Vacation Home Rentals By Owner In Dunedin, FL

Showing 91 Of 91 Vacation Rentals

$258.65

Few Blocks to Toronto Blue Jays Training Stadium, Pinellas Trail! Near Causeway!

Dunedin, Florida, United States

Welcome to your dream vacation home in the heart of Dunedin, where charm meets modern luxury! This completely remodeled 1925 Dunedin bungalow is fully equipped with everything you need for a perfect stay in a truly desirable location. From the moment you step inside, you'll be captivated by the exquisite details and thoughtful design of this newly renovated gem.brbrBright and airy, this bungalow is flooded with natural light, highlighting the new and comfortable modern furniture that adorns the spacious living areas. The heart of the home is the brand-new kitchen, boasting granite countertops, a custom backsplash, a huge island with countertop seating, and top-of-the-line stainless steel appliances. Imagine preparing delicious meals and gathering with your loved ones in this stylish and functional space. And when it's time to dine al fresco, simply step out to the side yard for a perfect BBQ spot.brbrThis vacation rental offers three generously sized bedrooms, two of which are furnished with a cozy Queen bed and ample closet space. The master bedroom boasts a large king size bed. The new guest bathroom features a large shower, conveniently situated between the rooms. The true gem of this bungalow is the massive primary bedroom located at the rear of the house. This private sanctuary includes a spacious closet and enough room for ample clothing, perfect for longer stays. The attached bathroom maintains the 1925 charm with a large soaking tub, inviting you to relax and unwind after a day of exploration.brbrStep outside and discover your own backyard oasis, a tranquil retreat where you can soak up the Florida sunshine and enjoy the fresh air. And remember, this bungalow is all about location! Whether you prefer walking, jogging, biking, or cruising in your golf cart, everything you could possibly desire is within blocks. From a delightful array of restaurants and breweries to exciting Major League Baseball games, the scenic Pinellas Trail, a bowling alley, marina, and charming downtown shops – it's all right at your fingertips.brbrYour vacation experience in Dunedin awaits! Book your stay in this stunning bungalow and immerse yourself in the perfect blend of historic charm, modern elegance, and unbeatable convenience. Pack your bags and get ready to create unforgettable memories in paradise. Welcome home!br

Bed

Bath

Sleeps

Exceptional(24)

$390.36

/ Nightly

Private Vacation Home

Dunedin Waterside Cottage Private Estate

Dunedin, Florida, United States

The Waterside Cottage House is part of a private estate. It is located on prestigious and historic Victoria Drive in delightful Dunedin, Florida.brbrThe 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 feet of private waterfront the views are completely unobstructed. You will see breathtaking sunsets as well as abundant bird and sea life on a daily basis.brbrLocation is everything. The Waterside Cottage 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, it is well known for its award winning beaches, Friday morning fresh markets, unique gift shops, award winning restaurants, and fun filled merchant association sponsored events. Money Magazine ranked Dunedin as one of the top 10 Gulf Coast communities.brbrWeekly Minimum Rentals'Except Jan-Mar, One Month Minimum', Pets Welcome with $50 Per Week Per Pet Limit of 2 Pets'$200.00Max'. All-inclusive except for electric with monthly rentals, paid directly to owner via separate security deposit. brbrHOUSE RULES:brYou must be 25 years of age to book any of our homes. The person booking the home must also be one of the occupants.brSaturday to Saturday booking only in the months of Feb, Mar, June, July and Aug. One week minimum stay.brNo Smoking. - $250 extra cleaning charge for smoking in the unitbrNo Parties.brCheck-in is after 4pmbrCheck-out is before 10ambrPlease check out the other units available for rent on this waterfront estate:brThe Waterside CottagebrThe Waterside Cottage ToobrThe Garden CottagebrSweetheart Cottage

Bed

Bath

Sleeps

Exceptional(12)

$369.03

/ Nightly

Private Vacation Home

Dunedin Sweetheart Cottage Short Walk to Downtown

Dunedin, Florida, United States

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 basis.brbrThe A/C was replaced in 2023. The kitchen is fully equipped with a refrigerator, microwave, stove, garbage disposal, coffee pot, blender, crock pot, Revere Ware pots and pans, and Martha Stewart china.brbrThe Master Bedroom has a Park Avenue mattress, television and a bricked terrace and private garden. The bathroom has a cultured marble countertop, double sink, shower/tub, custom tile and telephone. The guest bedroom has two twin beds and upscale furnishings with a ceiling fan.brbrLocation is everything. The Sweetheart Cottage 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.brbrVideo Tour Link: https://youtu.be/s_Qx8ciLM2gbrbrHOUSE RULES and Special Requirements:brYou must be 25 years of age to book any of our homes. The person booking the home must also be one of the occupants.brSaturday to Saturday booking only in the months of Feb, Mar, June, July and Aug. One week minimum stay.brNo Smoking. - $250 extra cleaning charge for smoking in the unitbrPets Welcome with $50 Per Week Per Pet Limit of 2 Pets'$150 Max'brNo Parties.brNo Trailers.brCheck-in is after 4pmbrCheck-out is before 10ambrPlease check out the other units available for rent on this waterfront estate:brThe Waterside CottagebrThe Waterside Cottage ToobrThe Garden CottagebrSweetheart CottagebrbrApprox 950 Sq Ft AreabrSleeps 4br2 Bedroomsbr1 BathsbrbrBedroom 1- 1 Queen white FuniturebrbrBedroom 2- 2 Twins BedsbrbrKitchen - Fully Equipped Kitchen, Built-in Microwave, Refrigerator, Stove Top, Convection Oven, Dishwasher, Disposal, Coffee Pot, Blender, ToasterbrbrLiving Area - Couch, Red Chair, T.V. with streaming service with DVD and VCRbrbrDinning Area - Wood Table Seats 4brbrGeneral Amenities - Laundry Room, Parking, BBQ, Floating dock for Jet ski, kayaks, bikes, beach chairs and umbrellas, Dock

Bed

Bath

Sleeps

Exceptional(4)

$382.11

/ Nightly

Private Vacation Home

Dunedin Waterside Cottage Too Bay Views

Dunedin, Florida, United States

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.brbrIf you are not familiar with Dunedin, it is well known for its award winning beaches, Friday morning fresh markets, unique gift shops, award winning restaurants, and fun filled merchant association sponsored events. Money Magazine ranked Dunedin as one of the top 10 Gulf Coast communities.brbrYou are 30 minutes from Tampa International Airport and close to all the great beach restaurants, shops, and attractions, including 90 minutes to Disney, Universal Studios, and Sea World and two hours to Kennedy Space Center. Busch Gardens 'amusement park', Adventure Island 'water park', and Lowry Park Zoo in Tampa are just 40 minutes away.brbrVideo Tour Link: https://youtu.be/ovoWMXFdLTwbrbrHOUSE RULES:brYou must be 25 years of age to book any of our homes. The person booking the home must also be one of the occupants.brNo Smoking. - $250 extra cleaning charge for smoking in the unitbrNo Pets.brNo Parties.brCheck-in is after 4pmbrCheck-out is before 10ambrPlease check out the other units available for rent on this waterfront estate:brThe Waterside CottagebrThe Waterside Cottage ToobrThe Garden CottagebrSweetheart Cottage

Bed

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Sleeps

Exceptional(33)

$598.01

/ Nightly

Private Vacation Home

Superb location historic home- spacious, bright, and quiet, yet downtown!

Dunedin, Florida, United States

Five generation family home now available for short-term rentals. Superb location-two to three blocks to the water, downtown restaurants and shopping, baseball stadium, parks, marina, playground, the Pinellas bike trail, and .6 miles from the Fenway. brThe house faces south to bask in the sun on the prettiest street in Dunedin, quiet and green with huge old trees dripping with Spanish moss. The house layout provides ample space for a group, with well-separated rooms to give a sense of privacy. Upstairs is the airy master bedroom with a super comfortable king bed and an ensuite bathroom that overlooks the trees. Also upstairs, a second large bedroom has a king and a double bed, and a hall bathroom. The downstairs queen bedroom opens into a small office and has a hall bath with a walk-in shower. There is an airy living room, separate dining room, a beautiful sunny kitchen with a breakfast nook, a front screened porch and an open, unshaded front porch for the winter days when the full sun feels delicious. Full of historic charm and original details, while freshly updated with modern conveniences. brYou can sit on the front porch and watch dog-walkers, bikers and strollers, or walk over to the weekend Farmers' Market a block away. Enjoy the wide variety of cafes, restaurants and craft breweries all within a few blocks- no need to drive! The well-equipped kitchen has everything you need to prepare a fancy family meal for eight, or a simple lunch for two to savor on the screened porch. We think you will love being part of the Old Florida vibe!brbrPlease note, this is a non-smoking property. Smoking is not permitted inside or on the porches or anywhere else on the property.

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Sleeps

Exceptional(32)

$296.43

/ Nightly

Private Vacation Home

Clean, Beautiful Home w/Large Private Pool

Dunedin, Florida, United States

Beautiful, renovated home that is perfect for your family getaway! House is situated in a nice, quiet neighborhood. House includes a beautiful backyard oasis with a newly updated, screened-in pool, outdoor dining and living area along with a lush garden. The home has 3 bedrooms & 2 newly renovated bathrooms. Private circle driveway allows for plenty of off-street parking availability. brbrThe house is conveniently located—a quick drive to shops, restaurants, downtown Dunedin and Honeymoon beach. Only 9 miles from Clearwater beach. brOptional: pool heater available for additional fee. Renters can decide to add-on upon arrival. br*No events or pets allowed.*

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Sleeps

Exceptional(2)

$102.95

/ Nightly

Private Vacation Home

Lovely, fully furnished1 bedroom coastal cottage in Salty Dunedin, FL.

Dunedin, Florida, United States

Newly renovated cottage close to downtown Dunedin, Blue Jay's Stadium, Honeymoon Island and Clearwater Beach. Fully furnished down to the silverware. Just bring yourself! 1 Bedroom, 1 bath. Gorgeous travertine yard with privacy vegetation allows for added outdoor living space, great for entertaining or to simply enjoy the tranquility and warmth of the Florida sunshine. Steps to Clearwater Bay for glorious sunsets. Close to Blue Jay's Stadium and a short distance to Honeymoon Island and Clearwater Beach. Located in wonderful, salty community with lots to do locally! Walk, run or bike the Pinellas trail, visit local shops and museums, watch the dolphins play in the waters off the Dunedin Causeway. Enjoy the abundance of local fare and entertainment, fishing, boating and more!

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$224.28

/ Nightly

Private Vacation Home

Charming 2-bedroom NAUTICAL THEMED bungalow with WiFi, AC in brilliant Dunedin

Dunedin, Florida, United States

Sammy's Seaside is a quaint place with a nautical theme located six blocks from downtown Dunedin, four blocks from the Pinellas Trail and about twenty-five minutes from Clearwater beach. It is located at the corner of Lyndhurst Street and Milwaukee Avenue.brThe physical address is 560 Lyndhurst Street, Dunedin, Florida 34698. Sammy's Seaside is surrounded by a 6' vinyl privacy fence and professionally landscaped. There is a private entertainment area inclusive of patio furniture, bar-b-que grill, tables and umbrellas, and lounges for sunning. Access to this area is out the back door or front door and through the fence gate. There is plenty of free off-street parking, and even additional room for your boat, golf cart or jet ski. br With a lease, you have access to the Friends and Family discounts at the Fenway Marriott Bonvoy Hotel just a few blocks west at the water's edge. At the water's edge you will witness some of the most beautiful sunsets daily.

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Sleeps

Exceptional(5)

$285.95

/ Nightly

Private Vacation Home

Dunedin Villa, BBQ & Fire Pit, Hot Tub

Dunedin, Florida, United States

Summary:brbrStunning home in Dunedin! Featuring high ceilings , gorgeous arched crown molding, kitchen with an island which serves as a breakfast bar, large family/dining room area, and very spacious bedrooms. The rear door leads to the covered porch. The large master suite features dual sinks, modern tile, and a private water closet for the toilet. White vinyl fence encloses the backyard, making it perfect to sit back enjoy the yard, BBQ Grill and fire pit.brbrbrbrGuest Access:brbrThe place is yoursbrbrNo Garage AccessbrbrbrbrGetting Around:brbrI recommend a car. We have a driveway for parking.brbrbrbrOther Things to Note:brbrDon't miss out on any of the game day action, We have access to all NFL games.

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Bath

Sleeps

Exceptional(8)

$1022.6

/ Nightly

Private Vacation Home

Downtown whole house, Shannon Oak Manor sleep 10

Dunedin, Florida, United States

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 hint of modern touches to keep you comfortable. brbrThe downtown district is one block from the house and is notable for its absence of large commercial signage, corporate franchise restaurants or chain retail stores. The Pinellas Trail, a 37-mile-long bicycle and pedestrian trail that spans all of Pinellas County north to south. brbrThe home is perfect for family reunions, corporate retreats, wedding party housing or groups that wants to vacation together but still want complete privacy when you are in your own room. The main house Sleeps 10. brbr***This home was the backdrop for 2 romantic comedy movies!! A taste of Love and Valentine's Town. So exciting.*** A taste of Love is now on the Hallmark!**** hallmarkchannel.com/a-taste-of-lovebrbrbrThe Space brbrOn the main level you will find a living room, dining room, full kitchen, office, half bath and laundry room. Feel free to whip up a morning breakfast in the gourmet kitchen or just have coffee with the use of the fully automatic espresso, coffee, cappuccino maker. The dining room has seating for 10 people to eat a great meal or to play a card game. The wrap around porch has plenty of room to spread out and relax on a lounge chair or the porch swing. brbrAll of the 4 suites in the main house have their own private bath with Jacuzzi, small refrigerator, microwave, and high speed internet. brbrNote: There is a private cottage behind the home that we also rent. Their may or may not be guests also staying. brbrCome experience the casual life of a gulf coast community just minutes from the number one rated beach in the United States. Whether you like fishing, dancing, boating, biking or just plain relaxing by the beach, we have it all. Enjoy outdoor eating, local live music, capturing the amazing sunset, tanning on the beach, collecting your favorite sea shells, sailing the bay, biking the trail or just plan sitting on the deck enjoying a good book. Come experience the magic of Dunedin.

Bed

Bath

Sleeps

Exceptional(6)

$1828.85

/ Nightly

Private Vacation Home

Whole House w/ cottage sleeps 14 total

Dunedin, Florida, United States

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 hint of modern touches to keep you comfortable. brbrThe downtown district is one block from the house and is notable for its absence of large commercial signage, corporate franchise restaurants or chain retail stores. The Pinellas Trail, a 37-mile-long bicycle and pedestrian trail that spans all of Pinellas County north to south. brbrThe home is perfect for family reunions, corporate retreats, wedding party housing or groups that wants to vacation together but still want complete privacy when you are in your own room. The main house Sleeps 10 + cottage sleeps 4. Option to rent without the use of the cottage, contact owner for details. brbr***This home was the backdrop for 2 romantic comedy movies!! A taste of Love and Valentine's Town. So exciting.*** A taste of Love is now on the Hallmark!**** hallmarkchannel.com/a-taste-of-lovebrbrThe Space brbrOn the main level you will find a living room, dining room, full kitchen, office, half bath and laundry room. Feel free to whip up a morning breakfast in the gourmet kitchen or just have coffee with the use of the fully automatic espresso, coffee, cappuccino maker. The dining room has seating for 10 people to eat a great meal or to play a card game. The wrap around porch has plenty of room to spread out and relax on a lounge chair or the porch swing. brbrAll of the 4 suites in the main house have their own private bath with Jacuzzi, small refrigerator, microwave, and high speed internet. You also have access to the 1 bedroom cottage that sleeps 4 out back with a private lanai and full kitchen. brbrCome experience the casual life of a gulf coast community just minutes from the number one rated beach in the United States. Whether you like fishing, dancing, boating, biking or just plain relaxing by the beach, we have it all. Enjoy outdoor eating, local live music, capturing the amazing sunset, tanning on the beach, collecting your favorite sea shells, sailing the bay, biking the trail or just plan sitting on the deck enjoying a good book. Come experience the magic of Dunedin.

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Bath

Sleeps

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Cottage

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Bed

Bath

Sleeps

Exceptional(6)

$390.36

/ Nightly

Private vacation home

Dunedin Waterside Cottage Private Estate

Dunedin, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$382.11

/ Nightly

Private vacation home

Dunedin Waterside Cottage Too Bay Views

Dunedin, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$352.41

/ Nightly

Condo

Luxury Beach Getaway in Charming Dunedin

Dunedin, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$351.03

/ Nightly

Private vacation home

WOW! Dunedin Coastal heated POOL Home-beaches-eateries-near downtown

Dunedin, Florida, United States

Bed

Bath

Sleeps

Exceptional(6)

$351.97

/ Nightly

Cottage

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Dunedin, Florida, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Dunedin, FL

$258.65

$390.36

$369.03

$382.11

$598.01

$296.43

$102.95

$224.28

$285.95

$1022.6

$1828.85

Rent a place that suits your needs

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