishings and decor. Enjoy breathtaking views from your private balcony, dock, or take your boat island hopping to the plentiful deserted islands in the area!... View all property information
    Location Information
    Dunedin, Florida 34698
    5 of 5 bubbles Reviewed 10 October 2016
    We have stayed at the Captains Quaters for one week and due to the hurricane we stayed in the Captains cabin for one day (more of that later). Captains Quarters is Clean and...
    5 of 5 bubbles Reviewed 24 July 2016
    Janet and Alex provide everything you need to make your family vacation an unbelievable experience. ..Its up to you to make the memories and have the fun...the...
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    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    Located on the Dunedin Causeway, a.k.a. Curlew Rd on the mainland, this newly renovated villa is uniquely situated. From here, you can walk, bike, or drive to stores, restaurants and beautiful sandy beaches. The Causeway and Islands areas have long been a favorite for all kinds of water activities... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 39
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • x
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    • x
    About this property
    This Curlew Landings waterfront community Dunedin townhome, 2 bedrooms/3 bath (sleeps 6), attached garage, is surrounded by picturesque waterfront, beaches, sea breezes, and a relaxed lifestyle. Minimum 90 day rental. Upstairs living area (1100 sq. ft.) has kitchen/bar with stainless electric... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 37
    5 of 5 bubbles (62) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Sitting directly on the Gulf of Mexico in sunny Dunedin, which is just 10 minutes north of Clearwater Beach, our condos have it all - fully updated interiors with modern kitchens, sliding doors in the master bedrooms and living rooms leading to a spacious patio or balcony, flat-screen HD TVs with... View all property information
    Location Information
    Dunedin, Florida 34638
    5 of 5 bubbles Reviewed 1 week ago
    We were so impressed with the Nautical Landings Condo. Breath-taking views from the large private balcony, exceptionally clean and updated condo. We met the owner Terri and she...
    5 of 5 bubbles Reviewed 4 weeks ago
    This is our favorite place we have been here for the past 2 years for a week each time and we are going back again in June again for a third year. Great owners, water font, with...
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    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
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    • Balcony
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    • Pet-friendly
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    • ?
    • x
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    • x
    About this property
    Get away to a quaint, quiet, well-built bargain of a holiday cottage. You'll likely want to read a book on the “dock” deck overlooking a tranquil pond that hosts a nearly private island. The well-insulated newly-updated air-conditioned cottage accommodations include two comfortable queen size... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 21
    5 of 5 bubbles (21) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    About this property
    *Be Our Guest* Enjoy the FREE two hour boat tour with Captain John and explore the islands around Dockside Villas. Enjoy the gulf breeze and views of St. Joseph Sound while relaxing on the swings dockside. Many of our guests have viewed the dolphins that feed around the dock and seawall while... View all property information
    Location Information
    Dunedin, Florida 34698
    5 of 5 bubbles Reviewed 1 August 2016
    This is our 3rd visit to stay at Dockside Villas. It was as amazing as before. Condo is very nicely decorated, clean, efficient, AC works fantastic! We were able to take the...
    5 of 5 bubbles Reviewed 18 May 2016
    We have stayed in this property several times and have been very happy with the property and the owners. I would recommend booking early as they fill up very quickly in...
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    1 / 8
    Studio, 1 Bathroom, Sleeps 1 | Quick View
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    • Satellite TV
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    • Terrace
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    • Balcony
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    • Pet-friendly
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    About this property
    Luxury home located in the best area of Dunedin. Cathedral ceiling, Water view, Balcony. Walk to the beach. If you looking for a quiet and secure place this is it. Not a party house. You feel like you are in your own separate apartment. Included: utilities, internet, cable, usage of laundry room... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 24
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    A brand new 10,000 square foot, high-end Villa Estate -- right on the ocean! This 2-story home is perfectly elegant and covered in beautiful windows with gorgeous ocean views from every room. Dolphins can be seen jumping through the water. You will experience Florida’s amazing weather from your... View all property information
    Location Information
    Dunedin, Florida
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Seasonal Lease available Jan-March/April 2018. * 55+ Community * 3 month minimum Lease * 1 bedroom, 1 bath * Completely Renovated * Furnished (includes King Bed in MBR and two pull out couches) * YES, the picture attached is the view from this condo facing St. Joseph Sound * Short Walk to... View all property information
    Location Information
    Dunedin, Florida 34698