Holiday rentals in Dunedin

Guest house in Palm Harbor

4.97 out of 5 average rating, 310 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

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

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.

4.98 out of 5 average rating, 223 reviews

Guest suite in Dunedin

Dunedin Suite East, near Pinellas Trail/ beaches

Dunedin Suite East 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 are included. You can rent bikes and bike the Pinellas Trail. The Pinellas Trail, Blue Jays Stadium and Main St with tons of restaurants, breweries, art, and shops are all in walking distance.

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

Superhost

Hotel room in Dunedin

4.83 out of 5 average rating, 225 reviews

Seaside Artisan Apartment 6

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.

Superhost

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

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

Guest house in Clearwater

4.96 out of 5 average rating, 267 reviews

Private Backyard-Cottage near Downtown Dunedin

Private, detached guest house with large bathroom and shower. - Brand new King Size memory foam mattress - clean linens and towels - Minifridge, microwave, coffee maker - coffee provided - dishes & silverware - beach supplies and beach towels. - high speed WiFi (500mbps) - bikes, grill, fire pit, and an inflatable kayak, which can be used at Edgewater Park, only 3 minute drive. BTR-0040924

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Dunedin holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Dunedin

4.89 out of 5 average rating, 104 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

MarilynRating, 5 stars1 week ago

Antonia hosts a modern, cozy property featuring three cottages (each have two themed guest suites with a kitchenette). We stayed in the "Captain" cottage and definitely enjoyed our stay! There are also five themed guest rooms attached to a main "house". With eleven possible parties staying at any given time, everything seems to run very smoothly...like an intimate inn. There is ample parking, a Keurig machine in the lounge area, a mini fridge with a selection of sodas, and even towels for the hot tub/pool. They thought of everything to make our stay enjoyable. It certainly is a fantastic property just a few blocks from restaurants and activities in Dunedin. Thank you so much. We will be back to visit again!

4.95 out of 5 average rating, 127 reviews

Private room in Largo

Room chiquito for one guest, shared bathroom

JohnRating, 5 stars5 days ago

awesome spot...peaceful lil comfy home...definitely recommend...great for the price as well..comfortable beds which is a rare thing for some airbnbs...well definitely stay again if in town!

5 out of 5 average rating, 8 reviews

Bungalow in Dunedin

Home in Downtown Dunedin, 2b/1b+yard, near beaches

NathanRating, 5 stars1 month ago

Rachael’s place was an absolute gem! The wife and two-year-old son felt right at home, surrounded by many amenities and comforts. The space was thoughtfully equipped with a crib and high chair for the little one, ensuring their comfort during our stay. The kitchen was fully equipped, and there were two spacious bedrooms. A delightful front porch and a private backyard with seating provided ample outdoor space for relaxation. We were particularly thrilled to have a boutique coffee shop just a stone’s throw away from the house, making it an ideal spot for a quick coffee break or a leisurely stroll. We spent a wonderful weekend celebrating my 50th birthday at Rachael’s place, and it was an easy and enjoyable experience. The location was convenient, with most places within walking distance. We even rented a golf cart, which made it a breeze to explore the nearby restaurants and breweries. Overall, we had an exceptional experience and would highly recommend!

Home in Dunedin

5 out of 5 average rating, 4 reviews

Downtown Dunedin w/hot tub, near beaches and trail

ElainaRating, 5 stars5 days ago

Our family and pup had a great stay at Nicole’s place. Everything was pristinely clean and newly renovated. The beds were so comfortable, the furniture is updated and well taken care of and the location was close to everything - walking paths, restaurants and downtown. The beach chairs, coolers and towels provided were a huge help and limited our packing. Would def recommend.

4.95 out of 5 average rating, 129 reviews

BeachBunkies Cottage 2. Four miles to the beach!

LindaRating, 5 stars5 days ago

Wow, this place was absolutely amazing! We loved our time here and cannot wait to come back ♥️

Guest house in Clearwater

5 out of 5 average rating, 12 reviews

Guesthouse near the Beach

KaylaRating, 5 stars1 week ago

Nice place close to everything we needed we enjoyed our stay here

4.93 out of 5 average rating, 73 reviews

Private room in Dunedin

Dunedin restful private room 3 ml to town & beach

AngieRating, 5 stars1 month ago

This was a last minute trip that Vickie was extremely fast to respond and answer all my questions. The place was warm, clean and very comfortable. For shared space there was a lot of privacy and yet would see Vickie on the occasion of leaving or coming and she was wonderful. Very accommodating for my delayed flight and extended check out. I look forward to coming back. So close to Clearwater and Honeymoon Island.