Holiday rentals in Anclote Keys

Jungle Studio. Private with Separate Entry & Patio

Your Convenient & Affordable Stay Awaits- NO Extra FEES! Experience peace, PRIVACY, and comfort in this cozy and QUIET studio. Separate entry & FREE parking. 10 min drive to hospitals, near highways, great restaurants & shops. Inside, there is a queen-sized bed, 45" TV w/FREE Netflix, a complete kitchen setup & high-speed internet. A private, illuminated, & fenced patio w/ furniture. A perfect choice for traveling Nurses, business trips, golfers, romantic escapes, or visiting family in our area.

Cooper Cabin: Cute, Adorable, Standalone Studio

Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. 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! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

Waterfront Oasis

Ideal for boating (rentable boat lift) , fishing, and kayaking/paddle boarding or exploring nearby islands. Bring your own boat or book chartered trips-directly from the house. Breathtaking sunrises and sunsets from patio. Heated saltwater pool. Grill in the outdoor kitchen. The master bathroom offers a private commercial grade steam room. Enjoy a dedicated pool table room with a fireplace, a retro gaming station and many family board/card games. Pets are welcome with a $450 non refundable fee.

Waterfront studio w/Hot Tub & spectacular views

Private entrance, new build & furniture. Direct access to Gulf of Mexico w/short boat/kayak ride. Studio comes w/queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub. Enjoy the sun, beautiful nature of Anclote River with 2 kayaks and 2 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-mile away. Overnight Boat dockage. Trailer parking.

Beach Gulf Oasis-Pool, Elevator, Tiki Hut & Dock

Bring the entire family to this stunning Gulf-front getaway, just minutes north of Clearwater! This luxurious 5-bedroom, 4-bathroom retreat comfortably sleeps 14 and is thoughtfully designed with accessibility, comfort, and unforgettable experiences in mind. Whether you're watching breathtaking sunsets from all 3 levels, relaxing in the heated saltwater pool or hot tub, or enjoying a meal under the tiki hut with outdoor TV, this home has everything you need for a perfect Florida vacation.

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Close to Downtown/Sponge Docks/Beaches/Trails

Perfect for a couples' getaway! Just minutes from Downtown Tarpon Springs and the Sponge Docks, enjoy a romantic retreat with scenic walks or bike rides on the Pinellas Trail. Unwind in a cozy unit featuring a comfy king-size bed, a fully equipped kitchen, a washer/dryer, and modern amenities like fast Wi-Fi and ROKU TVs. Private driveway parking ensures convenience and privacy. Book now for a charming escape in picturesque Tarpon Springs.

Walk Downtown and Waterfront, Designer Getaway

Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage. Steps from Main Street Dunedin. Walk to restaurants, shops, and breweries or take a short stroll to gorgeous sunsets. A quick drive to Honeymoon Island and Clearwater Beach, this pet-friendly retreat boasts two king beds, a sleeper sectional, and serene treetop views. Your sunny, coastal escape awaits—book your getaway at the Barefoot Parrot today!

Coastal Cottage

Relax with the whole family or a peaceful couples get away. Great little Hideaway with a Large Pool, Club House, Playground for the little one. This cozy town home is 900 sq ft This is a fully furnished unit has everything you need to hide out or venture out to see all Tampa Bay has to offer. Completely renovated tin early 2023 everything was purchased new. Brands Like Macys, Crate and Barrel, My Pillow and others.