Cottage holiday rentals in Tarpon Springs

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street and minutes to beaches, yet tucked away on a quaint street. Private yard with grill in a 100 % prime location. Walk to restaurants, breweries, shops, and live music. Stroll to gorgeous sunsets or drive minutes to award-winning beaches such as Honeymoon Island, Caladesi Island & Clearwater Beach. Designer decor. Sleeps 6. Two king bed suites and a luxury couch that sleeps 2 more. Fully loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today.

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.

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.

A little piece of Heaven

2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

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.

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!

Cozy Cottage for Lovers

Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.

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.

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.

Cozy up in a French Country nest NEAR EVERYTHING

Very private, romantic and Stylish Apt w/free WiFi & Parking in a very walk/run/bike/golf carting friendly area. PERFECT LOCATION in the heart of everything! 10 mins away from Clearwater Beach, HONEYMOON & CALADESI ISLANDS, 10 mins walk from Downtown Dunedin with its Unique Restaurants, Boutiques & Breweries & 7mins to Blue Jay Stadium. Pinellas Trail is across the street from the apt and only 2 blocks down from the waterside! It's a perfect central place to cozy up away from home!

B - BEACH HOUSE 3 MIN WALK TO THE BEACH

3 MIN WALK TO THE BEACH. beach cottage, 2 br, 1 bath, well equipped kitchen, Beautyrest beds, very clean. all included, 4 beach chairs, a cooler, beach toys, 18 towels: 4 beach, 4 shower, 4 hand, 4 face cloths, 2 kitchen towels, no stairs, parking up frond for 4 cars, outdoor sitting+ dining, charcoal grill, private laundry room free, high speed Internet 200 megabytes, cable TV, Wi-Fi, short walk to baseball /pickleball/ tennis/ basketball/ skateboard field, no steps.

SOL Retreat • Owner Managed • No Chores

Sol – This fully renovated 1946 Indian Rocks Beach cottage blends historic charm with modern comfort. Just 177 steps to the white sand beach, and minutes to Clearwater and St. Pete Beach. Walk to coffee shops, shopping, and great restaurants. Each bedroom includes a white noise machine for restful sleep. Enjoy fast Wi-Fi, smart TVs, and a cozy outdoor space—perfect for relaxing after a day in the sun.