Holiday rentals in Anclote Keys

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Top-rated holiday rentals in Anclote Keys

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Top guest favourite

The exterior of a cozy duplex is shown, featuring a light-colored façade and a welcoming porch with white railings. Two lounge chairs are positioned on the porch, surrounded by a natural setting of trees and greenery. A concrete pathway leads to the entrance of the home.

Guest suite in Tarpon Springs

5 out of 5 average rating, 101 reviews

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!

Top guest favourite

A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.

Flat in Port Richey

5 out of 5 average rating, 221 reviews

The Bohemian Studio Countryside Gem Separate Entry

🚨 Deal Alert! Our cozy studio won't last long at this unbeatable price from November- February. Enjoy a PRIVATE countryside escape minutes from hospitals, dining, springs, & beaches. Self-check-in & SEPARATE ENTRY offer total privacy Features include: fenced patio, fully equipped kitchen, high-speed internet, FREE Netflix, ample FREE parking on 2 acres & flexible check-in. Perfect for traveling nurses, snowbirds, or a romantic escape. No hidden fees or deposits. Book your perfect getaway now!

Guest favourite

A cozy living room is displayed with a green sofa positioned beside a plant. A coffee table sits at the center, accompanied by a light fixture and a wall art piece. Natural light filters through the window, illuminating the warm wood flooring.

Holiday home in Tarpon Springs

4.97 out of 5 average rating, 122 reviews

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.

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

4.99 out of 5 average rating, 154 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.

Flat in Tarpon Springs

5 out of 5 average rating, 88 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

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guest house in Dunedin

4.85 out of 5 average rating, 131 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Top guest favourite

A heated saltwater pool is surrounded by lush tropical landscaping, with clear blue water reflecting the sky above. A colorful float rests on the water's surface. The screened enclosure provides a barrier while allowing for views of the serene outdoor space.

Guest suite in Tarpon Springs

4.96 out of 5 average rating, 135 reviews

Private pool suite in heart of Tarpon Springs!

Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

Top guest favourite

A well-designed studio layout is shown, featuring a spacious sleeping area with a textured blanket draped over the bed. The kitchen area includes sleek white cabinetry, modern appliances, and a dining setup with two stools at a counter, inviting guests to relax and dine comfortably.

Guest suite in Port Richey

5 out of 5 average rating, 63 reviews

Cozy & Stylish Studio Getaway

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you're here for a relaxing getaway or a work-related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you'll have quick and easy access to a variety of restaurants, shops, highways, hospitals, and more. You’ll find yourself surrounded by peace, privacy, and a sense of home.

Top guest favourite

A spacious sleeping area features a large bed with a neatly arranged white coverlet. A comfortable sitting area is visible on the side, complemented by a lamp that provides soft lighting. A small window with light-colored curtains adds natural brightness to the room.

Flat in New Port Richey

5 out of 5 average rating, 114 reviews

Cozy Apt. Suite - Sunny Tampa Bay Area

Don’t be fooled,This is a real gem and remodeled unit. Kick back and relax at this peaceful and cozy suite. Located near Historic Downtown New Port Richey and Trinity Area. You can visit the nearby Tarpon Springs Sponge Docks, Honeymoon Island or Clearwater which is rated one of the top 10 beaches in the nation. We are centrally located near 3 community hospitals. Travel Nurses or Professionals are welcomed. Whether you are traveling for leisure or work this is the place for you!

Guest favourite

A modern bedroom features a spacious bed with a unique wooden slatted frame. Light-coloured walls and grey curtains frame a window, while a large piece of wall art adds a touch of nature. Air conditioning is provided for comfort.

Guest suite in Tampa

4.96 out of 5 average rating, 238 reviews

"Chic/cozy Petite Studio •"Spa-Inspired Shower”P2

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Guest favourite

A tranquil sunset scene is captured with vibrant orange and yellow hues reflecting off calm water. Silhouettes of people are seen seated on a sandy beach, while a lone paddleboarder glides across the shimmering surface.

Flat in Tarpon Springs

4.9 out of 5 average rating, 107 reviews

Walking Distance To The Beach/Free Bikes

Self Check-in private in-law apartment, it has its own entrance, kitchen, living room, full bath room and Central AC. Minutes to the beaches. * A 2 min to Sunset Beach. * A 5 min to Howard Park & Beach. * A 6 min to Innisbrook Golf Courses, the host course every March for the PGA TOUR’s Valspar Championship. * A 8 min to Historic Sponge Docks. * A 15 min to Honeymoon Island. * A 30 min to Clearwater Beach. Trip Advisor named it the nation's #1 beach in 2018.

Top guest favourite

An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.

Guest house in New Port Richey

5 out of 5 average rating, 190 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.