House holiday rentals in Dunedin

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.

Family · Location · Hospitality

Heated saltwater pool|Spacious 4BR/3BA|

Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

Location · Family · Quiet

Surf Shack Tiny Home on Pinellas Trail w/ Heated P

Welcome to the Dunedin Tiny House Vacation Rentals! This Vacation Rental property offers daily, weekly or monthly rentals in 4 luxury tiny homes, a 3 bed bungalow & 1 bed cottage. The 6 Units along with a large Heated Pool are all tucked away within a thoughtfully planned, peaceful & wooded lot.... located right on the Pinellas Trail! The front entrance is conveniently located on Bayshore Blvd just north of the crossroad of Wilson. Once you enter the front door of your unit you will enjoy a

Family · Value · View

Steps to Downtown, Mins. to Waterfront | 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 !

Family · Location · Layout

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!

Family · Value · Getting around

Dunedin Roost · 1BR Suite · Walk to Pinellas Trail

A private, self-contained suite in Dunedin, FL - your own entrance, patio, and king bed. One block from the Pinellas Trail, two blocks from TD Ballpark (Blue Jays spring training), and a mile to downtown's breweries and restaurants. Grab the cruiser bike and ride to Honeymoon Island or Clearwater Beach. Built in 2023, includes beach gear, room-darkening shades, and everything you need for a real stay, not just a weekend. Dogs welcome ($125 pet fee, payable on arrival through Airbnb).

Family · Location · Parking

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!

Location · Value · Decor

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.

Location · Value · Condition

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.

Family · Location · Air conditioning

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!

Value · Location · Indoor spaces

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

Location · Family · Sleep quality

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.

Location · Family · Wi-Fi