House holiday 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, 218 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!

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

5 out of 5 average rating, 132 reviews

Coastal Escape: heated saltwater pool & playground

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

A comfortable living area features a beige sofa adorned with orange accent pillows, flanked by two stylish lamps. A round wooden coffee table is positioned on a decorative rug, with modern wall art enhancing the space. A red armchair adds a pop of color to the setting.

4.96 out of 5 average rating, 102 reviews

Cozy 3-bed home close to beautiful beaches.

Newly updated 3-bedroom, 2-bath home close to everything. Centrally located, within 20-30 mins to the famous Tarpon Springs Sponge Docks, Sunset, Howard Park, Honeymoon Island, Anclote River Park & Clearwater Beaches, Busch Gardens Theme Park and Weeki Wachee. Close toTampa International Airport. Numerous country club golf courses, waterfront restaurants/bars within a short drive. Enjoy your home away from home with everything you need and more with a BBQ Grill/ Fire pit and other amenities.

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, 100 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 comfortable living area is showcased with a beige sofa adorned with colorful pillows and two green accent chairs. A ceiling fan provides airflow, and natural light filters through large windows. The open layout connects to the kitchen area, creating a bright and inviting atmosphere.

4.93 out of 5 average rating, 129 reviews

Cozy Retreat! Walk to Crystal Beach/Park

Cozy Crystal Beach Retreat – Pet Friendly Enjoy this charming 2BR, 1BA home with queen beds and a pull-out sofa. Pets welcome with fee! Relax in the fully fenced backyard with picnic table, perfect for outdoor meals or your furry friend to play. Walk to the water or explore the nearby Pinellas Trail. Just minutes to downtown Dunedin (7 mi), Honeymoon Island (7.5 mi), Clearwater Beach (13 mi), and Tampa Intl Airport (22 mi). Ideal for couples, families, or a relaxing getaway!

4.94 out of 5 average rating, 235 reviews

The exterior of a two-story home is featured, set in a lush, green environment near a tranquil lagoon. Tall trees and hanging moss frame the structure, which is elevated slightly above the water. The calm water reflects the house and surrounding foliage.

Home in Tarpon Springs

Tree House Treasure

We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. Our driveway is shared so we can accommodate for one vehicle and it must fit under our carport and there is no street parking. No smoking, vaping, or illegal drugs permitted.

A serene lake view is captured at sunset, with soft colors reflecting on the water's surface. Lush greenery borders the edge, framing the scene and creating a peaceful atmosphere. The silhouettes of trees are visible against the evening sky, enhancing the tranquil setting.

4.96 out of 5 average rating, 25 reviews

Cozy Beach Home w/Lake view and Kayak!

Enjoy an entire home, completely renovated located in Holiday, w/Lake view to relax and get away from home. Great locations, near beaches, parks, restaurants, Bush Gardens/Tampa. We have full amenities, full kitchen, living area, fenced yard, Lanai, washer, dryer, workstation w/internet access. Places to explore: -St Nicholas Boat Line -Tarpon Springs Sponge Docks -Tarpon Springs Aquarium -Key Vista Nature Park -Anclote Gulf Park -Anclote River Park

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.

4.96 out of 5 average rating, 67 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…

4.96 out of 5 average rating, 115 reviews

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

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

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 • 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!

A vibrant landscape features lush green grass and tropical plants, with a palm tree and bushes in view. A small body of water reflects the blue sky dotted with clouds. An American flag is positioned near a white railing, adding a charming touch to the scene.

4.97 out of 5 average rating, 32 reviews

Relaxing Lake House

Take it easy at our tranquil getaway. Observe local and migrating birds right from the backyard, fish from the dock, or just relax and enjoy the view from the screened in porch. Minutes from New Port Richey and Tarpon Springs famous Sponge Docks and less than an hour from all the Tampa attractions and Clearwater Beach. Take a day hike at Honeymoon Island Osprey and Pelican Trail and end the hike with a swim at the beach.

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

4.92 out of 5 average rating, 102 reviews

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

Popular amenities for Holiday house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 143 reviews

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

Tootsie’s Beachside Retreat-New Heated Pool

The image showcases a heated in-ground pool bordered by light-colored pavers, overlooking a calm canal. Docked boats and palm trees line the water's edge, reflecting under a clear blue sky. The well-kept lawn adds a touch of green to the serene waterside setting.

4.72 out of 5 average rating, 169 reviews

Gulf Harbors Getaway Home with Pool

A serene view from the screened lanai highlights a private heated pool, reflecting the soft colors of a sunset. The tranquil waters of the Anclote River can be seen beyond the pool, framed by lush greenery and trees along the riverbank.

4.98 out of 5 average rating, 51 reviews

River Home with Pool, Sunset, Dolphin & Fishing

4.96 out of 5 average rating, 26 reviews

Bahama Behms pool house by the marina

4.89 out of 5 average rating, 163 reviews

Your Home away from Home , Nice inground pool.

A screened-in private pool surrounded by a spacious deck is visible, featuring colorful floatation rings resting on the water. Comfortable seating areas are arranged nearby, with overhead lighting softly illuminating the space. Lush greenery can be seen in the background, enhancing the serene atmosphere.

4.95 out of 5 average rating, 159 reviews

Tropical Getaway w/Heated Pool & King Beds

A heated pool is surrounded by lush palm trees, providing a sense of seclusion. A stone statue and decorative elements are featured along the pool's edge. Sunlight reflects off the water, creating a serene atmosphere in this private outdoor oasis.

4.99 out of 5 average rating, 146 reviews

Tropical Oasis Retreat w/ Heated Pool

4.87 out of 5 average rating, 158 reviews

A tranquil pool area is surrounded by lounge chairs, offering a space for relaxation. A gazebo is visible in the background, providing shaded seating. The scene is enhanced by a backdrop of lush trees and a colorful sunset sky, creating a serene outdoor environment.

Home in Spring Hill

Ranch Pool Resort with Horses jacuzzi nearby park

Weekly house rentals

4.96 out of 5 average rating, 27 reviews

The living room features a brown leather sofa accompanied by a blue accent chair, all set on a patterned area rug. A round coffee table sits in the center, and a pendant light hangs overhead. A framed picture and a potted plant add decor against the light walls.

Home in Tarpon Springs

Poinsettia Place A, Tarpon Springs! Fully Fenced!

4.89 out of 5 average rating, 74 reviews

Finca Vigia

A single-story beach house is presented with a well-maintained front lawn. A covered porch with decorative details is visible, alongside a driveway leading up to the entrance. The exterior showcases a fresh coat of paint, complemented by surrounding greenery.

4.98 out of 5 average rating, 80 reviews

Blue Seahorse

A swimming pool is surrounded by palm trees, offering a refreshing atmosphere. The clear water reflects the blue sky, and a glimpse of the waterfront is visible beyond the pool area. The serene setting encourages relaxation and enjoyment.

4.99 out of 5 average rating, 86 reviews

Waterfront Pool Dock Golf Boat Rent Beach 2K/2T/2b

The living room features two comfortable sofas adorned with yellow accent pillows. A coffee table is centered in front of the seating area, while a large wall-mounted Smart TV displays various streaming options. Natural light filters in through a set of windows, enhancing the inviting space.

4.81 out of 5 average rating, 64 reviews

‘Boho bungalow’ Holiday home 2/1.5 up to 4 guests

A light-filled bedroom features a spacious bed with white linens, complemented by bedside tables and lamps. Two windows with sheer curtains allow natural light to fill the room, while a dresser and a chair are positioned nearby for added comfort.

4.74 out of 5 average rating, 39 reviews

THE SEAFORD HOME - Spacious, Private, Near Beach

4.79 out of 5 average rating, 19 reviews

3bed 2bath updated modern home!

A dolphin is captured leaping from the water, creating splashes as it breaks the surface. The serene Anclote River serves as a backdrop, with distant docks and lush greenery lining the shore.

4.88 out of 5 average rating, 75 reviews

Dolphin-Watch Waterway – Pool/Spa Tarpon

Private house rentals

A spacious living area showcases a light-colored couch adorned with bright blue cushions. A flat-screen television is mounted on a wall opposite a wooden media console. A tall floor lamp and green plants add a touch of nature to the relaxing decor.

5 out of 5 average rating, 13 reviews

Spacious Tropical Vibes-King Bed/Private Back Yard

The modern kitchen features sleek white cabinetry and stainless steel appliances. A spacious island is centered, offering additional countertop space. Natural light is provided by a window above the sink, enhancing the airy feel of the room. Decorative elements include a plant and minimalistic kitchenware.

4.94 out of 5 average rating, 98 reviews

Downtown Darling

A patio area is visible featuring a round table with chairs, surrounded by decorative plants. Kayaks are propped against the railing, while the shimmering water of the canal flows in the background, framed by palm trees and bright blue skies.

4.99 out of 5 average rating, 84 reviews

Nature Lovers Retreat

Two orange kayaks are positioned on the grassy bank near calm waters, ready for exploration. A dock with steps leads down to the water, surrounded by lush greenery. Clear blue skies add to the inviting atmosphere for a day of paddling.

5 out of 5 average rating, 13 reviews

Lakeside Escape w/ Kayaks, Firepit & BBQ!

The exterior of the property is shown, featuring a light-colored house with a welcoming entrance. A paved driveway leads to a garage, surrounded by neatly arranged white stones and potted plants. The sky is mostly clear with scattered clouds.

4.81 out of 5 average rating, 27 reviews

The Melody Hideaway

An inviting pool lanai is showcased, featuring comfortable lounge chairs and small tables. An umbrella provides shade, enhancing relaxation by the heated pool. A serene lake view is visible beyond the screened enclosure, surrounded by greenery and residential properties.

4.96 out of 5 average rating, 48 reviews

LAKEFRONT HOUSE W/ HEATED POOL

The single-story house features a white exterior with a tan roof. A vibrant yellow door provides a welcoming entrance. A paved driveway leads to a two-car garage. Lush green grass surrounds the home, complemented by low shrubs and flowerbeds along the front walkway.

4.84 out of 5 average rating, 82 reviews

The Sunrise house

The exterior of a single-story home is presented, featuring a large palm tree in the center of the yard. Lush green grass surrounds the home, with various potted plants enhancing the entrance. A welcoming pathway leads to the front door, complemented by a clear blue sky.