Holiday rentals with a washing machine and dryer in Dunedin

4.93 out of 5 average rating, 123 reviews

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

The exterior of a light blue house features a welcoming porch with four chairs arranged for relaxation. A garage is visible on the left side, with green grass surrounding the front. Clear skies and scattered clouds create a bright atmosphere.

4.96 out of 5 average rating, 264 reviews

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!

A bright living area features light yellow walls and a cozy beige sofa with colorful cushions. A vibrant striped rug lies beneath a small round table, accompanied by a green accent chair and a wooden chair. Natural light enters through a window and double doors leading outside.

4.97 out of 5 average rating, 114 reviews

Dunedin 1BR: KingBed/walkable/bike trail/NewBuild

We are within walking distance of the public library, Toronto Blue Jays spring training camp, and one block from the famous Pinellas Bike Trail. The town center is one mile away on the bike/walking trail. Honeymoon Island is 7 miles north, and Clearwater Beach is 5 miles south. The Community Center is 3 miles away with a splash park for kids, pickle and tennis courts, classes, and a workout facility. We welcome dogs with a non-refundable $125 pet fee that you can pay on arrival on airbnb.

4.99 out of 5 average rating, 381 reviews

A cozy living area showcases a modular blue sofa, adorned with soft pillows and a warm throw. A light wooden coffee table rests in the center, complemented by decorative items. Natural light enters through a window, creating a bright and welcoming atmosphere.

Cottage in Dunedin

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street and minutes to beaches, yet tucked away on a quaint downtown street. Private yard with grill in prime location. Walk to restaurants, breweries, shops, and live music. Walk to Dunedin's gorgeous sunsets or drive minutes to award-winning beaches such as Honeymoon Island, 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!

A serene outdoor seating area features white adirondack chairs positioned on a natural stone patio, surrounded by lush green foliage and tropical plants. A glimpse of a swimming pool can be seen in the background, framed by additional seating and vibrant landscaping.

4.95 out of 5 average rating, 128 reviews

Island Oak

This private vacation rental is a Second floor 1 bedroom apartment is newly furnished, professionally decorated and equipped with all the conveniences of home. Island Oak joins 4 other popular vacation rentals within the Grove Keeper Collective compound. This upper unit has a balcony off the bedroom which looks into a 175 year old oak that provides a tree house effect. We hope you come and enjoy this new addition to Grove Keeper Collective. All our units are non smoking and vaping.

4.96 out of 5 average rating, 105 reviews

A cottage-style home is framed by lush greenery and colorful flowering plants, creating a vibrant outdoor setting. A paved area provides ample space for parking, while a cozy patio area is visible nearby, inviting outdoor relaxation amidst the natural beauty.

Cottage in Dunedin

Charming Newly Reno 1 min to Downtown Dunedin

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.

A spacious bedroom is adorned with modern decor. A large bed with textured pillows is positioned across from two stylish chairs and small side tables. Natural light filters through three windows, creating a bright and airy atmosphere.

4.96 out of 5 average rating, 287 reviews

Private Balcony Apt Overlooking Dunedins Main St

This newly updated studio apartment is located in downtown Dunedin on Main Street. The large private balcony is the real gem. Inside you’ll find quality furnishings and attention to detail throughout. We are centrally located to both Tampa and St. Pete. Our award winning white sandy beaches are a short drive from the unit. Steps from your door you’ll find shopping breweries and dining options to please just about all. This unit is above a Pub/Bar, noise may be an issue.

Guest favourite

4.87 out of 5 average rating, 111 reviews

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.

An open-concept living and dining area features large windows allowing natural light to fill the space. A modern kitchen island with granite countertops overlooks a dining table, with casual seating nearby. The space is complemented by comfortable seating arrangements and stylish decor, creating a welcoming environment.

4.94 out of 5 average rating, 126 reviews

Prime Location, 2 Bath/2 Bed Perfect Getaway

Welcome to this spacious corner home, where convenience meets tranquility! Just one block from the Blue Jays Stadium and a short stroll to downtown Dunedin, this home puts you at the heart of all the action while offering a peaceful retreat. Enjoy a short walk to Main Street, where you’ll find a variety of restaurants, breweries, and bars. Explore the Pinellas Trail by bike, catch stunning sunsets at the marina, or enjoy a cocktail at the rooftop bar in the Fenway Hotel.

Guest favourite

A bright, modern living area features a blue couch and two woven chairs, with light streaming in from windows. A round dining table is visible in the background, and the kitchen is partially revealed, highlighting the open floor plan. Decorative elements enhance the coastal theme.

4.95 out of 5 average rating, 128 reviews

Beachy Modern Downtown Getaway I

READY TO HOST YOU! First floor modern unit with vinyl laminate flooring, throughout complemented by beach accents and stainless steel appliances. Very light, bright, and coastal furnishing. Just 1.5 blocks off the main road where you can explore some of Dunedin's finest breweries, and all types of restaurants to fulfill your palate. If shopping makes you happy, we have several local shops to buy the right gift or something special for yourself!

The exterior of a historic two-story building known as the Yellow House is shown, featuring a light yellow facade and white trim. A sign indicating short and long-term rentals is displayed prominently. A flag is seen on the porch, surrounded by well-maintained landscaping.