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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Dunedin, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
Turn Key Retreat in charming Dunedin
Dunedin Private vacation home
This is your own personal retreat in paradise. As soon as you walk in, you are greeted with bamboo pillars and grass wallpaper that make you feel all calm and relaxed. The kitchen has all new top of the line appliances.
The living room has a gas fireplace, TV/internet, and a pull out sectional couch. (the coffee table will be replaced)
T.......read more
2 Bedroom(s)
Sleeps 5
Private vacation home
Key West Style Cottage - with pool/hot-tub
Dunedin Cottage
- 
4.5 Star Review
This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome .......read more
Studio
Sleeps 2
Cottage
Key West Style Cottage - with pool/hot-tub
Dunedin Cottage
- 5.0 Star Review
This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome .......read more
Studio
Sleeps 2
Cottage
Key West Style Apartment - with pool/hot-tub
Dunedin Apartment
- 5.0 Star Review
This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcom.......read more
Studio
Sleeps 2
Apartment
2BD Bright & Cozy Beach Vibe Condo|Near Beach|Dogs OK
Dunedin Apartment
Keep it simple at this peaceful and centrally-located beach vibe condo, located in a waterfront community only 5 mins from the famous Honeymoon Island! Recently remodeled an updated. Enjoy your morning coffee on the patio watching dolphins and birds. Take your furry friends to the dog beach. You are only minutes to shopping, dining, entertainment.......read more
2 Bedroom(s)
Sleeps 4
Apartment
Honeymoon Isle Free Beach Pass King Beds Smart TV
Dunedin Condo
- 5.0 Star Review
Welcome to Mai Tai Suites Dunedin this beautiful furnished rental located in the quaint city of Dunedin, Florida has two bedrooms, one bath and is the perfect getaway for up to 4 people.
NO CLEANING FEE when you book 5 or more nights. The stunning space has a spacious living room with plenty of seating to accommodate 4 guests. With 2 Smart.......read more
2 Bedroom(s)
Sleeps 4
Condo
Beautiful Studio apartment (422699) by Houzlet
Dunedin Apartment
Our beautiful 52-acre community is only minutes from the Gulf beaches and the quaint downtown area of Dunedin, which hosts excellent dining and shopping. We offer several unique floor plans of one, two and three-bedroom apartment homes and two bedroom townhomes. Select homes even have large lofts included in the floor plans! Within your home, you'l.......read more
House in Quiet Neighborhood
Dunedin Private vacation home
Note: MINIMUM RENTAL IS 3 MONTHS. This lovely two-bedroom home is located in a quiet residential neighborhood two miles away from Honeymoon Island State Park, historic downtown Dunedin and a short walk to the Pinellas bike trail. Best suited for 2-3 mature adults........read more
2 Bedroom(s)
Sleeps 4
Private vacation home
Private Updated Suite in heart of Downtown Dunedin
Dunedin Apartment
- 4.9 Star Review
Room 3 or now being referred to as The Honey Suite named after the 3rd owner of our home. One of four Master bedrooms in our historic home one block from picturesque downtown Dunedin.
Come experience the casual life of a gulf coast Scottish community just minutes from the number one rated beach in the United States. Whether you like fishin.......read more
Studio
Sleeps 2
Apartment
Private Updated Suite in heart of Downtown Dunedin
Dunedin Apartment
- 4.7 Star Review
Room 1 or now being referred to as The Zimmerman Suite named after the original owner from 1915. One of four Master bedrooms in our historic home one block from picturesque downtown Dunedin.
Come experience the casual life of a gulf coast Scottish community just minutes from the number one rated beach in the United States. Whether you like.......read more
Studio
Sleeps 2
Apartment
New 4 room Suite, with kitchenette
Dunedin Apartment
- 4.8 Star Review
The complete third story of this home is called The Houston Master Suite named after the current owners. The largest of the four total bedrooms in our historic home. The home is one block from picturesque downtown Dunedin. You have an ensuite master bedroom with a king bed and kitchenette, a sitting room with sleeper sofa as a second sleeping spac.......read more
2 Bedroom(s)
Sleeps 3
Apartment
The Cook Cottage sleeps 4 w/ Golf Cart in Dunedin
Dunedin Cottage
- 5.0 Star Review
Private Cottage behind the house called the Cook Cottage named after Ms Cook who restored the property to its beauty that you see today. This 1 bedroom spacious cottage has a ensuite bedroom with a King size bed and a private patio. Your private patio comes with a grill, lounge area, a dining table and your own washer and dryer. There are also bike.......read more
Studio
Sleeps 4
Cottage
Whole House w/ cottage sleeps 14 total w/Golf Cart
Dunedin Private vacation home
- 5.0 Star Review
One step inside this beautifully restored 1915 home you will be taken back in time. Surviving the changes of the 20th century, the house has kept its integrity and remains unchanged to its original form with a hit of modern touches to keep you comfortable.
The downtown district is one block from the house and is notable for its absence of l.......read more
5 Bedroom(s)
Sleeps 14
Private vacation home
Private updated Suite in heart of Downtown Dunedin
Dunedin Apartment
- 5.0 Star Review
Room 2, or now being referred to as the Boyd Room, named after the 2nd owner of our house. One of four Master bedrooms in our historic home one block from picturesque downtown Dunedin.
Come experience the casual life of a gulf coast Scottish community just minutes from the number one rated beach in the United States. Whether you like fis.......read more
Studio
Sleeps 2
Apartment
Key West Style Cottage - with pool/hot-tub
Dunedin Cottage
This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome.......read more
Studio
Sleeps 2
Cottage
Key West Style Cottage - with pool/hot-tub
Dunedin Cottage
This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome .......read more
Studio
Sleeps 2
Cottage
.Tiki Hut in tropical paradise
Dunedin Cottage
- 5.0 Star Review
The Tiki Hut unit is privately located on the property, plenty of space for 5 guest, 2 bedroom, upper bedroom has a half bath , queen bed and a full bed , toilet and sink and is accessible by spiral staircase, lower bedroom bathroom has a King bed bathroom has a walk in shower with stack washer and dryer. Spacious living area with a fully functio.......read more
2 Bedroom(s)
Sleeps 4
Cottage
Dunedin Causeway Honeymoon Caladesi Island 2/1
Dunedin Condo
- 3.0 Star Review
Dunedin's Seaview Vacation Rentals located just a few blocks away from the Dunedin Causeway, and walking/biking distance to Honeymoon & Calades Islands. This 2-bedroom 1 full bath Calades rental is on the water featuring a king bedroom, a queen bedroom, Full Kitchen, living room with a pull out sleeper sofa, Wi-Fi, Hulu with Live TV. This rental ha.......read more
2 Bedroom(s)
Sleeps 6
Condo
2 bedroom newly renovated apartment in the heart of Downtown Dunedin!
Dunedin Apartment
- 5.0 Star Review
Completely renovated 3rd floor apartment in the historic Yellow House in the heart of Downtown Dunedin overlooking Pioneer Park. It's called the Nest because it's on the third floor overlooking all Downtown has to offer, making you feel as if you're up in the trees looking down. No need for a car, everything you need is within walking distance. .......read more
2 Bedroom(s)
Sleeps 3
Apartment
Lovely Pool Home Near Pinellas Trail, Honeymoon Island: Minimum Rental: 3 months
Dunedin Private vacation home
- 4.7 Star Review
PLEASE NOTE: MINIMUM RENTAL IS 3 MONTHS: Our beautiful home is located on a quiet side street, blocks from the Gulf of Mexico, and has many special features. Parquet flooring in main living area, tile throughout rest of home, lovely Florida room overlooking pool area, garden windows (bathroom and kitchen), 2 remodeled bathrooms (one with Jacuzzi tu.......read more
2 Bedroom(s)
Sleeps 4
Private vacation home
Dunedin Bungalow on Pinellas Trail w/ Heated Pool
Dunedin Private vacation home
- 5.0 Star Review
Summary:
Welcome to our Bayshore Bungalow located on the Pinellas Trail and within walking distance to downtown Dunedin! Everything in the Cottage is new, fresh & clean! Located less than a mile from the heart of Downtown Dunedin & easy walking distance to many restaurants, breweries, shopping & everything Dunedin has to offer!
Ask u.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
One bedroom getaway adjacent to Main Street and all the fun in downtown Dunedin!
Dunedin Apartment
- 4.8 Star Review
Do you love downtown Dunedin? If so, then you will love the location just behind off Main Street! Recently repainted exterior (it's light green now). Quaint and charming, this apartment includes a great room upon entry, small kitchen and a master suite (king bed) with adjoining bath. Large bonus room is attached to master and is setup an office bu.......read more
Studio
Sleeps 2
Apartment
Waterfront Gem in Coastal Dunedin!
Dunedin Condo
Fully renovated Florida style condominium is ready and waiting for you to enjoy! We've remodeled and restyled this unit to be comfortable and modern. With views to the open water of St. Joseph's sound and the Gulf of Mexico, you'll enjoy a well-equipped kitchen, generous living area, private balcony, master bedroom with king size bed, walk-in close.......read more
Studio
Sleeps 3
Condo
Charming, Bright and Spacious Historic Home in central Downtown Dunedin
Dunedin Private vacation home
- 4.9 Star Review
Five generation family home now available for short-term rentals. Superb location-two or three blocks to the water, downtown restaurants and shopping, baseball stadium, parks, marina, playground, the Pinellas bike trail, and .6 miles from the Fenway. The house faces south to bask in the sun on the prettiest street in Dunedin, quiet and green with h.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Dunedin Waterside Cottage Private Estate
Dunedin Private vacation home
- 4.9 Star Review
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 2023. The house faces west and overlooks Saint Joseph’s Sound and Dr. Beach's 2008 pick for the most beautiful beach in the country, Caladesi Island State Park. With 108 fe.......read more
2 Bedroom(s)
Sleeps 5
Private vacation home
Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown
Dunedin Private vacation home
- 4.9 Star Review
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 include the original heart of pine wood floors, .......read more
Studio
Sleeps 4
Private vacation home
Dunedin Cottage on Pinellas Trail w/ Heated Pool
Dunedin Apartment
- 4.9 Star Review
Summary:
Welcome to our Bayshore Cottage located on the Pinellas Trail and within walking distance to downtown Dunedin! Everything in the Cottage is new, fresh & clean! Located less than a mile from the heart of Downtown Dunedin & easy walking distance to many restaurants, breweries, shopping & everything Dunedin has to offer! Dunedin Stadium, h.......read more
Studio
Sleeps 4
Apartment
Dunedin Waterside Cottage Too Bay Views
Dunedin Private vacation home
- 5.0 Star Review
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 Airport.
If you are not familiar with Dunedin.......read more
Studio
Sleeps 2
Private vacation home
Dunedin Sweetheart Cottage Short Walk to Downtown
Dunedin Private vacation home
- 4.8 Star Review
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 as well as abundant bird and sea life on a daily ba.......read more
2 Bedroom(s)
Sleeps 4
Private vacation home
Cozy Coastal Villa - Close To Beaches, Parks, Shops, Walking & Bike Trails
Dunedin Villa
- 4.8 Star Review
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 and is generally a more local/low key alternative.......read more
Studio
Sleeps 3
Villa
Find Affordable Dunedin Hotels & Vacation Rentals
Plan your Dunedin Florida Vacation here and get the best value possible for the trip! Find affordable Homes by Owner with pool and much more. We have a great selection of 2,3 or 4 bedroom rentals, condos or cottages that offer you the best available places to stay in Dunedin, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in the Tampa Bay Area.
Vacation Rentals for Nearby Tampa Bay Destinations
Find nearby vacation rentals and some of the Best Cottages with cheap rates close to Downtown Dunedin, FL for you visit to the area, all a short drive to Clearwater Beach. Spend quality time with your family and friends with prices you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of other beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.
Rentals in Dunedin, FL
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