Holiday houses in Anclote Keys

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Top-rated holiday rentals in Anclote Keys

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Top Guest favourite
Home in Hernando Beach
4.99 out of 5 average rating, 136 reviews

Firepit, Golf Cart, Kayaks, Pedal Boat, Fishing!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

Guest favourite
A comfortable living space includes a dark blue sofa with accent pillows and a coffee table. A dining area with wooden chairs is visible in the background, alongside a fully equipped kitchen. Light-colored cabinets and appliances complement the space.
Guesthouse in Tarpon Springs
4.87 out of 5 average rating, 116 reviews

Comfy 1BR Near Beaches & Sponge Docks

Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

Top Guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 164 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top Guest favourite
An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.
Apartment in Tarpon Springs
5 out of 5 average rating, 95 reviews

Waterfront studio w/Hot Tub and Putting Green

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.

Guest favourite
A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.
Home in Holiday
4.96 out of 5 average rating, 95 reviews

Paradise!Renovated waterfront pool home.Sunsets!

No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

Top Guest favourite
Home in Palm Harbor
4.91 out of 5 average rating, 55 reviews

Private Pool! Tropical Beaches! Palm Harbor, FL

Located 10-15 minutes from beaches. 3 bedrooms , 2 full baths- primary with bathroom and SEP pool access, large guest room, 3rd room offers a twin day bed. and bunk beds. Huge warm living room. kitchen with dinette. Formal dining area. Cable/internet, stereo, Large private back yard with pool (heated for $100 per wk). Under 25LB dog requires a $210 Non refundable fee. PLEASE NOTE there is One security camera (see pics). NO Parties. Come visit the city of Palm Harbor,FL!

Guest favourite
The image captures a serene dock area with a canopy providing shade. Two light-colored Adirondack chairs are positioned on the wooden deck, overlooking the calm waters of the Gulf. The bright blue sky features a few scattered clouds, enhancing the tranquil atmosphere.
Condo in Dunedin
4.83 out of 5 average rating, 48 reviews

Nautical Landings West-Honeymoon Island.

The Starboard Bow is one of 4 suites inside Nautical Landings, our Gulf-front fourplex in Dunedin, Florida. It's on the first floor, and features gorgeous views of the water right outside the patio. Sit on the dock , paddle one of our kayaks to a nearby island, or visit downtown Dunedin for some world-famous carrot cake or a brew at one of the pubs. *There is no trailer parking or boat ramp at Nautical Landings. Please contact us for more information* *90-day reservations*

Top Guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 118 reviews

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 beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Guest favourite
Townhouse in Tampa
5 out of 5 average rating, 6 reviews

Tampa 3BR Townhome I Family-Friendly | Garage

Welcome to a Coastal-themed 3 Bed / 2.5 Bath townhome with a 2-car covered garage. Enjoy bright décor, 2 inviting living areas, a fully equipped kitchen, perfectly curated for style, comfort, and convenience. Upstairs offers three serene bedrooms with plush bedding. Perfect for families, couples, or long stays—just 20 mins to the Tampa airport and close to Tampa’s top shopping, dining, and beautiful world class Gulf Coast beaches.

Top Guest favourite
The image captures a serene view of the canal with calm, reflective waters. Lush greenery lines the banks, while several boats are seen docked along the shore. Bright sunlight illuminates the scene, highlighting the tranquility of the waterfront setting.
Home in Palm Harbor
4.99 out of 5 average rating, 108 reviews

Tarpon Lake Escape LLC

Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

Top Guest favourite
An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.
Guesthouse in Dunedin
4.96 out of 5 average rating, 192 reviews

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.

Top Guest favourite
An aerial view of the tropical backyard reveals a spacious layout with colorful lounge chairs and umbrellas scattered across a gravel surface. Several dining areas, outlined by lush greenery, create inviting spots for relaxation and gatherings, surrounded by the tranquility of the natural setting.
Home in Tarpon Springs
4.98 out of 5 average rating, 125 reviews

Tropical Pool Retreat in Tarpon Springs

Welcome to your sun-kissed Florida escape! - Spacious 3 bedroom home for up to 8 guests - Tastefully decorated living area with smart TVs - Fully equipped kitchen for meal prep - Heated saltwater pool and screened lanai - Game Room with table tennis and foosball - Complimentary bikes for local exploration - Close to Tarpon Springs Sponge Docks and Fred Howard Park

Popular amenities for Anclote Keys holiday rentals

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