Holiday houses in Dunedin

Historic 1922 Home • Walk to Downtown & Blue Jays

Stay in a beautifully preserved 1922 Dunedin home passed down through 6 generations. Walk to downtown, restaurants, breweries, the marina, and the Trail. With 3 full bathrooms, and a prime location, this home offers character, and convenience What sets this home apart is its rare combination of location, space, and history — something you simply won’t find in typical vacation rentals. Thoughtfully maintained, this home offers a more elevated and memorable stay than standard listings in the area

Wonderful family friendly home in Dunedin FL

Comfy Kid & Pet friendly Florida home, 15 minutes to Honeymoon Island, Caladesi State park & Clearwater Beach and Clearwater Aquarium. Large kitchen, dining area, & nice screened in back porch. Shopping malls, grocery store and pharmacies two blocks away. Take a stroll in fun Downtown Dunedin, go for a bike ride on the Pinellas Trail or play foosball and table games with the family. Short drive to Busch Gardens, Lowry Park Zoo or the Florida Aquarium. The yard is fenced in and quite spacious.

Tiki Hut Cottage

This unit private vacation rental is located on the property, plenty of space for 5 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Conveniently located to the downtown & beach. This unit is pet friendly, we allow 1 dog. Wether your dog is or is not a service dog we have the following guidelines no excessive parking clean up after your pet any physicial damage caused by the pet will be subject to reimbursement

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street and minutes to beaches, yet tucked away on a quaint prime downtown street. Private yard with grill in terrific location. Walk to restaurants, breweries, shops, and live music. Stroll to Dunedin's stunning sunsets or drive minutes to award-winning beaches such as Honeymoon & Caladesi Island & Clearwater Beach. Sleeps 6. Two king bed suites and a luxury leather couch that sleeps 2 more. Loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today!

FLOH - delightful days in Dunedin!

Cute quaint house with 2 bedrooms, 1 bath, located in downtown Dunedin Florida. All furniture in the house is new. Bathroom is newly remodeled, and includes a shower with a jet tub. Cozy family room with 60" flat screen smart TV, and sleeper sofa. We have a desk, and elliptical machine, along with a comfy chair for reading/relaxing in the extra room on the back. The kitchen is fully functional, with most conveniences of home. Come and enjoy delightful Dunedin, and have the time of your life!

Prized Dunedin St | Walk Downtown & Waterfront

Stay somewhere extra special in Downtown Dunedin — Pickets Cottage. Set on what is widely considered one of Dunedin’s most beautiful and desirable streets, the cottage is just one block from downtown and less than a five-minute walk to the waterfront. Enjoy the best of both worlds: a charming, idyllic neighborhood setting behind a classic white picket fence, with Main Street’s restaurants, breweries, shops, festivals, entertainment, and the Pinellas Trail just steps from your door to discover.

Dunedin private pool oasis-Cozy Coastal Cottage

100-5★ reviews! Cozy Coastal Cottage is your private tropical escape just 2 blocks from Dunedin’s Main Street. Relax by the sparkling pool, then walk to restaurants, breweries, shops, the marina, and Pinellas Trail. Located in the historic district, you’re minutes from top-rated beaches and the Blue Jays stadium. Enjoy a full kitchen, walk-in shower, fast Wi-Fi, A/C, laundry, and beach gear for the perfect Gulf Coast getaway. Pool days, sunset walks, and downtown nights - all waiting for you.

Downtown Coastal Studio, close to great beaches!

The studio has a bright and airy atmosphere, clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin in walking distance to the Pinellas Trail and Main St. Simply park your car and enjoy town on foot or rent a bike and cruise around. We are close to Honeymoon Island and Clearwater Beach. Beach towels, chairs, cooler, and umbrella are provided. There is also a park across the street with a nice path to stroll along the water or take in the sunset.

Dunedin Suite East, a centrally located getaway

Dunedin Suite East is modern and spacious with a full kitchen and private patio area out back. The suite is within walking distance to downtown restaurants, shops, and breweries, as well as Blue Jays Stadium, and the Pinellas Trail. It is a quick drive to Honeymoon Island and Clearwater Beach, ranked some of the nicest beaches in the world. Beach supplies included. If you like to cycle bring your bike *we allow indoor bike storage in the apartment* You can also rent bikes here in town.

Serenity Bungalow Downtown

Kick back and relax in this stylish bungalow, perfectly situated at the gateway to downtown Dunedin’s vibrant corridor. Explore a variety of shops, microbreweries, pubs, and restaurants, all just steps away. Enjoy the scenic marina and catch fabulous sunsets at the west end of downtown. Located right across the street from a lively restaurant and bar, this bungalow places you in the heart of the action, making it the ideal spot for your Dunedin getaway. Pet fee is per pet.

Seaside Artisan *Dog Friendly* 5

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Comfortable and Convenient | On Main Street

Directly located on Dunedin's Main Street, over Flanagans Irish Pub/Bar. Comfortable and cozy this newly updated unit will have you feeling right at home. Come stay and live like a local with everything you need right out your front door within steps. You'll want to stay and never leave this brand new large 1 bed/ 1 bath apartment. This unit is above a Pub/Bar, noise may be an issue. Please take a look at our reviews.