Family-friendly holiday rentals in East Lake

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, 162 reviews

Coastal Escape: Kid-Friendly Pool & Playground

★ 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 spacesFamilyParking

4.95 out of 5 average rating, 188 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

KitchenFamilyQuiet

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, 125 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!

KitchenFamilyLocation

4.99 out of 5 average rating, 155 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

FamilyIndoor spacesComfort

Cottage in Tarpon Springs

The front exterior of Cooper Cottage features a welcoming porch with two black rocking chairs and potted plants. A pathway leads to the entrance, while large windows allow natural light to illuminate the space. Lush trees provide shade and a tranquil atmosphere.

4.99 out of 5 average rating, 184 reviews

Cooper Cottage: Cozy, Convenient and Comfortable

Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue.

KitchenIndoor spacesAccuracy

4.92 out of 5 average rating, 100 reviews

A spacious living area features a dark leather sofa adorned with decorative pillows, set on a round area rug. A ceiling fan circulates air in the room, which is illuminated by ample recessed lighting. A contrasting soft green wall enhances the serene ambiance.

Home in Tarpon Springs

Sweet Oasis

Welcome to Lili's sweet oasis! This charming home offers the perfect escape from the hustle of everyday life. Come a enjoy the serenity atmosphere of this fully renovated home. Beautifully furnished, comfy seating, plenty of natural light, spacious bedrooms, modern amenities, and outdoor oasis with private patio perfect for morning coffee or evening relaxation. Convenient located close to downtown Tarpon Springs, the Bayou, sponge docks, Sunset beach, Howard Park Beach, restaurant etc.

KitchenFamilyQuiet

5 out of 5 average rating, 206 reviews

The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.

Farm stay in Zephyrhills

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Indoor spacesFamilyWi-Fi

Guest suite in Clearwater

A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.

5 out of 5 average rating, 113 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

FamilyIndoor spacesAmenities

4.96 out of 5 average rating, 125 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

Indoor spacesFamilyLaundry

4.92 out of 5 average rating, 115 reviews

A cozy kitchenette is featured with sleek white cabinetry, a compact refrigerator, and a granite countertop. Two seating areas are provided: a striped armchair and three bar stools positioned around a counter. Natural light filters in through a nearby window, illuminating the space.

Farm stay in Odessa

Cabin 1 - Marigold Moments

Discover the peaceful retreat at Cahaba Cabins, a hidden gem nestled on a working microgreen farm in Odessa. The property offers a unique blend of charm and agricultural expertise. We offer three cozy cabins where you can unwind and reconnect with nature while still being close to everything the Tampa Bay area has to offer. Each cabin offers two queen beds, a private bathroom, and a kitchenette—providing all the essentials for a relaxing stay.

KitchenFamilyOutdoor spaces

Superhost

The image showcases a private backyard featuring a colorful inflatable bounce house and a green putting green. An outdoor seating area is visible with a stone pathway leading to the fun play areas. The interior offers a modern kitchen and cozy lounge area, highlighted by neutral tones and contemporary furnishings.

4.77 out of 5 average rating, 100 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.

KitchenFamilyLong stay

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, 112 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

Indoor spacesFamilyAmenities

Popular amenities for East Lake family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 117 reviews

The outdoor space features a pool surrounded by lounge chairs. A gazebo provides shaded seating, while a nearby charcoal grill is positioned on a stone-paved area. Lush greenery surrounds the scene, enhancing the tranquil atmosphere.

Home in Tampa

River Front Heated Pool Estate-Busch Garden/USF

FamilyIndoor spacesQuiet

Tiny home in Ybor City Historic District

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.98 out of 5 average rating, 601 reviews

Cozy AF Tiny-House Oasis

FamilyIndoor spacesGetting around

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, 163 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

Indoor spacesKitchenCheck-in

Apartment in Tarpon Springs

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

5 out of 5 average rating, 102 reviews

Waterfront studio great for Pasco scallop season!

FamilyKitchenLocation

4.95 out of 5 average rating, 339 reviews

A hot tub is set on a wooden deck surrounded by bar stools, with views of a lush backyard and a serene lake beyond. Tall palm trees frame the scene, while the sky displays soft clouds and warm lighting.

Home in Town 'n' Country

The perfect lake house getaway near the airport.

Indoor spacesKitchenBathroom

Superhost

A private hot tub is situated within a wooden gazebo, surrounded by large glass windows. Light reflects off the water's surface, creating a serene environment. An indoor seating area is visible in the background, enhancing the relaxation space.

Loft in Tampa

4.89 out of 5 average rating, 144 reviews

Lovely 2-bedroom private Apt. with hot tub.

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 221 reviews

An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.

Tiny home in Dade City

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

FamilyIndoor spacesCleanliness

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.

4.94 out of 5 average rating, 125 reviews

FREE Heated Pool & Spa l Book your Winter Vacation

KitchenIndoor spacesComfort

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 141 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 Holiday

Private pool home near Tarpon Springs 5 mi

FamilyIndoor spacesDecor

4.98 out of 5 average rating, 263 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

KitchenFamilyHospitality

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, 141 reviews

Private pool suite in heart of Tarpon Springs!

Indoor spacesKitchenSolo travel

4.99 out of 5 average rating, 188 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

KitchenIndoor spacesOutdoor spaces

An outdoor area features a heated pool surrounded by a screened enclosure, providing a bright and airy setting. Comfortable lounge chairs are positioned nearby, with greenery visible outside the enclosure. Natural light filters through the screens, creating a serene space for relaxation.

4.95 out of 5 average rating, 135 reviews

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

Indoor spacesFamilyLayout

Superhost

The exterior of the guest house is framed by lush greenery and palm plants. A patio area is visible, featuring an umbrella and white chairs. A grill is positioned beside the entrance. Natural light streams in through large sliding doors, leading to the yard.

Guesthouse in Odessa

4.84 out of 5 average rating, 427 reviews

Private Guest House

FamilyKitchenLocation

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, 149 reviews

Cozy Retreat! Walk to Crystal Beach/Park

KitchenIndoor spacesLong stay

4.97 out of 5 average rating, 108 reviews

A bright living area features light yellow walls and a cozy beige sofa with colorful cushions. A vibrant striped rug lies beneath a small round table, accompanied by a green accent chair and a wooden chair. Natural light enters through a window and double doors leading outside.

Home in Dunedin

Dunedin 1BR: KingBed/walkable/bike trail/NewBuild

FamilyIndoor spacesAccess

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 198 reviews

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

KitchenIndoor spacesLocation

5 out of 5 average rating, 8 reviews

Home in New Port Richey

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Indoor spacesKitchenPool

4.97 out of 5 average rating, 112 reviews

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

Home in Tampa

Cozy Family Retreat, Tampa: Private Pool Oasis

Indoor spacesFamilyAmenities

4.94 out of 5 average rating, 32 reviews

A screened-in balcony area is visible, showcasing views of a large pond surrounded by lush greenery. Bright blue skies and scattered clouds reflect a serene atmosphere. Two striped chairs are positioned for relaxation, set against the tiled floor surrounded by wooden railings.

Condo in Oldsmar

Guest Favorite Waterview- 2 bed/2 bath apt w/pool

FamilyIndoor spacesAccuracy

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.

4.95 out of 5 average rating, 109 reviews

Private pool, Golf Cart, Completely Renovated!

KitchenFamilyQuiet

5 out of 5 average rating, 48 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

Indoor spacesKitchenBreakfast

5 out of 5 average rating, 30 reviews

The exterior of the home is showcased with a well-maintained lawn, bordered by a circular driveway. The facade features neutral stone and brick materials, with a welcoming entrance illuminated by soft outdoor lighting. A flagpole stands proudly at the front, adding a classic touch.

Home in New Port Richey

Deluxe 3bd/2ba w/Heated Pool

Indoor spacesFamilyLocation