Holiday houses in Dunedin

Guesthouse in Palm Harbor

4.9 out of 5 average rating, 141 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

4.96 out of 5 average rating, 120 reviews

Place to stay in Dunedin

The Zen Den

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 4 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

4.96 out of 5 average rating, 207 reviews

Cottage in Dunedin

Adorable Dog-Friendly Cottage in Quaint Dunedin

Discover a charming 1920's cottage nestled in the heart of Dunedin, 3 blocks from the water and downtown. This delightful cottage is ideally located 2 blks from the Pinellas Trail, the Fenway Hotel, and the Blue Jay's stadium. Surrounded by lush greenery, the cottage boasts a private outdoor space perfect for you to enjoy your coffee. Inside, you'll find a sunny kitchen, a spacious living and dining area, and comfortable beds to ensure a wonderful stay. Come and enjoy a memorable stay here!

4.92 out of 5 average rating, 137 reviews

Bungalow in Dunedin

Artisan Island Bungalow / Walk To Downtown

* HOSTED BY GABE & SHANNON * Enjoy your visit to Dunedin (& surrounding areas) in our custom renovated bungalow! Originally built in 1918, this home has been painstakingly revived to reflect our thriving creative community. Much of the home has been built and decorated using the skills of local artisans. Many things - from the front deck to the furniture to the very plates you’ll eat off of - are handcrafted originals. This isn’t just a place to crash. It's a living, breathing work of art.

4.88 out of 5 average rating, 206 reviews

Guest suite in Dunedin

Dunedin Suite West, near Pinellas Trail/beaches

Dunedin Suite West is modern and spacious with a full kitchen and private patio area out back. You will find it clean, comfortable, and convenient staying here. The suite is a 15 minute drive to Honeymoon Island and Clearwater Beach, ranked some of the nicest beaches in the world. Beach supplies included. You can rent bikes and bike the Pinellas Trail. Pinellas Trail, Blue Jays Stadium, and Main St with tons of restaurants, breweries, art, and shops are all within walking distance.

4.96 out of 5 average rating, 253 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.

4.99 out of 5 average rating, 244 reviews

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

4.73 out of 5 average rating, 226 reviews

Hotel room in Dunedin

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.

4.96 out of 5 average rating, 108 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!

4.95 out of 5 average rating, 210 reviews

The Coastal Retreat

Studio apartment. Light airy Coastal Eclectic décor. Walk in closet, full size bath, Fully equipped kitchen . Key west style tropical courtyard with fish pond. Off street parking . Gas grill and outdoor dining area. One block off the Pinellas Bike trail, walking/biking to historic downtown Dunedin, Toronto Blue Jays spring training. Minutes to the 3 of the country's best beaches! Clearwater Beach, Honeymoon Island, and Caladesi Island.

4.97 out of 5 average rating, 308 reviews

Cottage in Dunedin

Walk Downtown and Waterfront Barefoot Parrot 3

Experience coastal modern luxury in this stylish, spacious upstairs 2-bedroom cottage. Steps from Main Street Dunedin. Walk to restaurants, shops, and breweries or take a short stroll to stunning waterfront sunsets. A quick drive to Honeymoon Island and Clearwater Beach, this pet-friendly retreat boasts two king beds, a sleeper sectional, and serene treetop views. Your sunny, unforgettable coastal escape awaits—book your getaway today!

4.98 out of 5 average rating, 242 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Holiday rentals for every style

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Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Dunedin holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Dunedin

4.96 out of 5 average rating, 57 reviews

Guesthouse in Dunedin

Downtown Dunedin Getaway 1BD/1BA

FranciscoRating, 5 stars3 weeks ago

Dunedin Gateway was a great Airbnb! Very clean, great amenities, and the instructions provided were detailed and simple to follow. Additionally, it is 5 minutes from Main St. and overall I would recommend this to anyone who wanted to stay in Dunedin.

5 out of 5 average rating, 12 reviews

Apartment in Clearwater

Comfy Guesthouse # 2 - 4 miles to Clearwater Beach

LoisRating, 5 stars3 months ago

We felt right at home as soon as we walked in. The pictures were accurate. We were happy to find the washer and dry in the bathroom. We enjoying the screened in porch. I was impressed with the quality of kitchen. We mostly eat in and the kitchen had everything I always needed.

4.93 out of 5 average rating, 56 reviews

Kro Haus, 1 block to Main St., 15 min. to beaches

courtneyRating, 5 stars2 days ago

We LOVED staying here! the town is so charming and the coffee shop under the cottage is the best!! quick access to beautiful beaches too! they were such great host ! we will definitely be coming back for another visit! :)

4.95 out of 5 average rating, 66 reviews

Cottage in Dunedin

Charming Newly Reno 1 min to Downtown Dunedin

RobertRating, 5 stars2 weeks ago

What a fantastic day. It was within perfect walking distance of downtown and an easy drive to Clearwater Beach. We will stay there again.

4.82 out of 5 average rating, 114 reviews

Guesthouse in Dunedin

Guest House in prime location!

MeganRating, 5 stars2 weeks ago

This place did the job for my solo travels! I just didn’t expect it to be so tiny and in a shared property area with two other guests. They never did bother me but it was nerve wracking and unexpected at first. Then again, I was traveling solo for the first time so I had my presumptuous fears already! Katie keeps the place clean, it had working AC, it had all that I needed, was smaller than expected, but like I said, it did the job.

4.67 out of 5 average rating, 24 reviews

Perfect Location Clearwater and Dunedin!

TeresaRating, 5 stars4 weeks ago

Traveling for a funeral is never a happy trip. Dawn’s home was a much appreciated respite for me after some long days. Dawn was helpful and responsive. Quick to offer dining options. The cleanliness was apparent in her place. With a nice kitchen, I was able to go grocery shopping for some options rather than going out for dinner every night. The decor was light and comfortable. I would love to return in the future with my wife to explore more of this beautiful area. Thank you for a wonderful experience.

4.68 out of 5 average rating, 19 reviews

401 A The Pink Cottage at Coastal Cottages

AustinRating, 5 stars26 months ago

Great little place close to the beach. Nice appliances we had a great week staying here!