Family-friendly vacation 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 out of 5 average rating, 124 reviews

Coastal Escape: heated saltwater pool & beaches

★ 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

Guesthouse in Palm Harbor

A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.

4.86 out of 5 average rating, 161 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

The outdoor area features a heated pool with crystal-clear water, surrounded by a screened lanai. Comfortable lounge chairs are placed nearby, providing ideal spots for relaxation. Tropical plants enhance the space, framing a serene environment perfect for swimming and sunbathing.

4.9 out of 5 average rating, 124 reviews

Heated Pool, 10 min to Beach, Close to Restaurants

Welcome to Turtle House! Perfectly situated in the heart of Palm Harbor lies this gem. Enjoy a completely renovated private heated pool, and with a quick and convenient access to US19 enjoy shopping, restaurants or local beaches. 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!

5 out of 5 average rating, 209 reviews

A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.

Apartment in Timber Oaks

The Bohemian Studio Countryside Gem Separate Entry

Cozy studio deal! Book now for a private countryside escape but just minutes away from hospitals, restaurants, shopping, springs, beach & downtown. Self-check-in & SEPARATE entry. Enjoy your private fenced patio, full bathroom, fully equipped kitchen & a comfortable bed. Located on 2 acres w/ plenty FREE parking, high-speed internet, ethernet & FREE Netflix. This is the perfect spot for business, snow birds, traveling nurses, romantic escape, family trips & nature lovers at an excellent price.

Guesthouse in Tarpon Springs

A comfortable living space includes a dark blue sofa with accent pillows and a coffee table. A dining area with wooden chairs is visible in the background, alongside a fully equipped kitchen. Light-colored cabinets and appliances complement the space.

4.85 out of 5 average rating, 101 reviews

Comfy 1BR Near Beaches & Sponge Docks

Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

4.99 out of 5 average rating, 143 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

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

4.99 out of 5 average rating, 143 reviews

Tropical Oasis Retreat w/ Heated Pool

Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round. We are pet friendly

4.84 out of 5 average rating, 126 reviews

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guesthouse in Dunedin

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest suite in Tarpon Springs

A heated saltwater pool is surrounded by lush tropical landscaping, with clear blue water reflecting the sky above. A colorful float rests on the water's surface. The screened enclosure provides a barrier while allowing for views of the serene outdoor space.

4.96 out of 5 average rating, 134 reviews

Private pool suite in heart of Tarpon Springs!

Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

Apartment in Tarpon Springs

A vibrant beach scene is captured, featuring colorful kites soaring over calm waters. Kayaks are positioned on the sandy shore, while several individuals enjoy a day by the water. A distant view of the shoreline highlights subtle waves and a clear blue sky.

4.92 out of 5 average rating, 144 reviews

Beaches Sunset/Free Bikes

This is a SELF CHECK-IN cozy in- law apartment, it has its own private entrance, living room & bath room. Minutes to the beaches. * A 2 min to Sunset Beach. * A 5 min to Howard Park & Beach. * A 6 min to Historic Sponge Docks. * A 30 min to Clearwater Beach. Clearwater Beach dazzles with impeccable beaches and inviting waters. Trip Advisor named it the nation's #1 beach in 2018. * A 8 min drive to the golf courses of Innisbrook Resort, home of the PGA Valspar Tournament.

Tiny home in Tarpon Springs

A serene sleeping area features a large bed adorned with multi-colored striped blankets and a cozy yellow throw. Natural light fills the space through two windows, illuminating the wooden accents and white walls.

4.88 out of 5 average rating, 275 reviews

Driftwood Surf Shack

This unique Surf Shack is a guest home that sleeps up 4 & still plenty of room to relax inside or outside on the large wood deck situated under a beautiful oak tree. Located in the historic district Tarpon, just blocks from Downtown, the famous Sponge Docks & Craig Park where you can watch dolphins feed at sunset in the many Bayous. Close to beaches, shopping, restaurants, breweries, boat excursions, water sports & the Pinellas Trails you will never get bored in this town!

4.89 out of 5 average rating, 218 reviews

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.

Home in Allen's Ridge

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.

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

Guest suite in Clearwater

4.76 out of 5 average rating, 137 reviews

La Casita, 1 of 3 rentals on-site/pool/near beach

4.84 out of 5 average rating, 135 reviews

A studio apartment includes a spacious bed with a light blanket, complemented by a cozy sofa and a festive Christmas tree. Soft lighting creates a warm atmosphere, while large glass doors provide access to natural light. A dresser and TV add functionality to the space.

Home in Holiday

Comfort In Holiday

4.95 out of 5 average rating, 100 reviews

Apartment in Largo

Hidden Oasis #3, just a few mins to the beach

4.94 out of 5 average rating, 216 reviews

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

Condo in St. Petersburg

Sea La Vie- Studio by the bay!

4.96 out of 5 average rating, 372 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

4.92 out of 5 average rating, 224 reviews

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

Home in Tampa

Rooms with a Pool

A spacious screened-in patio features comfortable seating arrangements with wicker armchairs, designed for relaxation. A circular table sits at the center, accompanied by a fire pit. The saltwater pool glistens in the background, surrounded by tropical greenery and ample natural light.

4.95 out of 5 average rating, 106 reviews

FREE Heated Pool & Spa l Book your Winter Vacation

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 189 reviews

Centrally Located Cozy 1-bed Private Cottage!

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 182 reviews

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

4.97 out of 5 average rating, 159 reviews

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

Home in Clearwater

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Guesthouse in Town 'n' Country

4.98 out of 5 average rating, 264 reviews

Entire Guest House near Tampa airport

4.91 out of 5 average rating, 120 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

5 mi to Tarpon & Beaches• House with Heated Pool

4.99 out of 5 average rating, 354 reviews

A cozy living area showcases a modular blue sofa, adorned with soft pillows and a warm throw. A light wooden coffee table rests in the center, complemented by decorative items. Natural light enters through a window, creating a bright and welcoming atmosphere.

Cottage in Dunedin

Walk to Downtown and Waterfront - Private Yard

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, 121 reviews

Lakefront home near beaches w/ waterview, pets ok

Guest suite in New Port Richey

A well-furnished living space features a dark fabric sofa with light cushions alongside a modern coffee table. A spacious bed is positioned in the background, adorned with neatly arranged pillows. Soft natural light filters through sheer curtains.

4.77 out of 5 average rating, 133 reviews

Beautiful suite with separate entrance. Unit B

4.89 out of 5 average rating, 401 reviews

A spacious bedroom features a large bed adorned with a patterned blue and white bedspread. Soft lighting from a bedside lamp provides a warm ambiance. A ceiling fan and two windows with sheer curtains contribute to the bright atmosphere, while a decorative piece hangs on the wall.

Apartment in Clearwater

Comfy Guesthouse # 1 - 4 miles to Clearwater Beach

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 132 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

A spacious living area features a large grey sectional sofa adorned with orange and blue accent pillows. A marble coffee table sits in front, while a ceiling fan is visible above. Light enters through large windows, illuminating the open layout connecting to a dining area.

4.97 out of 5 average rating, 34 reviews

The Coastal Calm - Entire Unit

4.91 out of 5 average rating, 322 reviews

A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.

Guest suite in Largo

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

5 out of 5 average rating, 80 reviews

The Palm Haus • Heated Pool • Near Beach • Games

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

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 out of 5 average rating, 44 reviews

Beautiful house with pool, fire pit, billiard room

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.

5 out of 5 average rating, 14 reviews

Waterfront Gem Near Clearwater • Swim Spa + Nature