House vacation rentals in Holiday

The exterior of the retro home features a gravel driveway bordered by illuminated garden lights, creating a welcoming ambiance. Two front doors are framed by windows, and potted plants add a touch of greenery. A white fence encompasses the property, enhancing its charm against a twilight sky.

4.95 out of 5 average rating, 186 reviews

King Bed Luxury & Queen 2/1/1—Patio+Laundry+3TVs

Transport back to the 50’s when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TV’s, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & more!

A private solar-heated pool is surrounded by lush greenery, creating a serene outdoor space. Two lounge chairs are positioned poolside, with a small table nearby, inviting relaxation in a peaceful atmosphere.

4.79 out of 5 average rating, 121 reviews

Pool Paradise - Private Solar Heated Pool

Welcome to your private vacation gateway. Escape to Florida Sunshine Sanctuary in Tampa Bay Area. Our 2 Bedroom/ 2 Bathroom House is nested in a quiet suburb not far from the Tampa Airport. It is 25 miles from the famous Clearwater Beach and 30 miles from the Busch Gardens. Take the ultimate one day trip to DisneyWorld which is a 2 hour drive form the house. Also a 15 min drive to Greektown and Tarpon Springs Sponge Deck. House is nicely decorated with everything needed to create special memorie

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.

4.94 out of 5 average rating, 105 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 screened outdoor lanai features a heated pool with steps leading into the water. Comfortable seating options are present around the pool area, complemented by a shaded dining space nearby. Lush greenery surrounds the outdoor space, enhancing the relaxing environment.

4.96 out of 5 average rating, 143 reviews

Heated Pool, 5 minutes to Beach!

Welcome to Tarpon House Florida, located in the exclusive and historic Tarpon Springs. Our home is a tropical oasis. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, Teachers, friends and family - book & message me, I'll apply the discount, that's it! Completely renovated with all new furniture. Link to 3D Tour of the house is in my guidebook (under my profile)

An outdoor seating area is arranged around a central fire pit, surrounded by decorative gravel. Several black lounge chairs provide comfortable seating, while a wooden fence and palm plants create a sense of privacy and relaxation in the space.

4.96 out of 5 average rating, 102 reviews

Your Florida coastal vacation awaits you!

Come relax with the whole Family at our newly renovated home with all modern amenities and appliances. Located in Port Ritchey FL, the villa sleeps 8 with a Sunroom & Lanai sitting area, and a garage / gaming area for the kids. It’s north from the famous beaches in St. Petersburg, and 30mins to Tarpon Springs. Our home is centrally located and minutes away from restaurants, shopping and near by Hudson beach. Plus some of Florida's most famous springs with manatees and other wildlife's to see.

An outdoor deck area is furnished with a glass-top dining table and four chairs, surrounded by vibrant potted plants. Lounge seating is positioned to one side, offering a relaxed space. The house is visible in the background, featuring a light exterior and a stylish mirror on the wall.

4.96 out of 5 average rating, 102 reviews

The Modern Farmhouse

Minutes from Historical Downtown Tarpon Springs and Sponge Docks. Touristic area with restaurants, shopping & 2 beaches (10 min drive). This historical farmhouse was built in 1918 & completely renovated. Lovely front porch with swing, open floor plan with a modern kitchen, formal dining, 2 large bathrooms with shower & tub, 1st FLOOR. Butlers pantry/ laundry room. The outdoor area has a huge deck, with plenty of seating, lounge swing, gas fire pit, outdoor kitchen, gas grill & 65" Roku TV.

A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.

4.99 out of 5 average rating, 263 reviews

Heated & Screened in Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Two black rocking chairs with Buccaneers branding are positioned on a light-colored deck. Lush green grass and palm trees frame the view, with a path leading to a screened-in patio visible in the background under a bright blue sky.

4.94 out of 5 average rating, 116 reviews

Gulf Harbors Vacation Oasis

This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

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, 99 reviews

Downtown Darling

Bring the whole family to this great property with lots of room for fun. 3 king bedrooms with pillow top mattresses, one bunk bed room that sleeps 3 kids. Large kitchen, large laundry room. Home has been completely renovated. Less than a 10 minute walk to all the activities on Main Street, Restaurants, breweries, roof top restaurant, axle throwing bar, sims park with weekly activities and a brand new playground and splash pad for the kids. Walk in the evening down the river boardwalk.

4.91 out of 5 average rating, 127 reviews

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.

Home in Forest Hills

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

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, 103 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!

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, 152 reviews

Tropical Oasis Retreat w/ Heated Pool

Welcome to your private backyard oasis. Relax by the heated pool, grill and dine outdoors, all within a fenced-in space. This home is ideally located—just a short drive to Crystal Beach, minutes from downtown Palm harbor, Dunedin and Tarpon Springs, and bike ride away to Pinellas Trail, golf courses, Honeymoon Island, and Clearwater Beach. Pets are welcome

Popular amenities for Holiday house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 84 reviews

Quiet Oceanside Getaway with Pool -Palm Harbor, FL

4.89 out of 5 average rating, 164 reviews

Family 2BR Oasis w/Private Pool & HDTV, PAWsitive

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

4.96 out of 5 average rating, 375 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

4.93 out of 5 average rating, 148 reviews

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

4.9 out of 5 average rating, 101 reviews

Heated SW Pool - Near Beaches, Golf, Trail & Food

A private outdoor heated pool is framed by a concrete patio, featuring a curved design and clear blue water. Four colorful chairs provide seating around the pool, with additional lounge chairs nearby. A wooden fence offers privacy in the background.

4.9 out of 5 average rating, 214 reviews

"Wet Feet Retreat" pool home

A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.

4.99 out of 5 average rating, 72 reviews

Angelita's Lake Home 3br3ba w/heated pool

4.98 out of 5 average rating, 189 reviews

A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.

Home in Bay Crest Park

The T and C Club

Weekly house rentals

4.96 out of 5 average rating, 51 reviews

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.

Home in Forest Hills

Holiday fun canal home

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, 84 reviews

Blue Seahorse

4.88 out of 5 average rating, 33 reviews

Family home

A bright living area is shown, featuring a comfort-focused seating arrangement with soft, light-colored furniture. A large TV occupies one wall, and the kitchen area is visible in the background, showcasing updated appliances and a light, airy design.

5 out of 5 average rating, 80 reviews

Charming Coastal Home Near Top Beaches

A spacious living area is furnished with two comfortable sofas and a coffee table, complemented by a decorative rug. Artwork featuring seashells adorns the walls, and a large television provides entertainment. Natural light flows through the numerous windows, enhancing the open atmosphere.

4.97 out of 5 average rating, 60 reviews

Waterfront Getaway w/ Dock & Kayaks – Dog Friendly

4.92 out of 5 average rating, 25 reviews

A serene view of the Anclote River at sunrise, with a coffee cup placed on the dock's edge. The sun is seen rising above the water, reflecting golden hues on the surface. Lush trees frame the scene, creating a peaceful atmosphere.

Home in Forest Hills

Anclote Oasis-Sunsets-Pool-Kayak-Fish-Gulf Access

4.82 out of 5 average rating, 65 reviews

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

A serene outdoor space is illuminated by string lights hanging from trees. A winding stone path leads to wooden steps ascending to a deck. Lush green grass surrounds a picnic table positioned on one side, enhancing the tranquil atmosphere of the lakefront setting.

4.97 out of 5 average rating, 30 reviews

Waterfront Gem Near Clearwater • Swim Spa + Nature

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, 14 reviews

Spacious Tropical Vibes-King Bed/Private Back Yard

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.

4.97 out of 5 average rating, 31 reviews

Poinsettia Place A, Tarpon Springs! Fully Fenced!

4.94 out of 5 average rating, 16 reviews

Cozy Florida Home - 10 Minutes to Downtown NPR

A vibrant waterfront property is displayed, featuring a grassy yard with palm trees. A private dock with pink chairs is visible in the foreground. The pastel-colored building, with large windows, boasts a cheerful facade, complementing the serene waterway.

4.9 out of 5 average rating, 10 reviews

3. The Flamingo Bungalow

A fully equipped kitchen features modern appliances, a large island with seating for two, and ample storage cabinets. Natural light enters through the nearby windows, illuminating the clean and functional design, while decorative shelves display kitchenware and cooking essentials.

4.98 out of 5 average rating, 56 reviews

Freshly Renovated 1925 Bungalow

A private pool area features sparkling blue water, surrounded by a well-maintained deck. A wooden pergola offers shaded seating nearby, while tropical plants provide a natural backdrop. The sky is mostly clear, creating a bright and inviting atmosphere.

5 out of 5 average rating, 49 reviews

Florida style home !

A charming house with a screened porch is surrounded by lush greenery and mature trees, providing ample shade. Potted plants line the entrance, adding a touch of color to the soft beige exterior. A gravel path leads to the house, enhancing the welcoming outdoor appeal.

5 out of 5 average rating, 17 reviews

Anclote River House #3

A sparkling saltwater pool is featured in the backyard, with a gently curving shape and a clear blue surface. The area is fenced for privacy, with a well-maintained lawn and a sunny sky visible above.