Family-friendly 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, 175 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

Indoor spacesFamilyAccess

4.99 out of 5 average rating, 132 reviews

Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

FamilyKitchenAir conditioning

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, 132 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!

Indoor spacesKitchenQuiet

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, 104 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!

KitchenFamilyHeating

4.93 out of 5 average rating, 135 reviews

FREE Heated Pool & Spa l Book your Winter Vacation

Bring the whole family to paradise with plenty of room for fun! Enjoy a private heated saltwater pool 💦, nearby beaches 🏖️, and all the space you need in this 5-bedroom home 🏡. Enjoy amenities and games galore 🎯🎲! 📍 **Nearby Beaches:** 🌊 Crystal Beach – 10 min 🌴 Honeymoon Beach – 13 min 🌅 Sunset Beach – 20 min ☀️ Clearwater – 30 min *⚠️ Pool & spa are saltwater and heatable—pool up to 80°F, spa up to 104°F. Temps may vary due to weather.* *Maximum parking available is 5 vehicles*

Indoor spacesKitchenAccess

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, 182 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!

FamilyKitchenComfort

Guest house in Palm Harbor

The charming guest house exterior is framed by a lush green lawn. A walkway leads to a welcoming front door, with two comfortable chairs positioned by the entrance. Large windows allow natural light into the space, complemented by a well-maintained garden area.

4.98 out of 5 average rating, 114 reviews

Guesthouse with Pool in Palm Harbor

This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

FamilyIndoor spacesGetting around

4.78 out of 5 average rating, 107 reviews

Chic|Pool|PuttingGreen|Beaches

Enjoy a relaxing family getaway in the Sunshine State! Spend days relaxing on the beach and enjoying outdoor fun for the whole group with a bounce house, putting green, and more at this stylish home. Whether you’re traveling with family and friends or on business, this is a great place to discover the beautiful. Clearwater Beach area. 8 Min Walk to Saint George Lake 12 Min Drive to Wall Springs Park 22 Min Drive to Clearwater Beach.

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 126 reviews

A private backyard pool area is featured, showcasing a clear blue in-ground pool surrounded by lounge chairs and sunbeds with striped cushions. Lush greenery and potted plants add a tranquil touch, while a shaded umbrella stands at one end for comfort.

Guest house in Ozona

Pvt Pool, Free Kayaks, Wlk to Gulf, Fish, Bike Trl

Escape to your private Palm Harbor oasis! This studio, offers complete privacy with a cozy queen bed, sofa bed, and kitchenette. Enjoy the sparkling in-ground pool reserved for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or explore the nearby Pinellas Trail. Enjoy beaches, dining, breweries, and live music minutes away. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

KitchenFamilySolo travel

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, 121 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!

FamilyKitchenBathroom

A modern living area showcases a sleek gray couch featuring soft tufting and a white decorative pillow. A circular wooden coffee table, supported by a geometric metal base, rests nearby, providing a casual yet stylish touch to the space.

4.89 out of 5 average rating, 238 reviews

Cute Lil' House Near Historic Downtown Palm Harbor

They say that the best things come in small packages. Well that certainly rings true in this case. Our house may be small, but it is large on personality and full of elegant charm. Newly remodeled and filled with personal touches, this small package is ready to be your Florida retreat. Enjoy charming palm harbor on our golf cart for a small rental fee.

KitchenIndoor spacesWifi

4.91 out of 5 average rating, 122 reviews

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

* Heated salt water pool * Honeymoon & Caladesi Island (10min) * Downtown Dunedin & Sponge docks (10min) * Pinellas trail bike/walk/run (2blks) * Walk to restaurants/bars * Innisbrook Golf courses (4miles) * Large patio w/outdoor dining & lounge spaces * Beach chairs, towels & beach toys provided * Cornhole boards & bags provided for extra outdoor fun

FamilyIndoor spacesAccess

Popular amenities for Palm Harbor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 388 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

Indoor spacesKitchenCheckout

4.99 out of 5 average rating, 276 reviews

A tranquil lagoon pool is surrounded by lush tropical foliage and colorful flowers. A shaded seating area is visible, along with a light-colored house in the background. Multiple palm trees contribute to the serene atmosphere of this private oasis.

Flat in Dunedin

Tropical Paradise

Indoor spacesFamilyLayout

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.

4.9 out of 5 average rating, 174 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

FamilyKitchenBack garden

4.92 out of 5 average rating, 132 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

FamilyKitchenEV charging

4.93 out of 5 average rating, 100 reviews

Flat in Dunedin

Owl Nest Townhouse-Walk downtown, new POOL!

KitchenFamilyBathroom

4.96 out of 5 average rating, 204 reviews

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

salt living at its best

Indoor spacesKitchenLocation

4.97 out of 5 average rating, 153 reviews

Home in Clearwater

Clearwater Gem! XL-Pool | Courts & More!.

FamilyIndoor spacesBeach

4.84 out of 5 average rating, 149 reviews

The illuminated pool takes center stage under the night sky, emitting a tranquil green glow. Surrounding the pool is a spacious deck, featuring lounge chairs and a table for outdoor gatherings, complemented by well-maintained landscaping in the background.

Home in Oldsmar

Hot Tub, Heated Pool, 2 Master Suites, Beach

KitchenFamilyTV

Family- and pet-friendly home rentals

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, 158 reviews

Cozy Retreat! Walk to Crystal Beach/Park

KitchenFamilyBiking

4.96 out of 5 average rating, 135 reviews

A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.

Home in Dunedin

Heated saltwater pool|Spacious 4BR/3BA|

FamilyKitchenLayout

4.92 out of 5 average rating, 285 reviews

A charming Florida bungalow features a turquoise exterior with natural stone accents. The front porch is accessed by a concrete pathway lined with greenery, including tropical plants. A small entry door and window allow for natural light, framed by neatly placed shutters and landscaping.

Home in Dunedin

Wonderful family friendly home in Dunedin FL

Indoor spacesKitchenPets

5.0 out of 5 average rating, 119 reviews

Apartment in Palm Harbor

Innisbrook Condo 1st Floor next to Island Course

KitchenFamilyPool

4.94 out of 5 average rating, 201 reviews

Heated Pool 4 bed 7 miles to Honeymoon Island.

FamilyKitchenDecor

4.89 out of 5 average rating, 100 reviews

Quiet Oceanside Getaway with Pool -Palm Harbor, FL

KitchenFamilyWalkability

5.0 out of 5 average rating, 20 reviews

Backyard Oasis H/Pool, Hot Tub, Tiki Bar & Golf

KitchenIndoor spacesNearby

Superhost

4.81 out of 5 average rating, 68 reviews

Heated Pool • Game Tables • Near Gulf Beaches

FamilyIndoor spacesPool

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 106 reviews

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.

Home in Ozona

Luxe Private Waterfront Getaway with Pool in Ozona

KitchenIndoor spacesDecor

5.0 out of 5 average rating, 20 reviews

Pool Home Near Innisbrook Golf & Beaches

FamilyIndoor spacesComfort

The outdoor pool area is enclosed by a screened-in patio, featuring a large private pool and a heated spa. Colorful pool floats rest on the water, while comfortable seating and a dining area are visible in the background. Natural light filters through the structure, creating a relaxed atmosphere.

4.96 out of 5 average rating, 53 reviews

Tropical House | Hot Tub & Pool | Near Beach +Pets

FamilyKitchenCleanliness

An outdoor seating area is surrounded by vibrant trees and a white privacy wall. Blue armchairs and a small table are situated on a paved patio, offering a comfortable spot to relax. The screened-in pool area is visible in the background, complemented by a well-maintained backyard.

5.0 out of 5 average rating, 64 reviews

Beautiful house with pool, fire pit, billiard room

KitchenIndoor spacesCleanliness

4.77 out of 5 average rating, 22 reviews

Crystal Beach Cove, Heated Pool & Close to Trail

Indoor spacesFamilyBeach

5.0 out of 5 average rating, 53 reviews

A charming exterior of a townhome is presented, featuring a bright red front door. Lush greenery and colorful plants frame the pathway leading to the entrance, with a well-maintained lawn inviting guests to explore. The surrounding area is dotted with additional townhomes.

Villa in Palm Harbor

Coastal Cottage | Top 1% Airbnb Worldwide

FamilyIndoor spacesCondition

4.84 out of 5 average rating, 61 reviews

Modern Palm Harbor Escape | Pool + Game Room

KitchenIndoor spacesTV