Pet-friendly holiday rentals in Dunedin

Walk to Downtown and Waterfront - Private Yard

Steps from Main Street and a short walk to stunning sunsets at the waterfront. Bright, beachy stylish modern décor and an open floor plan. Concrete construction, a private yard, and a grill makes this cottage feel like your personal oasis. A quick drive to award-winning beaches like Honeymoon Island and Clearwater Beach. Enjoy gorgeous sunsets and easy access to restaurants, breweries, shops, live music. The perfect getaway in delightful Dunedin—come be our guest at the Barefoot Parrot Cottages.

Charming Downtown Cottage – Walk to Everything!

Stay in this charming 1920's cottage, where everything is just a stroll away. Walk to the local restaurants, breweries, and shops on Main St, or take a leisurely walk to the marina for sunsets. With its prime location, it is perfect for exploring the heart of Dunedin on foot. Let’s walk and discover all that this vibrant area has! Your beautifully appointed cottage is a great retreat after beach fun, baseball or biking, and is an easy stroll home after an evening enjoying the local music scene.

Oasis Paradise Unit

The entire unit is fenced in for complete privacy for our guests. There is a comfortable sleeper couch in living room that turns into bed. The bedroom includes a queen size bed and has a twin size bed underneath. Beach chairs , small cooler and umbrella available. In the back yard there is a gas grill and comfortable chairs. We are only 2 blocks away from the water. Only .6 miles from Dunedin Toronto blue jays stadiums. Less than a mile to downtown Dunedin and 2 miles to downtown Clearwater

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.

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Upper Old Oaks Bungalow 15 min to Clearwater Beach

NOTE: We lost two big trees in the backyard so the paving walkway is a little out of sorts & the train track in the back is visible. Please check post-hurricane photos of the backyard. We priced it accordingly. If any of these concern you, we encourage you to book elsewhere. Apartment is newly remodeled. New kitchen & bathroom w/ standing shower (no tub). New photos soon! You're renting half of a duplex. You will be staying upstairs.

Tiki Hut Cottage

This unit private vacation rental is privately located on the property, plenty of space for 4 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Spacious living area with a kitchenette. The property is an acre of lush tropical plants Conveniently located to the downtown & beach.All our units are non-smoking and vaping.

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.