Home Vacation Rentals By Owner In Dunedin, FL

Showing 100 Of 226 Vacation Rentals
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Exceptional(17)

$147.47

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Cottage

Cozy Cottage in the Heart of Dunedin

Dunedin, Florida, United States

Welcome to our 1/1 cottage-style villa, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town. brbr• Fully equipped kitchen br• Full-Size Washer and Dryer br• FREE Wi-Fi & Cable TV br• Linens and bath towels provided br• Iron/Ironing Board br• Hairdryer br• Communal Gas Grills br• 25 years of age or older to book br• The person booking the home must also be one of the occupants brbrParking br• 1 assigned covered parking space br• Trailers, U-Hauls, Boats, and RVs are NOT allowed to be parked on the property. brbrOur favorite walking distance restaurants: brbr• Cafe Alfresco (8 min walk) (0.4 mile) brbr• The Black Pearl ((10 min walk) (0.5 mile) brbr• Crown and Bull (10 min walk) (0.5 mile) brbrOther close by attractions: brbr• TD Ballpark (4 min walk) (0.2 miles) brbr• Dunedin Downtown Market (0.4 miles) brbr• Caladesi Island State Park (6.4 miles) brbr• Honeymoon Island State Park (5.9 miles) brbr• Pinellas Trail (8 min walk) (0.4 mile) brbr• Clearwater Beach (6.4 miles) brbr• Florida Aquarium (26 miles) brbr• Edge Water Park (0.6 miles) brbr• 7venth Sun Brewery (0.9 miles) brbr• St. Pete/Clearwater International Airport (PIE) (12 miles) brbr• Tampa International Airport (TPA) (21 miles)
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Exceptional(8)

$208.17

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Cottage

Charming Newly Reno 1 min to Downtown Dunedin

Dunedin, Florida, United States

Welcome to our cottage-style home, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town. brbrThe Space br• Fully equipped kitchen br• Full-Size Washer and Dryer br• FREE Wi-Fi & Cable TV br• Linens and bath towels provided br• Iron/Ironing Board br• Hairdryer br• Communal Gas Grills br• 25 years of age or older to book br• The person booking the home must also be one of the occupants brbrParking br• 1 assigned covered parking space br• Trailers, U-Hauls, Boats, and RV's are NOT allowed to be parked on the property. brbrOur favorite walking distance restaurants: brbr• Cafe Alfresco (8 min walk) (0.4 mile) brbr• The Black Pearl ((10 min walk) (0.5 mile) brbr• Crown and Bull (10 min walk) (0.5 mile) brbrOther close by attractions: brbr• TD Ballpark (4 min walk) (0.2 miles) brbr• Dunedin Downtown Market (0.4 miles) brbr• Caladesi Island State Park (6.4 miles) brbr• Honeymoon Island State Park (5.9 miles) brbr• Pinellas Trail (8 min walk) (0.4 mile) brbr• Clearwater Beach (6.4 miles) brbr• Florida Aquarium (26 miles) brbr• Edge Water Park (0.6 miles) brbr• 7venth Sun Brewery (0.9 miles) brbr• St. Pete/Clearwater International Airport (PIE) (12 miles) brbr• Tampa International Airport (TPA) (21 miles)
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Exceptional(13)

$150.95

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Cottage

Adorable Villa 1 min to Downtown Dunedin

Dunedin, Florida, United States

Welcome to our 1/1 cottage-style villa, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town. brbr• Fully equipped kitchen br• Full-Size Washer and Dryer br• FREE Wi-Fi & Cable TV br• Linens and bath towels provided br• Iron/Ironing Board br• Hairdryer br• Communal Gas Grills br• 25 years of age or older to book br• The person booking the home must also be one of the occupants brbrParking br• 1 assigned covered parking space br• Trailers, U-Hauls, Boats, and RVs are NOT allowed to be parked on the property. brbrOur favorite walking distance restaurants: brbr• Cafe Alfresco (8 min walk) (0.4 mile) brbr• The Black Pearl ((10 min walk) (0.5 mile) brbr• Crown and Bull (10 min walk) (0.5 mile) brbrOther close by attractions: brbr• TD Ballpark (4 min walk) (0.2 miles) brbr• Dunedin Downtown Market (0.4 miles) brbr• Caladesi Island State Park (6.4 miles) brbr• Honeymoon Island State Park (5.9 miles) brbr• Pinellas Trail (8 min walk) (0.4 mile) brbr• Clearwater Beach (6.4 miles) brbr• Florida Aquarium (26 miles) brbr• Edge Water Park (0.6 miles) brbr• 7venth Sun Brewery (0.9 miles) brbr• St. Pete/Clearwater International Airport (PIE) (12 miles) brbr• Tampa International Airport (TPA) (21 miles)
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Exceptional(1)

$490.25

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Villa

Unique Villas 3Plex in the Heart of Downtn Dunedin

Dunedin, Florida, United States

Welcome to our unique triplex, cottage-style home, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rentals available to cruise around town. brbrSleeping Arrangements: brbrStep back in time and experience Vintage Florida Charm with this unique property consisting of a 2/Bed, 1/Bath home and a DUPLEX located in the back consisting 1/Bed, 1/Bath on EACH side. All three villas have their private courtyard and outdoor seating area. Detached Communal laundry on site and ample parking in the back. This beautiful property makes it easy for your group to spend time together AND find quiet moments to yourself. The perfect setting for your next family vacation, corporate retreat, or romantic couples' getaway! brbr• Fully equipped kitchen br• Full-Size Washer and Dryer br• FREE Wi-Fi & Cable TV br• Linens and bath towels provided br• Iron/Ironing Board br• Hairdryer br• Communal Gas Grills br• 25 years of age or older to book br• The person booking the home must also be one of the occupants brbrParking br• 1 assigned covered parking space br• Trailers, U-Hauls, Boats, and RV's are NOT allowed to be parked on the property. brbrOur favorite walking distance restaurants: br• Cafe Alfresco (8 min walk) (0.4 mile) br• The Black Pearl ((10 min walk) (0.5 mile) br• Crown and Bull (10 min walk) (0.5 mile) brbrOther close by attractions: br• TD Ballpark (4 min walk) (0.2 miles) br• Dunedin Downtown Market (0.4 miles) br• Caladesi Island State Park (6.4 miles) br• Honeymoon Island State Park (5.9 miles) br• Pinellas Trail (8 min walk) (0.4 mile) br• Clearwater Beach (6.4 miles) br• Florida Aquarium (26 miles) br• Edge Water Park (0.6 miles) br• 7venth Sun Brewery (0.9 miles) br• St. Pete/Clearwater International Airport (PIE) (12 miles) br• Tampa International Airport (TPA) (21 miles)
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Sleep 8

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$461.66

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Private Vacation Home

Cozy Coastal Cottage - Whole House! Sleeps 10!

Dunedin, Florida, United States

Under new ownership & locally hosted — same 5-star charm! This 4BR/4BA duplex sleeps 10 across 6 beds and has been freshly remodeled. Walk to downtown Dunedin’s breweries, shops, and marina, or drive to Honeymoon Island and Clearwater Beach. Each side offers its own kitchen and living room, with a central interior door that opens to form one large home — perfect for families or groups seeking modern coastal comfort in the heart of Dunedin with private parking.brbr✨ Modern 4BR/4BA Duplex – Walk to Downtown Dunedin ✨brbrWelcome to Cozy Coastal Cottages of Dunedin, our freshly remodeled 4BR/4BA duplex just a short stroll from the heart of downtown. Sleeps 10! We’re longtime locals who live nearby, and we love sharing this special town with guests. Whether you’re here for the beaches, the breweries, or just a relaxing getaway, our home is designed to make you feel right at home — with plenty of space for families or groups.brbr*Need space for more than 10 The whole property (2 buildings total) can be reserved for up to 18!brbrNote: Photos currently show one side of the duplex. The other side is a mirror image and will be photographed soon!brbr The SpacebrbrLiving Areas:brTwo inviting living rooms with smart TVs and comfortable seating (each with a pull-out sofa for extra sleeping).brbrKitchens & Dining:brTwo fully stocked kitchens with breakfast bar seating and everything you’ll need — from coffee makers to cookware and wine glasses.brbrBedrooms:brBedroom 1: King bed + smart TVbrBedroom 2: Queen bed brBedroom 3: King bed + smart TVbrBedroom 4: Queen bedbrbrBathrooms:brFour full baths total — two with soaking tubs and two with tub/shower combos.brbrLaundry x 2:brEach side includes its own washer and dryer for added convenience.brbrOutdoor Spaces:brTwo private patios for morning coffee or evening wine.brbrParking x 4:brTandem, private, secure parking available on-site for up to 4 vehicles and more on-street parking a short walk away.brbrConnected Layout:brA central interior door connects both cottages, allowing you to open the space into one large home while maintaining privacy when needed — perfect for families or groups traveling together.brbrbr LocationbrbrWe’re right on a main road for easy access, yet just a short walk to all the charm of downtown Dunedin — shops, restaurants, and the waterfront.brbrThe rear entrances and courtyards are tucked back from the road, offering added privacy and a quick path for walking into town.brbr5 minute WALK to downtown Dunedin and 10 minutes to the TD Blue Jays Stadium!br15–20 min drive to Clearwater Beach & Caladesi Island Ferrybr25–27 min from St. Pete–Clearwater Airportbr40–45 min from Tampa AirportbrbrClose to golf, parks, shopping, and the Clearwater Marine Aquariumbrbr Guests have 2 separate entrances if occasionally privacy is important. Full access to the entire 4BR/4BA duplex, including both kitchens, living rooms, patios, and laundry areas. Smart lock codes are provided before arrival for easy check-in.brbr⭐ Why Stay With UsbrbrWe’re a husband-and-wife team who live close by and know Dunedin inside and out. If you need anything during your stay, we’re always nearby to help.brbrThis home has been a successful short-term rental for over 2 years under its previous management with consistent 5-star reviews. We’re excited to continue that tradition — now with a more personal, local touch.brbrThoughtfully updated duplex with modern coastal comfort.brWalkable location + tucked-away patios for privacy.brPerfect setup for families or larger groups.brbrWe respect your privacy but are always close if you need recommendations or run into anything during your stay. We love Dunedin and are happy to share our favorite local spots.brbrPhotos currently show one side of the duplex. The other side is a mirror image and will be photographed soon.brbrTraveling with an even larger group We also offer two 1BR/1BA cottages (each sleeps 4) on the same property. When booked together, the full property can accommodate up to 18 guests — ideal for family gatherings, weddings, or group getaways.brbr*Construction* From December into June/July, there is active construction occurring on a neighboring property; although as of this update in Feburary the project is starting to wind down and focus more on interior work, its still an active construction site... Work schedules can vary and may occasionally include early morning hours.brWhile this activity is outside of our direct control, we remain in communication with the construction management team and actively advocate for compliance with all applicable city noise and work-hour ordinances. We believe in full transparency so guests can make an informed decision.brIf you are particularly sensitive to noise or plan to sleep late, this may not be the ideal fit. Please feel free to reach out prior to booking with any questions.brParking: Tandem parking is available on-site. Please be mindful of other guests when parking and allow space for easy access. brbr Noise & CourtesybrQuiet hours after 9 PM in respect to neighbors and other guests.brNo parties or large events unless approved in advance.brbrSmoking: Smoking is not allowed inside the units. Smoking is permitted on the private patio and in the shared courtyard, as long as it’s done respectfully and without disturbing other tenants.brbr CleanlinessbrPlease treat the home as you would your own — clean spills promptly and place trash in provided bins.brbr Security & AccessbrOnly registered guests are permitted to stay overnight.brLock doors and windows when leaving the unit.brbr Shared SpacesbrCourtyard and parking are shared; please be respectful and tidy.brFurniture must remain in the unit — no moving inside/outside.brbr Damage & MaintenancebrReport any damage or issues promptly so we can address them quickly.brGuests are responsible for any damage caused during their stay.brbrPetsbrWe are a pet-friendly property but do not have a fenced yard. Dogs must be leashed and walked outdoors. Pets are not permitted on sofas; protective covers may be provided. Additional cleaning fees may apply if furniture requires excessive cleaning due to pet hair, odors, or accidents.brIf an unregistered pet is brought onto the property, a pet fee will apply. Please ensure all pets are pre-approved and added to your booking.
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Sleep 10

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$185.51

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Condo

One Bedroom Cozy Condo One Year Lease,,Downtown Dunedin, Gate Community

Dunedin, Florida, United States

Snow Bird Seasonal Rate December through April $ 160.00 per night 30 night’s minimum contract. brbr$1500.00 security deposit (30 day lease minimum required by community.)brbrAll utilities and Wifi included. brbrAlso available for annual lease. Please inquire if interested. brbrFurnishedbrSmall Dog allowed ($200.00 pet deposit non refundable) No Large breeds allowed. 20lbs or under. brNo SmokingbrbrLease Application and back ground check $75.00 per applicant over 18.brbrVictoria Palms Community. This Quite Condo is Located in the Only Gated Community in DunedinbrbrCharming beach style sunny and bright condo in Downtown Dunedin Florida. The newly renovated condo in a gated community has fully equipped kitchen, bathroom, closet and storage space. Also features french doors leading to private 2nd floor balcony.brbr1 Bedroombr1 BathbrIn Unit Washer & DryerbrFurnished brbrEasy walking distance to get to from any direction, Dunedin, Florida offers a little of everything that folks visiting Florida are looking for. Our beautiful beaches, recreation facilities, shops and restaurants are second to none.brbrIf you don't feel like driving you can hop on the Jolly Trolley and find your way to cute, trendy shops, lovely little restaurants and world famous beaches.brThose looking for exercise, the Pinellas Trail runs right through downtown. You can ride, skate, jog or just walk along the trail all the way to the Dunedin Causeway which will take you over to remarkable Honeymoon Island. If watching is more your style, the spring training home of the Toronto Blue Jays of the American League brings some great baseball to town. Our own Dunedin Jays do very well through the summer months as well.brLess than 6 miles to world famous Clearwater beaches and restaurants.brbrUNIT AVAILABLE July 6th 2023brbrLease Application $75.00 per applicant over 18brbrIncludes Water, Sewer & Trash, Wifi. brbrbrVictoria Palms Community. This Quite Condo is Located in the Only Gated Community in DunedinbrbrCharming beach style sunny and bright condo in Downtown Dunedin Florida. The newly renovated condo in a gated community has fully equipped kitchen, bathroom, closet and storage space. Also features french doors leading to private 2nd floor balcony.brbr1 Bedroombr1 BathbrIn Unit Washer & DryerbrPartially Furnished (can be unfurnished)brbrEasy walking distance to get to from any direction, Dunedin, Florida offers a little of everything that folks visiting Florida are looking for. Our beautiful beaches, recreation facilities, shops and restaurants are second to none.brbrIf you dont feel like driving you can hop on the Jolly Trolley and find your way to cute, trendy shops, lovely little restaurants and world famous beaches.brThose looking for exercise, the Pinellas Trail runs right through downtown. You can ride, skate, jog or just walk along the trail all the way to the Dunedin Causeway which will take you over to remarkable Honeymoon Island. If watching is more your style, the spring training home of the Toronto Blue Jays of the American League brings some great baseball to town. Our own Dunedin Jays do very well through the summer months as well.brLess than 6 miles to world famous Clearwater beaches and restaurants.
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Exceptional(3)

$99.05

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Condo

Dunedin Causeway Waterfront Community Completely Remodeled 2Bed/2Bath Pool/Bikes

Dunedin, Florida, United States

LOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach & a bike ride to Honeymoon Island/Caladesi Island (voted one of the best beaches in the U.S.). The community sits perfectly on the water and includes a heated pool, beautiful dock & fishing pier, kayak launch area, outdoor gazebo with grills and seating overlooking the water. Also included are two bikes to use. Walking/biking distance to everything you would need. Beach, restaurants, shopping, grocery store, pharmacy. Pinellas Trail is out your front door. Bike to downtown Dunedin, Tarpon Springs, Palm Harbor, Clearwater.brbrThis 2 bedroom, 2 bath, completely remodeled condo is fully furnished. This is a split floor plan. Master bedroom has a King size bed and bathroom. Second bedroom has a Queen bed and an oversized chair pullout with a Twin bed. Both bedrooms have large walk in closets. TV’s in both bedrooms.brbrLiving Room has a beautiful, extremely comfortable sectional sofa and large flat screen TV. Large outdoor open air balcony with cozy seating for four is off the Living Room where you can enjoy the Gulf breeze and the Florida sun. Honeymoon Island Pass includedbrbrKitchen includes everything you would need for cooking, includes microwave, dishwasher, Keurig coffee maker, toaster & blender.brbrBathrooms & Bedrooms are stocked with extra towels and bed linens along with beach towels and beach chairs & cooler.brDolphin Pointe Condominiums is located in the most prime location on the Dunedin Causeway. It is walking distance to restaurants, bars, grocery stores, marina, Tiki bar, the Dunedin Causeway Beach and the Pinellas Trail. There is a fishing dock/pier on the property to enjoy watching the dolphins play and gorgeous Florida sunsets. brbrThe Dunedin Causeway is a 2.5 mile route that leads from Bayshore Blvd directly to the entrance of Honeymoon Island State Park. The Causeway is lined on each side by water of St. Joseph Sound. It is a beautiful destination for fishing, watercraft activities, and sunbathing. The area is also popular for walking, jogging and bike riding as a part of the Pinellas Trail runs along the entire length of the Causeway. Sail Honeymoon, Inc has a great selection of sailboats and kayak rentals as as food and beverages. brbrThe Pinellas Trail is a 45 mile paved trail extending from Tarpon Springs to St. Petersburg, FL and runs through the heart of downtown Dunedin and other great towns. The trail has lots of bikers, walkers, skaters, and joggers. Electric bikes are permitted and rentals are available close by. brThe trail has a multitude of stopping points with bars, dining, Farmer’s Markets, local entertainment and shopping along the way. There are water fountains for you and even a few bike repair poles with common tools to fix your bike under way. brbrCheck out: Southern Living Magazine for several articles on Dunedin, FLbr
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