Cottage holiday rentals in Tarpon Springs

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 indulgent stay. Fully stocked. Stroll 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.

Family · Location · Kitchen

Cooper Cottage: Cozy, Convenient and Comfortable

Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue.

Value · Family · Access

Charming Blue Bungalow With Amazing Yard

Don't miss a stay at the Blue Bungalow while enjoying the historic and beachy town of Tarpon Springs. This spacious 2-bedroom 1 bathroom home built in 1936 has been tastefully updated but still has much of it's original charm. Then there's the best backyard with a grill, dining area, a fire pit, cornhole court, and a spacious deck. The home is located minutes from several beaches, a dog park, the Pinellas Trail and Greek town. Restaurants, breweries and fun community events are abundant.

Family · Location · Sleep quality

#5 Beach Front Cottage w view- Indian Rocks Beach

LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.

Location · Family · Getting around

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Family · Location · Parks

Palm Cottage * King Bed * Tropical Yard

Located in the heart of historic downtown Tarpon Springs, Palm Cottage (520 sf) is walking distance to the world famous SPONGE DOCKS, and located just blocks away from breweries, restaurants, and the PINELLAS TRAIL. And the BEACH is only 3 mi away! The cottage offers king and twin beds, Wi-Fi, Fire TV, kitchen w/ full stove and fridge, coffee maker, toaster, pots, pans, table, and shared use of the tropical back yard of our 121-year-old Victorian home. 1st time Airbnb guests welcome!

Family · Location · Biking

Coral Sands II ~Seaside Coastal Modern 2/2

Welcome to Coral Sands Beach House II at Indian Rocks Beach! Your home away from home in the small beach town of Indian Rocks Beach. You will not want to leave this amazing property with a very coastal homey feel! Coastal chic on the inside and Laid back beach fun on the outside! Amazing location, 1 block to one of the best beaches in a Florida with spectacular sunsets. Lots of restaurants walking distance and we give you a wagon with all the beach gear you need! BTR Number: 1667

Family · Location · Decor

Adorable Villa 1 min to Downtown Dunedin

Welcome to our 1/1 cottage-style villa, 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.

Value · Location · Layout

Bright, Clean and Cozy Coastal Home in Ozona

Discover Old Florida Charm with Modern Luxury in Ozona. This newly renovated 2021 “Old Florida” fishing home blends turn-of-the-century charm with bright, contemporary interiors for a coastal escape. Walk to top restaurants, pubs, and the Pinellas Trail; stroll or bike to Honeymoon Island, and a short drive to Clearwater Beach. Sleeps 6–7 in stylish, relaxed spaces. Boat trailer-friendly, golf-cart neighborhood, and easy access to boat/kayak rentals. Unwind, explore, and reconnect.

Family · Value · Sleep quality

Luxury Beach Cottage | Walk to Dining & Sunset

Welcome to Coco! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits! 🥥

Family · Value · Nearby

Best Location! Walk to Dining, Trail & Stadium

Charming 1920s cottage in Dunedin just 3 blocks from the water and lively downtown! Walk 2 blocks to the Pinellas Trail, Fenway Hotel, and TD Ballpark. Enjoy a private outdoor retreat surrounded by lush greenery—perfect for morning coffee. Bright, inviting interiors with a sunny kitchen, spacious living area, and cozy beds make this the perfect getaway for beach days, biking, dining, and sunsets! Book early, dates fill fast!

Location · Family · Air conditioning

Heart of Town Cottage with Hot Tub

Escape to a stylish designer cottage just one block from vibrant Main Street! Perfect for couples or small families, this private home offers a luxurious getaway. Enjoy a fully equipped kitchen, a dedicated workspace, and an incredible private backyard with a hot tub, fire pit, and gazebo. Experience upscale comfort in a prime, walkable location.

Value · Location · Cleanliness