Family-friendly holiday rentals in Carrollwood

4.83 out of 5 average rating, 133 reviews

An open concept living space features a spacious kitchen with dark wood cabinetry and stainless steel appliances. Connection to a cozy seating area is provided by a light-colored sofa adorned with decorative pillows. A dining area with a red tablecloth and seating for six enhances the welcoming atmosphere.

Home in Carrollwood

5 star Tampa Pool Oasis 2

Fully renovated 3bed 2bath open concept home with beautiful pond view and brand new POOL! Luxurious Travertine floors and handscraped wood floors throughout the home and beautifully modern renovated bathrooms. Large county park just 75 steps from the front door featuring kids play areas, fitness trail, and basketball courts make this a great family friendly or long term place to stay. 15 minutes to Busch Gardens, 20 minutes to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

The exterior of a charming bungalow is surrounded by lush greenery and colorful flowers. A pathway of distinctive patterned stones leads to a welcoming entrance with a blue door. The well-maintained garden complements the peaceful setting, inviting guests to explore the serene surroundings.

4.96 out of 5 average rating, 125 reviews

Bungalow Bliss on Highland

Enjoy our beautiful home privately for up to four guests. Perfect for friends, families, or a pair of couples looking to see and do the best Tampa has to offer! Located less than 15 minutes from the Tampa River Walk, Downtown Tampa and Ybor City, and less than 10 minutes from Busch Gardens Amusement Park and the famous Zoo Tampa, your options are many. From restaurants to kayaking, biking to BBQs, we welcome you to find your peace (or adventure) as you nestle into Bungalow Bliss on Highland.

4.97 out of 5 average rating, 675 reviews

A modern seating area is depicted with a sleek black sofa adorned with a colorful throw and decorative pillows. A small table holds a vase of flowers. Through the door, a balcony area can be seen, framed by light curtains and greenery visible outside.

Guest suite in Tampa

Davenport Dream Suite

This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Small computer table. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.

4.82 out of 5 average rating, 116 reviews

Entire house in Tampa w/ Heated POOL!

Our home is a 3/2. You walk into a open space with the dining room, living room & bright kitchen. The 1st bedroom is the Master Bedroom, equipped with a full bathroom, spacious closet, King Size bed & full body mirror. The 2nd bedroom has a queen bed, closet space, decorated with touches of care & is right next to the bathroom. The 3rd bedroom has 2 twin beds, FL touch vibes & is steps away from the bathroom. Last but not least our beautiful backyard with your own private pool! Pool heated

4.85 out of 5 average rating, 142 reviews

A comfortable gray sectional couch is adorned with decorative pillows in various colors and patterns. A vibrant piece of artwork is displayed on the wall, along with a lush green plant nearby. A dining area with round table and bright orange bar stools is visible in the background.

Home in Carrollwood

Zen Holistic Retreat by Carrollwood/Westchase

Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Serenity...Enjoy your time in Tampa in premium accommodations! King Casper luxury memory foam mattress's. Spa quality toiletries, amenities and linens. Located less than 20 minutes from ALL the following locations...Busch Gardens, Adventure Island, Lowry Park Zoo, Tampa International Airport (TPA), International Plaza, Raymond James Stadium, Amalie Arena and the Tampa Convention Center.

Guest house in Carrollwood

A single-story guesthouse is depicted with a modern dark garage door and a neatly landscaped front yard. A large tree provides shade over a portion of the property, while greenery surrounds the walkway leading to the front entrance.

4.9 out of 5 average rating, 115 reviews

Unique Cozy Getaway Near Airport & Park

Welcome to Tampa! Nestled in a quiet neighborhood, this unique and cozy 1-bedroom guesthouse offers the perfect blend of modern comforts and private charm ideal for solo travelers or couples. Enjoy the cozy Green Nook sleeping area, a full service kitchenette, a comfortable working area and more, including Beacon Meadows Park right outside your door. Whether you're here for a short stay or a longer escape, this guesthouse provides a serene, intimate atmosphere for relaxation and recharge.

4.81 out of 5 average rating, 100 reviews

A modern open-concept living area features a sleek kitchen with granite countertops and stainless steel appliances. The space is well-lit by recessed lighting and natural light streaming through the windows. Comfortable seating arrangements are visible, along with a fireplace that adds a cozy touch.

Home in Carrollwood

Family-friendly getaway home in the heart of Tampa

Modern home in the heart of Tampa. Within great distance from amazing entertainment, restaurants, cafes, bars, breweries, and much more. Perfect for weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Tampa has to offer. Step inside to find a bright and spacious living room with tile floors and plenty of natural light. The modern kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook.

4.98 out of 5 average rating, 248 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

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Guest suite in Carrollwood

A serene sleeping area features a queen-sized bed with a floral-patterned coverlet and decorative pillows. A bedside table with a lamp is positioned beside the bed, softly illuminating the space. The walls are painted in a neutral tone, contributing to a calming atmosphere.

4.86 out of 5 average rating, 162 reviews

The Delights

Kick back and relax in this quiet and elegant space. It is a fantastic and very private apartment to spend a wonderful vacation or to do your work, all the benefits of a private suite, it has a queen size bed, full bathroom, kitchen, closet and work desk, Wi-Fi high speed internet, 55 "Smart TV, IPTV Channels, Casting Service, Coffee maker to enjoy a good coffee in the morning. Just a few minutes from the mall, airport, cinemas, restaurants, and other attractions of the Sunshine State.

Guest house in Carrollwood

A cozy bedroom features a spacious bed with plush pillows, illuminated by soft blue lighting from the headboard. A bedside lamp provides additional light, while artwork adorns the wall above the bed. Ample closet space is visible next to the door.

4.98 out of 5 average rating, 111 reviews

Charming Guest House in Tampa

Welcome to your cozy getaway in Tampa! Our guest house combines comfort and style, perfect for any traveler—whether visiting for leisure or work. Relax in a thoughtfully designed space featuring a peaceful bedroom, modern bathroom, and private patio ideal for morning coffee or unwinding in the evening. Nestled in a quiet neighborhood, you’re just minutes away from Tampa’s top attractions, dining spots, and beaches. Book your stay and let us make your visit truly memorable!

A vibrant mini golf area is featured, with lush green turf and a red golf putter positioned nearby. A smiling yellow golf ball, adorned with sunglasses, sits prominently on the course, adding a playful touch to the setting.

4.96 out of 5 average rating, 131 reviews

The Ashley Fun House - Tampa, Fl

Welcome to the Ashley Fun House! We have lots of family friendly activities and pet friendly. Located 10 minutes from the Tampa Airport, 10 minutes from downtown Tampa and Riverwalk, 3 miles from Busch Gardens/Adventure Island, 1.3 miles from Lowry Park Zoo, 5 miles from Tampa Bay Bucs Stadium, 6 miles from Amalie Arena. Please understand the house is located in an urban area of Tampa so the area may be a little noisy on the weekends and very seldom during the week.

4.98 out of 5 average rating, 218 reviews

A serene sleeping area is defined by a wooden bed frame draped with sheer white fabric. The plush bedding features a subtle pattern. A vibrant green plant wall provides a backdrop, and a decorative neon sign reading 'Tiny Tulum' adds a modern touch.

Guest suite in Tampa

Tiny Tulum | Tropical Oasis in Tampa’s Heart!

Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

Popular amenities for Carrollwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.99 out of 5 average rating, 569 reviews

Cozy AF Tiny-House Oasis

4.91 out of 5 average rating, 202 reviews

A bright red bedroom features a spacious bed covered with white linens and decorative pillows. A modern lamp stands on a circular side table, casting warm light. A zebra-patterned rug lies on the floor, adding a bold contrast to the vibrant walls.

Tiny home in Lutz

Tiny Red - Art House & Garden Retreat

Home in Timberlane Woodlake

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.

4.95 out of 5 average rating, 325 reviews

The perfect lake house getaway near the airport.

4.91 out of 5 average rating, 133 reviews

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

Lovely 2-bedroom private Apt. with hot tub.

Home in Old Seminole Heights

4.92 out of 5 average rating, 143 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

An outdoor gazebo features a jacuzzi and a seating area with two bar stools. Surrounding the structure are planters filled with vibrant foliage, enhancing the inviting atmosphere. The area is designed for relaxation, with a wooden deck providing a warm, natural touch.

4.88 out of 5 average rating, 180 reviews

Charming home near BUCS stadium & Midtown Tampa!

Camper van/Motorhome in Tampa

An outdoor campfire area is surrounded by colorful chairs, creating a warm gathering spot. A camper is visible in the background along with a gazebo seating area. The scene is enhanced by natural greenery and soft evening light, providing a cozy atmosphere.

4.92 out of 5 average rating, 106 reviews

Fun outdoor activities | Wi-Fi | HotTub | Games |

4.9 out of 5 average rating, 145 reviews

A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.

Home in Sunset Park

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Family- and pet-friendly home rentals

A spacious orange house is framed by lush green grass and shaded by a large oak tree. Flower beds with colorful plants line the front, while a clean driveway extends alongside the property. The surrounding area is quiet and residential, with simple fencing visible in the background.

4.97 out of 5 average rating, 210 reviews

beautiful lodging 6 minutes from busch garden

Cottage in Bayshore Beautiful

A comfortable seating area features two light-colored sofas with throw pillows, arranged around a rustic wooden coffee table. A decorative screen provides partial division from other spaces, and a textured rug is laid beneath the furniture, enhancing the warm ambiance of the room.

4.78 out of 5 average rating, 190 reviews

Gasparilla Bayshore Good Vibes cottage

Tiny home in Forest Hills

A compact kitchenette is featured in this tiny home, showcasing a small refrigerator and microwave. Open shelving displays pots and dishes, while a stylish bar stool offers seating. A full bathroom entry is visible to the right, with contemporary finishes and natural light from the window.

4.83 out of 5 average rating, 204 reviews

Private Tiny Home • Own entrance

5 out of 5 average rating, 150 reviews

A spacious living room features a large sectional sofa adorned with green pillows and a coffee table placed on a vibrant area rug with palm leaf designs. A flat-screen TV is mounted on the wall, complemented by decorative accents and artwork throughout.

Villa in Safety Harbor

Villa Key West "Villas by Christine"

A comfortable living area is highlighted by a plush sofa and a modern coffee table, with a 75-inch Smart TV mounted on the wall. Natural light floods the room through sliding glass doors that provide a view of the outdoor pool area.

4.85 out of 5 average rating, 105 reviews

Family Friendly Oasis Heated POOL - Ace Location

Guest suite in Carrollwood

A cozy sleeping area features a plush queen-sized bed with a patterned throw blanket. A lamp sits on a bedside table, illuminating a nautical-themed artwork above the bed. A comfortable chair is positioned nearby, and a decorative 'Beach' sign adorns the wall.

4.94 out of 5 average rating, 400 reviews

Taste Of Florida-10 mi from Tampa Airport

4.84 out of 5 average rating, 129 reviews

A calming bedroom features a spacious bed covered with a soft blue quilt and a neatly folded white towel. Natural light filters through the patterned curtains, and a wall-mounted television is positioned above a wooden nightstand. A small lamp rests on a bedside table.

Home in North Tampa

Perfect get away home fully stocked

4.93 out of 5 average rating, 118 reviews

A spacious living area features a large L-shaped couch and a mounted television, providing a cozy spot for relaxation. A well-equipped kitchen showcases modern appliances and a granite countertop, with a selection of wine and fresh fruits arranged for guests. The backyard outdoor seating area overlooks a heated pool, surrounded by a fully fenced yard for privacy.

Home in Forest Hills

Dive Into Luxury with Our Heated Pool House!

Family-friendly home rentals with a pool

Guest suite in Ridgewood Park

A spacious sleeping area features a dark quilted bedspread and a ceiling fan providing airflow. Natural light enters through the nearby windows, illuminating the decor. The kitchen area is visible in the background, with dark cabinetry contrasting against lighter walls.

4.97 out of 5 average rating, 395 reviews

The Pearl at Ridgewood Park

4.98 out of 5 average rating, 112 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Bay Crest Park

Canal views, weekly and monthly Discounts

4.83 out of 5 average rating, 217 reviews

Home in Northdale

Spacious home / 35 Foot Pool/Patio on park

4.84 out of 5 average rating, 181 reviews

A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.

Flat in Tampa

Private apartment perfectly located in Citrus park

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

4.97 out of 5 average rating, 103 reviews

Lakeview Retreat with Private Pool Perfect Getaway

4.78 out of 5 average rating, 37 reviews

An outdoor space features a dining table with woven chairs, positioned beside a swimming pool. A screened enclosure provides views of the pool area and surrounding greenery. Two hanging chairs are visible, while a ceiling fan overhead contributes to air circulation.

Home in Northdale

Just 15 min Aiport-Luxury house, new pool, BbQ wif

4.9 out of 5 average rating, 108 reviews

A cozy outdoor area is enhanced by a fire pit surrounded by multiple seating options. The pool glows invitingly under the evening sky, with soft lighting strung above. A sun shade protects this relaxing space, creating an ideal setting for gatherings.

Home in Clearwater

Watch the Sunrise at Sunrise! @ Clearwater home.