House holiday rentals 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

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!

Barefoot Parrot /Walk Downtown & Water/Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to stunning sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite today !

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.

Luxury home ~ Heated pool, hot tub, TWO kitchens

Welcome to this stunning 5-bedroom home, located in a quiet, family-friendly neighborhood, just minutes from quaint Downtown Dunedin and a short drive to both Clearwater Beach and Honeymoon Island Beach! 5 bedrooms, 3 bathrooms - including a full "in-law" suite downstairs with it's own full kitchen and living room! It's everything you need and more ♡ Enjoy a heated pool (84°), hot tub, BBQ grill... need we go on? Feel free to ask any questions. We look forward to hosting you!

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.

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.

Dunedin Cottage downtown 915

Want to live like a local in Dunedin? We have the perfect spot for you! Situated in the heart of Downtown Dunedin, we are within walking distance to the marina and a short drive to Honeymoon Island and the ferry to Caladesi. This newly designed and decorated unit is less than 2 blocks from every type of restaurant, craft beer and wine bars. Explore the amazing breweries, restaurants, local shops and the Pinellas Trail, all within a few blocks.

Mermaid Haven Downtown, Trail, Stadium

Known for its abundant coastal beauty, beaches, water sports and friendly residents. Dunedin is an amazing destination for travelers of all ages! Experience the best of this gulf-front city while staying at Mermaid Haven, a completely updated private home with Cafes, Marina and shops are a short walk away. In addition, the Dunedin Stadium, Pinellas Bike trail are just a block away. Visit Honeymoon Island or Clearwater Beach, each 7 miles away.

SALE! Cute 2 Bedroom- Downtown Dunedin! Book Now!

Come relax in this beautiful 2 bedroom/2 bathroom apartment. Close to everything! One block off of The Historic Main Street of Downtown Dunedin. Tons of restaurants, shops, parks and activities super close-by. World Famous Beaches near-by. Whether you're traveling for work or fun, there are Lots of fun things to keep you entertained! Great for traveling healthcare workers- ONE block away from the Mease Dunedin Hospital!

Downtown Dunedin B&B Casa w/ Heated Pool

Welcome to our brand new Coastal Casa  located within walking distance to downtown Dunedin! Everything is brand new, fresh & clean! Great location with easy walking distance to restaurants, breweries, shopping & everything Dunedin has to offer! Dunedin Stadium, home of Spring Training for the Toronto Blue Jays is just 1 mile away...easily walkable! Please message for available dates for the combination of both units.

Ocean Sunsets & Downtown Biking Trails

Bring the family to this unique property. Bikes rentals close by, free parking, outdoor grill, beach supplies, smart TVs, backyard lounge area, outdoor Jenga, hosts that go above and beyond to make sure you LOVE your stay. Walking distance to charming downtown Dunedin with plenty of shops/bars/breweries/restaurants/playgrounds. Walk two blocks to the ocean and watch the sunset over the gulf.