
Places to stay near Tarpon Springs Castle Winery
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Top-rated vacation rentals near Tarpon Springs Castle Winery
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Cooper Crib: Remodeled Duplex: minutes to Beaches!
Welcome to your perfect get away spot! Cooper Crib is the back half of a remodeled duplex in Historic Downtown Tarpon Springs. The Crib is a NEW place in an old 1920 house with modern décor and amenities, easy walking distance to the famous Sponge docks, and lots of local Greek restaurants/bakeries. Local beaches are 7 minutes away and the Pinellas Trail is only two blocks from your Crib! Bikes, beach chairs, towels and beach umbrellas are available for your use at no charge Come stay with us!

Modern Home Great Location
Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Waterfront studio great for Pasco scallop season!
Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

Sweet Oasis
Welcome to Lili's sweet oasis! This charming home offers the perfect escape from the hustle of everyday life. Come a enjoy the serenity atmosphere of this fully renovated home. Beautifully furnished, comfy seating, plenty of natural light, spacious bedrooms, modern amenities, and outdoor oasis with private patio perfect for morning coffee or evening relaxation. Convenient located close to downtown Tarpon Springs, the Bayou, sponge docks, Sunset beach, Howard Park Beach, restaurant etc.

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, Quiet 2-Bedroom 2-Bath Downtown
Come explore Beautiful Tarpon Springs on the Sunny Florida Gulf Coast! Our charming vacation home is nestled in a great location close to all Tarpon has to offer. Our 2b/2b includes a roomy kitchen and dining space with ample amenities, a common area with plenty of seating, a TV with Netflix, free wi-fi, a laundry area, and a pullout couch. Outside provides parking for 3 cars, and a privacy screened, fenced backyard with shaded outdoor seating. We look forward to hosting you!

Driftwood Surf Shack
This unique Surf Shack is a guest home that sleeps 2 adults & 2 children. There is plenty of room to relax inside or outside on the wood deck situated under a beautiful oak tree. Located in the historic district Tarpon, just blocks from Downtown, the famous Sponge Docks & Craig Park where you can watch dolphins feed at sunset in the many Bayous. Close to beaches, shopping, restaurants, breweries, boat excursions, water sports & the Pinellas Trails you will never get bored.

Cozy Private Apt near beach/2 parking
Private & cozy apartment with independent entrance and free parking for two vehicles. Located in a quiet and safe area just minutes from the beach and Tarpon Springs (“Little Greece”) and just minutes from Fred Howard Park Beach.Enjoy a fully equipped kitchen, comfortable bedroom with work desk, Smart TV, fast WiFi, spacious bathroom, and outdoor terrace. Perfect for couples, small families, or remote workers Scan the QR in the last photo for a full video tour

Cozy Carriage House at Spring Bayou
This is a beautiful large one bedroom apartment located in the heart of Tarpon Springs. The entire "2nd floor" apartment is yours to enjoy. Close to shopping, Greek village on the Anclote River , and many fine dining establishments. We are minutes from some of the most beautiful beaches in Florida. We are central to most of Florida's popular vacation attractions. You will love it.

Historic Downtown Tarpon Springs Hidden Gem
Come be our guest in beautiful Tarpon Springs, Florida! Our charming home welcomes you to rest and be comfortable as you enjoy this lovely and unique area. It is your “home away from home” as you explore all the area’s attractions. Greek Town, Downtown Tarpon, Sponge Docks, beaches, hiking parks, craft beer/wine/spirits, and the Pinellas Trail (just to name a few).
Popular amenities for vacation rentals near Tarpon Springs Castle Winery
Condo rentals with wifi

Nautical Landings West-Honeymoon Island!

Waterfront Condo - Sunset View of Tampa Bay

Location! 1 Block from Bayshore / SOHO / Hyde Park

Ocean Breeze • Easy - Heated Pool Access

Amazing views on beachfront

Florida Breeze

Modern Waterfront Condo - Captivating Sunset Views

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Family-friendly house rentals

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Private pool, Golf Cart, Completely Renovated!

Freshly Renovated 1925 Bungalow

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Our Gemini Place: Comfort & Charm in Old Tarpon

Lakefront home near beaches w/ waterview, pets ok

Coastal Escape: Heated Pool, Playground&Family fun

Tree House Treasure
Apartment rentals with air conditioning

Cozy apartment private retreat

The Bohemian Studio: Separate Entry & Fenced Patio

Cozy Apartment Overlooking Downtown Dunedin

Hyde Park "Industrial-chic" with Private Backyard

Stylish Studio at Sterling(#304)

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Dunedin Suite West, a centrally located getaway

My Favorite Place 🍊downtown & city approved
Other great vacation rentals near Tarpon Springs Castle Winery

Hibiscus Hideaway

Portrush Retreat at Innisbrook Resort

Close to Downtown/Sponge Docks/Beaches/Trails

Downtown Tarpon Springs Historical Retreat

Anclote River House Retreat

Quiet Gulf Coast Getaway

Waterfront Luxury Studio Tarpon Springs Bayou

Palm Harbor/ Innisbrook/ 1 bedroom apartment
Destinations to explore
- Anna Maria Island
- Weeki Wachee Springs
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Epperson Lagoon
- Weeki Wachee Springs State Park
- River Strand Golf and Country Club
- MidFlorida Credit Union Amphitheatre
- Cortez Beach
- Jannus Live





