House holiday rentals in Palm Harbor

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.

5.0 out of 5 average rating, 170 reviews

Coastal Escape: Heated Pool, Playground&Family fun

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

LocationValueLaundry

4.98 out of 5 average rating, 358 reviews

A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.

Home in Dunedin

Steps to Downtown, Mins. to Waterfront | Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite today !

FamilyLocationAccuracy

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

4.93 out of 5 average rating, 129 reviews

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

FamilyLocationSleep quality

A screened patio surrounds the inviting pool, providing views of the waterfront. Sunlight glimmers on the clear water, and grassy areas border the pool deck. Nearby boat docks are visible, enhancing the serene atmosphere by the water.

4.93 out of 5 average rating, 103 reviews

Luxe Private Waterfront Getaway with Pool in Ozona

Awesome single family inter-coastal waterfront home with boat dock and pool. 1800 square feet of luxury, 3 bedroom, 2 bathroom, sleeps 10 people in beds. Master bedroom overlooking the water and pool with king bed. Second bedroom with 1 queen bed. Third bedroom with 1 queen bed. Living-room has 2 queen pull out beds and a large glass door wall that opens up to the spacious screen enclosed pool patio. Full kitchen, dining room, living room, laundry area with washer/dryer. Dock has deep water.

FamilyLocationView

A vibrant sunset is featured above the ocean horizon, with hues of orange and soft yellows blending together. A silhouette of a palm tree is included in the foreground, enhancing the natural beauty of the coastal scenery.

4.94 out of 5 average rating, 103 reviews

Spicy Tuna Heated Pool Beautiful Home!

The Spicy Tuna awaits! Spacious Pool Home with 3 bedrooms and 2 baths, in a quiet Palm Harbor neighborhood. All new furniture, mattresses, bedding and towels are waiting for you! Minutes from Honeymoon Island, restaurants, breweries, cafe's, golf and the ever-popular Pinellas Trail. The open floor plan allows guests to sit comfortably while holding conversation. Enjoy a cup of coffee in the morning in the screened lanai or sit outside on the pool patio and enjoy the Florida sun. Enjoy!

LocationFamilyLayout

5.0 out of 5 average rating, 45 reviews

Home in Crystal Beach

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

LocationFamilyWalkability

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.

4.94 out of 5 average rating, 180 reviews

Tropical Getaway w/Heated Pool & King Beds

Welcome to our sun-kissed getaway in sunny Palm Harbor! You'll find a fully stocked kitchen, a private heated pool, and comfortable accommodations for up to 6 guests. Whether relaxing on one of our award-winning beaches, playing a round of golf, or exploring Tampa Bay's fun spots, there's something for everyone to enjoy. Just a quick note: Because of a family member's allergies, we're not able to allow any animals on the property, including ESAs. Thanks so much for understanding!

ValueLocationNearby

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, 156 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!

LocationValueBackyard

A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.

4.91 out of 5 average rating, 171 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

Tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

ValueLocationIndoor spaces

The image captures a serene view of the canal with calm, reflective waters. Lush greenery lines the banks, while several boats are seen docked along the shore. Bright sunlight illuminates the scene, highlighting the tranquility of the waterfront setting.

4.98 out of 5 average rating, 115 reviews

Tarpon Lake Escape LLC

Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

LocationValueAccuracy

An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.

4.94 out of 5 average rating, 118 reviews

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

FamilyValueGetting around

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, 168 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

ValueFamilyAir conditioning

Popular amenities for Palm Harbor house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 386 reviews

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.

Home in Tarpon Springs

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

FamilyValueKitchen

4.94 out of 5 average rating, 200 reviews

Heated Pool 4 bed 7 miles to Honeymoon Island.

FamilyValueLayout

4.93 out of 5 average rating, 133 reviews

FREE Heated Pool & Spa l Book your Winter Vacation

FamilyLocationOutdoor spaces

4.96 out of 5 average rating, 108 reviews

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.

Home in Holiday

Paradise!Renovated waterfront pool home.Sunsets!

FamilyValueCondition

5.0 out of 5 average rating, 169 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

FamilyLocationWalkability

4.93 out of 5 average rating, 130 reviews

A screened-in outdoor area features a heated pool and spa accompanied by a spacious dining table set for eight. Vibrant glassware and dining plates are arranged, capturing bright colors against the backdrop of lush greenery and a clear sky.

Home in Dunedin

Luxury home ~ Heated pool, hot tub, TWO kitchens

FamilyValueLayout

5.0 out of 5 average rating, 18 reviews

Pool Home Near Innisbrook Golf & Beaches

LocationFamilyAccuracy

4.94 out of 5 average rating, 32 reviews

4BR Family Home•Heated Pool•Game Room•Near Beaches

FamilyLocationLaundry

Weekly house rentals

A charming single-story home is framed by lush greenery and palm trees, creating a welcoming entrance. A gravel driveway leads to the house, while a white mailbox stands prominently at the front. The screened-in porch offers a cozy sitting area under the shade of the surrounding trees.

5.0 out of 5 average rating, 27 reviews

Bungalow on Bay

LocationCleanlinessParking

5.0 out of 5 average rating, 12 reviews

Gulf View on Bay: Newly Renovated

LocationBathroomWalkability

5.0 out of 5 average rating, 19 reviews

Eat, Drink, Beach · Steps to Downtown

FamilyValueQuiet

5.0 out of 5 average rating, 10 reviews

Home in Crystal Beach

Near Trail & Pier | Crystal Beach Bungalow

LocationDecorHospitality

A wooden dock stretches over calm water, framed by white railings. One black Adirondack chair is positioned to enjoy views of the water and distant shoreline against a backdrop of a pastel sky at dusk.

5.0 out of 5 average rating, 48 reviews

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

LocationFamilyGetting around

5.0 out of 5 average rating, 18 reviews

Home in Clearwater

Designer Home | 10 Min to Dunedin Waterfront

LocationFamilyBeach

A spacious outdoor courtyard is seen under a thatched-roof tiki hut. Comfortable seating areas are arranged, including lounge chairs and a seating group, alongside a large hot tub surrounded by tropical plants. A stone pathway enhances the inviting atmosphere.

4.99 out of 5 average rating, 74 reviews

Palm Harbor Retreat: HotTub, TikiHut, Nr Clearwater

FamilyValueAccess

5.0 out of 5 average rating, 22 reviews

2BR Quiet House-King Adjustable Bed-Garden-BBQ

ValueLocationHospitality

Private house rentals

A comfortable living area features a large sectional sofa adorned with cushions in soft tones. A textured rug anchors the space, while large windows allow natural light to fill the room, providing views of the neighborhood outside. A small coffee table sits at the center.

4.88 out of 5 average rating, 66 reviews

Paradise Palms- Pet Friendly home with Game Room!

ValueFamilyCleanliness

4.98 out of 5 average rating, 47 reviews

Home in Oldsmar

Modern Private Estate | Central to Tampa & Beaches

LocationFamilySleep quality

A spacious living area is presented with light-colored tile flooring and a comfortable seating arrangement. A modern ceiling fan circulates air above a cozy sectional sofa adorned with decorative pillows. The kitchen, visible in the background, showcases wooden cabinets and an open layout, enhancing accessibility.

4.73 out of 5 average rating, 48 reviews

3 bed/2 bath Home W/ Gulf Water Access

FamilyValueParking

4.96 out of 5 average rating, 51 reviews

Home in Crystal Beach

Waterfront Pool Home with dock

FamilyLocationPool

4.91 out of 5 average rating, 58 reviews

Private Pool! Tropical Beaches! Palm Harbor, FL

FamilyLocationLong stay

4.88 out of 5 average rating, 34 reviews

Harbor Getaway

LocationValueHot tub

5.0 out of 5 average rating, 11 reviews

Island Retreat w/ Hot Tub, Cold Plunge + Game Room

LocationFamilyBeach

Superhost