Family-friendly holiday rentals in Carrollwood

4.86 out of 5 average rating, 266 reviews

The open dining area features a modern table with metal chairs, accented by a checkered tablecloth. Natural light fills the space, illuminating the sleek kitchen in the background. A cozy living room is visible, showcasing comfortable seating arrangements.

Guest suite in Tampa

Entire apartment, close to everything 2B/1B

Our two-bedroom, one-bath apartment with a clean stocked kitchen is the perfect place for your next vacation! This is a complete space next to the main property with a private entrance, A/C, dryer/ washer, parking space, TV Cable, internet/WiFi, First AID, dresser and closet space. Towels, beach chairs and cooler for you to borrow!This premium location offers walkability to the restaurants and Super Walmart, and is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

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 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.

4.92 out of 5 average rating, 144 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, 107 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.

4.98 out of 5 average rating, 260 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.

4.88 out of 5 average rating, 100 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 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

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!

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, 144 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.

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, 142 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).

4.88 out of 5 average rating, 315 reviews

A cozy bedroom features a wooden bed frame with a floral-patterned comforter, complemented by matching bedside tables. A lamp provides soft lighting beside the bed, while an air conditioning unit is mounted on the wall. A framed artwork adds a decorative touch to the room.

Flat in Tampa

Marrero Villa Paradise

Enjoy our completely independent and private apartment including parking for 2 cars. We are at the end of a cul-de-sac, which provides more peace and privacy for our guests. We are centrally located and just minutes from Tampa's great attractions and airport. Our main goal is cleanliness and to try to provide you with every detail as if it were your own home.

4.98 out of 5 average rating, 392 reviews

A well-appointed bedroom features a spacious bed with crisp white sheets and a contemporary headboard. Nightstands with lamps are positioned on either side, while a large artwork piece hangs above the bed. The room's floor is adorned with elegant marble tiles, enhancing the overall aesthetic.

Flat in Northdale

Northdale Apartment

Welcome to our home. This accommodation is located in a quiet neighborhood, 15 minutes from airport, 30 minutes from Clearwater beach, 10 minutes from the stadium and bush garden 5 minutes from CitrusPark Mall, close to expressway Veterans and has many grocery stores nearby. It also has parking and a private entrance.

4.88 out of 5 average rating, 200 reviews

Flat in Carrollwood

Private 1 Bed Apt with Pool and water front.

Hi, my name is Ivelise, and I’m happy to welcome you! I’m a friendly, respectful, and caring person who truly enjoys hosting and making guests feel comfortable and at home. I take pride in offering clean, peaceful, and well maintained space where you can relax after a long day.

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

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 127 reviews

The Jungalow SOHO - Pool/Hot Tub

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, 338 reviews

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.

4.92 out of 5 average rating, 158 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.

4.98 out of 5 average rating, 310 reviews

Pool + Park + Private = Perfect Place

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.

4.91 out of 5 average rating, 232 reviews

Rooms with a Pool

An outdoor area is showcased with a multicolored basketball court in the foreground, leading to a spacious yard. A dining set with an umbrella sits under a tree, and a swim spa is visible in the background, surrounded by manicured landscaping and stepping stones.

4.83 out of 5 average rating, 207 reviews

River Oasis w/ Swim Spa & Hoop Court walk to Zoo

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.

4.83 out of 5 average rating, 111 reviews

Family Friendly Oasis Heated POOL - Ace Location

4.99 out of 5 average rating, 327 reviews

The tiny home is set amidst a lush forest backdrop, featuring a welcoming entrance that is framed by large windows. A spacious wooden deck is adorned with comfortable seating, including two bright blue chairs and two red chairs. A black hammock hangs between trees, inviting relaxation.

Campsite in Thonotosassa

The Palm Tree Getaway

4.9 out of 5 average rating, 109 reviews

Home in Northdale

Relaxing yard & pool at Downton Blue

An enclosed pool area features a clear blue pool surrounded by vibrant plants and flower pots. Comfortable seating is provided on a patterned rug, creating an inviting space for relaxation. Lush grass is visible outside the pool enclosure, enhancing the serene outdoor atmosphere.

4.92 out of 5 average rating, 138 reviews

Global Inspired pool Retreat Oasis

4.96 out of 5 average rating, 163 reviews

The cottage features a welcoming front porch adorned with vibrant flowers and lush greenery. A stone pathway leads to the entrance, framed by well-maintained landscaping. Large windows allow ample natural light, enhancing the charm of the remodeled exterior.

Cottage in Tampa

Wonderful 2-Br, 2 Bath Cottage near the river.

A modern living area features a large sectional sofa against a dark accent wall, with decorative wall hangings and art pieces. A coffee table is centered on a patterned rug, surrounded by woven poufs. Natural light fills the space from large windows, enhancing the welcoming vibe.

4.93 out of 5 average rating, 130 reviews

#36 Casa Montes - Buccaneers Stadium

4.82 out of 5 average rating, 179 reviews

Home in Lutz

Lovely Lutz Living

4.87 out of 5 average rating, 154 reviews

The entrance features a charming porch supported by two elegant columns. A decorative stone façade accents the archway leading to a wooden front door. The pathway is laid with colorful pavers, creating a welcoming approach to the home.

Flat in Tampa

Niurka's Apartment

Family-friendly home rentals with a pool

A serene outdoor space features a rectangular swimming pool, surrounded by a spacious paved area. Two chairs are positioned near the pool. A white fence provides privacy, while trees line the background, enhancing the tranquil setting.

4.81 out of 5 average rating, 132 reviews

Villa Paradise

4.95 out of 5 average rating, 150 reviews

A heated swimming pool is surrounded by a covered patio. A dark wicker seating area is visible next to the pool, along with a grill and an outdoor projector displaying an image on a wall. String lights create a soft illumination around the space.

Home in Northdale

Cozy Tampa Home with Large Heated Pool

4.96 out of 5 average rating, 118 reviews

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

A bright living area features a plush, mustard-colored sofa adorned with colorful cushions. In the background, a modern kitchen is visible, equipped with stainless steel appliances and white cabinetry. Pendant lights hang above the kitchen island, enhancing the open-concept layout.

4.95 out of 5 average rating, 155 reviews

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

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, 210 reviews

Tropical Getaway, Perfect Home & Great Location

4.81 out of 5 average rating, 116 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

4.92 out of 5 average rating, 143 reviews

A saltwater pool is featured with a large yellow inflatable duck wearing sunglasses. Water splashes create a lively ambiance, while a shaded patio area is visible in the background. Roller coasters can be seen beyond the pool area, highlighting the proximity to attractions.

Villa in Tampa

Busch Gardens Deluxe Edition w/heatedpool