Family-friendly holiday rentals in Carrollwood

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.

4.84 out of 5 average rating, 141 reviews

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 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.

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!

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. outside a beautiful backyard with your own private pool! Pool heated at a fee.

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.

4.92 out of 5 average rating, 145 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, 261 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, 171 reviews

Las Delicias

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.

4.88 out of 5 average rating, 102 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 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’

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.

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, 600 reviews

Cozy AF Tiny-House Oasis

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, 128 reviews

The Jungalow SOHO - Pool/Hot Tub

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.

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, 208 reviews

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

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, 116 reviews

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

4.83 out of 5 average rating, 100 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

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 221 reviews

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.

Tiny home in Tampa

Private Tiny Home • Own entrance

Guest house in Town 'n' Country

4.99 out of 5 average rating, 342 reviews

Entire Guest House near Tampa airport

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

4.96 out of 5 average rating, 167 reviews

A heated saltwater pool and spa are presented, set against a serene waterfront view. Lush palm trees and well-maintained landscaping frame the area, while the tranquil canal reflects the clear blue sky. Comfortable seating is positioned nearby for relaxation.

Home in Town 'n' Country

NEW Heated Salt Pool & Spa on Waterfront Canal

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, 139 reviews

Global Inspired pool Retreat Oasis

A spacious living area features a tiled floor with a decorative pattern and natural light flowing through large windows. Comfortable seating is arranged alongside a small dining area, framed by bright wall decor and views of a landscaped outdoor space.

4.98 out of 5 average rating, 168 reviews

Home away from Home

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

4.94 out of 5 average rating, 470 reviews

Home in Seminole Heights

Early Check In-Centrally Located-Quiet Street

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 100 reviews

A tranquil evening view shows a pool surrounded by a white fence, with a palm tree nearby. The calm water reflects soft lights from the opposite shore, creating a serene atmosphere complemented by the night sky.

Flat in Tampa

Spacious & Central Apart. at Egypt Lake

4.81 out of 5 average rating, 132 reviews

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.

Home in Town 'n' Country

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

5 out of 5 average rating, 22 reviews

Tampa, 2BR Retreat/King Bed/Com pool/sleeps 4

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, 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