Vacation rentals in Holiday

The charming exterior of the home is showcased at dusk, with warm lighting illuminating the entrance and garden. The driveway leads to a single-car garage, while solar-powered lights line the path, enhancing the inviting appearance of this mid-century oasis.

4.95 out of 5 average rating, 217 reviews

King Bed Ensuite+Queen 2/2/1—2 Living Spaces+4TVs

Step through the cheery door into your 2BD/2BA mid-century oasis. This home provides an elegant, yet comfortable vibe while featuring lavish amenities including 4 Smart TVs, a fully equipped kitchen, 2 living spaces, a dedicated workspace, a master ensuite, luxury mattresses, private patio, garage parking, a washer & dryer. Enjoy all the comforts while being minutes to grocery stores, restaurants, Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi) Honeymoon Island State Park(16.2mi) & more!

5 out of 5 average rating, 162 reviews

The image showcases a tranquil bedroom area with a queen-sized bed adorned with botanical-themed bedding. A sofa is positioned beside the bed, complemented by wall art featuring greenery. The backdrop features a serene outdoors view of trees and grassy space, creating a sense of privacy.

Apartment in Timber Oaks

Jungle Studio. Private with Separate Entry & Patio

PRIVACY & COMFORT. BEST PRICE & NO EXTRA FEES. Great location, countryside escape near everything in the area. Experience affordability, convenience, peace and quietness at this spacious retreat. Separate entry & FREE parking. Just 10 mins to hospitals, ALF, highways, restaurants & shops. Features a queen bed, 45" TV with FREE Netflix, full kitchen, dinning area, a full bathroom, high-speed internet & private, fenced patio. Perfect x travel nurses, business trips, golfers, couples & "snowbirds"

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.

4.97 out of 5 average rating, 89 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

The bedroom features a spacious bed adorned with a textured white coverlet and colorful decorative pillows. Two bedside tables with lamps flank the bed, while beach-themed artwork and signs are mounted on the walls. A comfortable armchair is positioned near the entrance, enhancing the cozy ambiance.

4.92 out of 5 average rating, 99 reviews

The Sunset Suite

The Perfect location for a short drive to Anclote River Park 12 min, where you can enjoy a day at the beach and see some amazing sunsets. Miss Vicki's restaurant on the water for a afternoon lunch or dinner. Rent a boat and go to anclote Island and find some amazing shells. Don't forget The Sponge capital of the world in Tarpon Springs just a 11 minute drive from us. A quiet neighborhood, private suite, with private entrance, for two guest only and no babies, no children, or no pets.

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.

4.97 out of 5 average rating, 66 reviews

*NEW* Riverside Retreat w/Pool

Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…

A screened-in lanai offers a comfortable seating area with a wicker couch and coffee table overlooking a swimming pool. The space is adorned with potted plants and hanging light fixtures. A dog sits by the couch. The backdrop features a private yard, enhancing the outdoor atmosphere.

4.92 out of 5 average rating, 26 reviews

Heated Pool, Hot Tub & Sand Volleyball

Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool and hot tub, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment.

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

4.91 out of 5 average rating, 123 reviews

Heated Pool Oasis • 5mi Tarpon & Beaches

Oasis with a private pool heated Nov–Mar and a patio, 5 miles from Tarpon Springs, near Dunedin and a short drive to Clearwater/Tampa. Perfect for family or friends: fast Wi-Fi, workspace, fully equipped kitchen, and BBQ. 24/7 self check-in and on-site parking. Quiet for restful nights; beaches and parks minutes away. Note: pool heating available November–March (weather-dependent). Last-minute promos active. Book today!

4.96 out of 5 average rating, 71 reviews

The bedroom features a spacious bed dressed in a floral-patterned coverlet. A small table is placed at the foot of the bed, displaying the word 'RELAX.' A closet is visible beside the bed, and light-colored walls complement the wooden flooring.

Guest suite in Holiday

Cozy&Private|Big Parking|Near Beach

Cozy and private apartment with no cleaning fee, spacious parking, and just minutes from the beach and Little Greece. Located in a quiet and safe area, it’s ideal for relaxing or working from home. Enjoy : ✔ Fully equipped kitchen ✔ Bedroom with work desk ✔ Smart TV, WiFi ✔ Spacious bathroom with high-capacity shower ✔ Free parking Ideal for couples or solo travelers seeking peace near the sea.

Guesthouse in New Port Richey

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.

5 out of 5 average rating, 189 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.

4.99 out of 5 average rating, 76 reviews

A welcoming entryway features a sliding barn door that leads to a cozy sleeping area. A small table with four black chairs is positioned against the wall. Soft lighting illuminates the space, while decorative elements, including artwork and plants, add charm.

Apartment in Holiday

Cozy apartment private retreat

Welcome to Your Cozy Retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect blend of comfort and style, making it an ideal getaway for couples, solo adventurers, and business travelers alike. Amenities: Free Wi-Fi Air conditioning and heating Complimentary coffee. Towels and chairs Free parking on premises. Security Cameras

Superhost

A garden area features vibrant foliage, including a small palm tree and colorful plants with orange and green leaves. The backdrop includes a white fence, and a soft, colorful sunset sky adds a serene atmosphere to the outdoor space.

4.9 out of 5 average rating, 21 reviews

The Shady Cove

Ready for a cozy Florida vacation spot? Where a vacation in Holiday, Florida every day is a holiday! Within minutes from several beaches including Clearwater Beach and Fred Howard Park Beach. 30 to 45 minutes from Tampa Airport, which is also where Busch Gardens in Tampa is located. 3 miles from Tarpon Springs Spong Docks Historical District.

4.82 out of 5 average rating, 50 reviews

A neatly arranged sleeping area features a spacious bed adorned with grey bedding and a decorative pillow. Soft lighting from two bedside lamps enhances the ambiance, while a piece of abstract wall art adds a touch of color. A light-coloured rug complements the wooden flooring.

Apartment in Holiday

Holiday Peaceful Studio

Keep it simple at this peaceful and centrally-located place. This beautiful studio is located just minutes away from the famous Tarpon Springs docks and the beautiful beaches of Anclote. It is also minutes away from US 19 that provides a great variation of shopping and dining.

Popular amenities for Holiday vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Holiday's top sights

Anclote River Park

87 locals recommend

Tarpon Springs Aquarium And Animal Sanctuary

106 locals recommend

Key Vista Nature Park

31 locals recommend

Other great vacation rentals in Holiday

5 out of 5 average rating, 6 reviews

Tiny home in Holiday

Modern style tiny house

Adirondack chairs are arranged on a pebbled area facing a tranquil canal, with a sunset casting a warm glow over the scene. The serene water reflects the colorful sky, surrounded by lush greenery and residential homes lining the opposite bank.

4.98 out of 5 average rating, 44 reviews

Holiday fun canal home

Apartment in Tarpon Springs

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.

5 out of 5 average rating, 86 reviews

Waterfront studio w/Hot Tub and Putting Green

Apartment in New Port Richey

A modern living area displays a comfortable blue sofa adorned with patterned throw pillows. An orange blanket rests on the arm. A patterned ottoman adds texture. Artwork in vibrant colors decorates the wall, while a light ceiling fan and natural light from the window enhance the space.

4.97 out of 5 average rating, 62 reviews

Charming 1-Bedroom Oasis in the Heart of Downtown

Bungalow in Tarpon Springs

5 out of 5 average rating, 15 reviews

Bayou Breeze Home

The exterior of the home is shown at night, featuring a well-maintained front yard and a concrete driveway. Soft lights illuminate the entrance, highlighting a welcoming doorway. A black car is parked in front, casting a shadow on the driveway.

4.82 out of 5 average rating, 34 reviews

Holiday Vacation Home

A well-maintained swimming pool is enclosed under a screened patio, offering protection from insects and elements. The water is clear and inviting, reflecting sunlight. The surrounding area features a stone deck with a small decorative plant, with views of the serene lake visible through the enclosure.

4.92 out of 5 average rating, 12 reviews

Anclote River Beach