Family-friendly holiday rentals in Carrollwood

The spacious living room is adorned with a large blue sectional sofa and a stylish yellow accent chair. A round coffee table sits on a decorative rug, while a smart TV is positioned on an entertainment center. Natural light enters through the blinds of the windows, illuminating the room.

4.84 out of 5 average rating, 128 reviews

🗝Home in Tampa Bay for a cozy stay☀️

A convenient escape located in tampa, FL. This 3 bedroom 2 bath has been beautifully prepared and decorated to give you an amazing tampa experience! Can fit up to 8 people but for comfortability 6-7 is recommended using sofabed. Our home is perfect for travelers looking for a private, clean and pleasant space, as well as families or couples enjoying a vacation. Everything is located within 20 minutes from the house, such as the airport, the riverwalk, Hyde park, and more lovely attractions.

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, 406 reviews

Taste Of Florida-10 mi from Tampa Airport

Welcome to our Taste of Florida! This wonderful, private little Coastal gem (nestled in Beautiful Carrollwood and only 10 miles from the airport) is perfectly located and equipped for vacationers, business travelers and those who just want to get away from the hustle and bustle. Whether you are visiting any of the nearby premier hospitals, theme parks, outlet malls or college campuses, this private in-law suite studio is sure to allow you to relax during your stay in the Tampa Bay Area.

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.

4.91 out of 5 average rating, 150 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.

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.

4.81 out of 5 average rating, 108 reviews

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.

4.95 out of 5 average rating, 146 reviews

Flat in Carrollwood

Dulce hogar

🏡 Apartamento Acogedor para Vacaciones – 1 Cuarto, 2 Camas, Baño y Cocina Independiente Este hermoso apartamento de un dormitorio cuenta con dos camas, baño privado y cocina totalmente independiente, ideal para una estadía cómoda y relajante. 🌿 Ambiente acogedor y sereno, perfecto para desconectarse. ☀️ Ideal para parejas, amigos o viajeros que buscan comodidad. 📍 Ubicado en una zona tranquila, en el centro de todas las atracciones de Tampa,perfecto para disfrutar de unas vacaciones

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

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.

4.89 out of 5 average rating, 105 reviews

Modern 1Bed 1Bath Guesthouse

Kick back and relax in this calm, stylish cozy space! 😃 Freshly remodeled 1 bed 1 bath guest house with all the amenities you would need during your stay! 🏡 Queen bed to stretch out after a long day! 🛏️ En-suite bathroom w/ shower to freshen up 🚿 Futon 🛋️ equipped living room to sleep another guest & enjoy shows on a 65-inch Roku TV 📺🍿 Complete kitchen & dining table for your cooking and dining needs 🍴🥂 Full size washer & dryer to keep your outfits fresh 🧼 🧺

Guest suite in Carrollwood

A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.

4.96 out of 5 average rating, 301 reviews

Soothing Breeze

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. 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’

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

Guest house in Carrollwood

A spacious studio layout features a cozy sleeping area with a queen-size bed, complemented by soft bedding. Wall art adds character above the bed. A small table with stools is situated near the kitchenette, while a TV is mounted on a shelf across the room.

4.89 out of 5 average rating, 146 reviews

Summer Savings | Central Tampa Retreat

☀️ Summer Escape Special! ☀️ Valid for stays now through September 21, 2026. Stay 3+ nights and save 15%, plus enjoy complimentary late checkout (subject to availability). Welcome to Studio Celeste, a peaceful and stylish retreat in the heart of Tampa. Enjoy free Wi-Fi, a private patio, and a quiet, central location just minutes from beaches, downtown, cruises, dining, and attractions. Perfect for business trips, couples, and weekend getaways.

4.92 out of 5 average rating, 141 reviews

A well-lit bedroom showcases a spacious bed covered with a white quilt. A mirrored wardrobe reflects the calming tones of the room. Decorative pillows add subtle color. A dresser with a mirror occupies one wall, while a ceiling fan provides air circulation. Two windows are adorned with teal curtains.

Guest suite in Northdale

*Serenity place* Hosted by Ricky & Tania

Relax and enjoy! You will be close to everything when you stay at this centrally-located apartment. Just 13 miles from Tampa Airport, 10 miles from Bush Gardens, 30 miles from Clearwater Beach, 15 miles from Downtown Tampa. This fully updated apartment is perfect for a small family. It offers 1 queen bed, 1 full sofa bed and 1 bath. Entrance to the right side of the house. Offers 1 parking space, right in front of the garage door. Come today!

The living area features a spacious layout with a comfortable gray sofa and a decorative wooden coffee table. A flat-screen TV is mounted on the wall, while a well-equipped kitchen with modern fixtures is visible in the back. Natural light enters through the windows, creating a bright atmosphere.

4.97 out of 5 average rating, 144 reviews

Charming House 2B/2B Centrally Located Tampa Bay

Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

Popular amenities for Carrollwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.93 out of 5 average rating, 117 reviews

River Front Heated Pool Estate-Busch Garden/USF

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

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.

4.89 out of 5 average rating, 144 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.

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.

4.91 out of 5 average rating, 117 reviews

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

4.83 out of 5 average rating, 101 reviews

Heated Pool+Hot Tub 4BR Tampa Family Game Oasis

4.83 out of 5 average rating, 145 reviews

Home in Northdale

Tampa Vacation Home - 3BR 10 PPL - Pool

4.93 out of 5 average rating, 222 reviews

A hot tub is positioned beside a fire pit, surrounded by greenery and decorative lighting. A projector screen displays images, creating an inviting atmosphere for outdoor entertainment. The space is enhanced by potted plants and gravel pathways, offering a serene retreat.

Guest house in Tampa

Hot Tub + Outdoor Theater + Free Wine! + Ping Pong

Family- and pet-friendly home rentals

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.

4.82 out of 5 average rating, 112 reviews

Family Friendly Oasis Heated POOL - Ace Location

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, 126 reviews

Entire house in Tampa w/ Heated POOL!

A comfortable living area is seen with two sofas adorned with decorative pillows, arranged around a wooden coffee table. A bright painting hangs above the sofas, and natural light filters through lightly draped window treatments.

4.91 out of 5 average rating, 149 reviews

Happy Place

A spacious living area is presented, featuring a large sectional sofa and a coffee table. Bright natural light enters through sliding glass doors leading to the outdoor space, while a ceiling fan adds comfort. The flooring is finished in a warm wood tone, enhancing the cozy atmosphere.

4.82 out of 5 average rating, 158 reviews

5 Star Tampa POOL Oasis

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

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, 117 reviews

Charming Guest House in Tampa

4.9 out of 5 average rating, 109 reviews

Home in Northdale

Relaxing yard & pool at Downton Blue

4.96 out of 5 average rating, 126 reviews

A spacious outdoor area features comfortable lounge chairs and a patio, surrounded by greenery. The deck extends toward the water, with a view of the canal. A covered seating area and plants add to the inviting atmosphere, while overcast skies hint at a serene ambiance.

Cottage in Lutz

Serene Waterfront Cottage with Tranquil Setting

Family-friendly home rentals with a pool

A tranquil outdoor pool area is highlighted, surrounded by lush greenery and palm trees. The pool's clear blue water reflects the sky, which features vibrant hues of pink and purple at sunset. Comfortable lounge chairs are positioned poolside for relaxation.

4.91 out of 5 average rating, 88 reviews

Tropical Haven: Private Pool, Hot Tub, and Bliss

4.96 out of 5 average rating, 119 reviews

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

4.97 out of 5 average rating, 429 reviews

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.

Guest suite in Tampa

The Pearl at Ridgewood Park

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.

4.97 out of 5 average rating, 112 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

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.

4.85 out of 5 average rating, 148 reviews

Zen Holistic Retreat by Carrollwood/Westchase

A seating area features a woven bench adorned with tropical-patterned cushions, positioned against a green wall with a neon sign. The inviting pool glimmers in the background, surrounded by a screened enclosure that enhances the outdoor experience.

4.99 out of 5 average rating, 211 reviews

Tropical Getaway, Perfect Home & Great Location

4.81 out of 5 average rating, 117 reviews

A vibrant red flower stands in the foreground, drawing attention to the tranquil blue pool beyond. The pool area, enclosed by white fencing, is set against a backdrop of green foliage, complementing the peaceful outdoor setting.

Home in Northdale

Eco Getaway & Golf- Heated Pool Home

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.