
Places to stay near Dunedin Beach
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Top-rated vacation rentals near Dunedin Beach
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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

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!

Walk Downtown and to Waterfront, Mins to Beaches
Just steps to Main Street Dunedin and minutes to Honeymoon Island and Clearwater Beach, this stylish upstairs 2-bedroom cottage blends modern coastal design with exceptional comfort. Tropical murals, treetop views, two king beds, and a sleeper sectional create a chic and comfortable stay. Fully stocked. Walk to dining, shops, breweries, and Dunedin’s gorgeous waterfront sunsets, then drive minutes to the beaches. Pet-friendly. Every detail beautifully done—reserve the Barefoot Parrot today.

Dunedin private pool oasis-Cozy Coastal Cottage
100-5★ reviews! Cozy Coastal Cottage is your private tropical escape just 2 blocks from Dunedin’s Main Street. Relax by the sparkling pool, then walk to restaurants, breweries, shops, the marina, and Pinellas Trail. Located in the historic district, you’re minutes from top-rated beaches and the Blue Jays stadium. Enjoy a full kitchen, walk-in shower, fast Wi-Fi, A/C, laundry, and beach gear for the perfect Gulf Coast getaway. Pool days, sunset walks, and downtown nights - all waiting for you.

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.

Dunedin Suite East, a centrally located getaway
Dunedin Suite East is modern and spacious with a full kitchen and private patio area out back. The suite is within walking distance to downtown restaurants, shops, and breweries, as well as Blue Jays Stadium, and the Pinellas Trail. It is a quick drive to Honeymoon Island and Clearwater Beach, ranked some of the nicest beaches in the world. Beach supplies included. If you like to cycle bring your bike *we allow indoor bike storage in the apartment* You can also rent bikes here in town.

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.

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.

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

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.

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.

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!
Popular amenities for vacation rentals near Dunedin Beach
Other top sights near Dunedin Beach
Condo rentals with wifi

Amazing views on beachfront

Beachfront Condo with Centerline Sunsets

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Sunset Resort Condo – Clearwater Beaches & Bikes

Steps to Heated Pool • Near Beaches • Gated Condo

Steps 2 beach! Beachy and Luxurious! Easy Living!

Spacious Key West Retreat, Fun 2 BR, Resort Pool

Beautiful Innisbrook Condo | Near Honeymoon Island
Family-friendly house rentals

3BR Oasis | Sleeps 11 | Heated Pool | Ping Pong!

Coastal Escape: Heated Pool, Playground&Family fun

Wonderful family friendly home in Dunedin FL

THE HOUSE - 32 Steps to the Beach - Beautiful Clea

Serenity Bungalow Downtown

Downtown Dunedin: Golf cart, Bikes, Brewery,Marina

Luxury home ~ Heated pool, hot tub, TWO kitchens

Ocean Sunsets & Downtown Biking Trails
Apartment rentals with air conditioning

Comfortable and Convenient | On Main Street

My Favorite Place 🍊downtown & city approved

Eagle Nest Apartment-Walk downtown, new POOL!

The Coastal Retreat

In Downtown-Porch-Parking-603Mbps-Kitchen

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Airy Ozona East on the Gulf! Newly Renovated

Cozy Carriage House at Spring Bayou
Other great vacation rentals near Dunedin Beach

Best Location! Walk to Dining, Trail & Stadium

Downtown Coastal Studio, close to great beaches!

The Zen Den Studio

Walk Downtown & Waterfront | Dunedin's Best Street

Quiet Locale King Beds 1 Mile To Honeymoon Island

Boutique Tiny House Escape with Pool | Sunny

Steps From Downtown & Trail • Near Beaches

Rooftop of Dunedin | 8 min to Honeymoon Island
Destinations to explore
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Img Academy
- Fort De Soto Park
- Cortez Beach
- River Strand Golf and Country Club
- Busch Gardens
- Splash Harbour Water Park





