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, 148 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.

Indoor spacesKitchenWi-Fi

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.

4.85 out of 5 average rating, 132 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.

FamilyIndoor spacesBarbecue

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, 130 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.

KitchenIndoor spacesBackyard

Guesthouse 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, 170 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.

Indoor spacesKitchenSleep quality

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.

4.8 out of 5 average rating, 117 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.

KitchenIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 268 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.

KitchenFamilyBeach

4.94 out of 5 average rating, 325 reviews

An inviting exterior showcases a light blue facade complemented by a stone accent wall. The entrance features a covered porch with a simple light fixture and a welcoming door. A small garden with potted plants lines the pathway, enhancing the entryway.

Guest suite in Northdale

Cozy Carrolwood centrally located to all 1/1

Our one bedroom, one bathroom 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 , parking space, TV cable, Internet/WIFI, First AID, closet space and a sharing Dryer and Washer Machine. Towels, beach chairs and cooler for you to borrow! This premium location offers easy access to restaurants, pharmacies, hospitals, grocery stores and is about 11 miles to Busch Gardens.

FamilyIndoor spacesLong stay

Guest suite in Carrollwood

A cozy sleeping area features a wooden headboard and a red bedspread on a spacious bed. Two nightstands with lamps flank the bed, while decorative wall plates are displayed above. A sliding mirror closet door is visible on one side of the room.

4.96 out of 5 average rating, 340 reviews

Villa Isabella

This is a relaxing place for a couple, a clean, organized, and cozy place for work or vacation. If you want to enjoy the sunshine state, you are more than welcome to come and visit us. The place is private and has its own entrance where guests could get in and out at their own convenience. The entrance door has a smart lock, the code, and the check-in instructions will be given on the same day two hours before the check-in. The check-in will be at 3 pm and the check-out at 11 am.

Indoor spacesKitchenComfort

4.82 out of 5 average rating, 318 reviews

A circular sign featuring the word 'Welcome' in white, crafted with a decorative cursive font. The sign is accented with a black and white checkered bow and adorned with greenery, providing an inviting entryway touch.

Guest suite in Tampa

Quiet, clean and cozy room

This room is a great place to rest, cozy, clean and organized, close to city attractions such as 8 minutes from Busch Garden and Adventure Island, 7 minutes from Tampa Zoo, 13 minutes from Ybor City and Downtown Tampa, 14 minutes from the University of Tampa, 11 minutes from USF and Moffit Cancer Center, 15 minutes from the Port of Tampa and The Florida Aquarium, 12 minutes from Tampa Airport, 10 minutes from I 275 North and South. It is a quiet neighborhood,

Indoor spacesKitchenAccess

4.94 out of 5 average rating, 118 reviews

The Heaven

🏡 Cozy Vacation Apartment – 1 Bedroom, 2 Beds, Bathroom and Separate Kitchen This beautiful one-bedroom apartment has two beds, a private bathroom and a fully independent kitchen, ideal for a comfortable and relaxing stay 🌿 Cozy and serene atmosphere, perfect for disconnecting. ☀️ Ideal for couples, friends, or travelers looking for comfort. 📍 Located in a quiet area, in the center of all Tampa attractions, perfect for enjoying a vacation

Indoor spacesKitchenCleanliness

4.81 out of 5 average rating, 108 reviews

Tampa Pool Home | Hot Tub, Game Room, Sleeps 10

"Every evening ended with us unwinding in the jacuzzi under the stars." That's what a guest had to say about our Tampa home. Days belong to the pool, kids on floats while the grill runs for dinner, and evenings move to the game room and jetted hot tub. Sleeps 10 across four bedrooms: king, two queens, and a full-over-full bunk with trundle, plus a sofa bed. Zoo Tampa 6 miles, Busch Gardens 7, Publix and restaurants minutes away.

FamilyKitchenAir conditioning

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, 152 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).

KitchenFamilyHospitality

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.

4.98 out of 5 average rating, 619 reviews

Cozy AF Tiny-House Oasis

KitchenIndoor spacesNearby

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.

4.93 out of 5 average rating, 137 reviews

The Jungalow SOHO - Pool/Hot Tub

KitchenIndoor spacesHot 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, 344 reviews

The perfect lake house getaway near the airport.

KitchenIndoor spacesHot tub

4.89 out of 5 average rating, 145 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.

FamilyKitchenCheck-in

4.92 out of 5 average rating, 168 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

KitchenIndoor spacesTV

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, 236 reviews

Rooms with a Pool

FamilyKitchenWalkability

4.81 out of 5 average rating, 151 reviews

Tampa Vacation Home - 3BR 10 PPL - Pool

FamilyKitchenCleanliness

4.86 out of 5 average rating, 119 reviews

Golf • Hot Tub • Pool • Fire Pit • Putting Green

Indoor spacesKitchenAccuracy

Family- and pet-friendly home rentals

A living area is presented with a dark sofa paired with a wooden coffee table and a metal console table. Wall art adds a pop of color. Two sliding doors lead to another room, while natural light brightens the space from multiple sources.

4.97 out of 5 average rating, 193 reviews

Home close to TPAAirport beaches*Bucs*BuschGardens

Indoor spacesFamilyComfort

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, 119 reviews

Family Friendly Oasis Heated POOL - Ace Location

KitchenFamilyCleanliness

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, 411 reviews

Taste Of Florida-10 mi from Tampa Airport

Indoor spacesKitchenHospitality

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.

4.95 out of 5 average rating, 160 reviews

Cozy Tampa Home with Large Heated Pool

Indoor spacesFamilyAccuracy

Guesthouse 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, 120 reviews

Charming Guest House in Tampa

Indoor spacesKitchenCheck-in

4.94 out of 5 average rating, 106 reviews

A private entrance is framed by a white fence, leading to an inviting outdoor area. A patio table with four chairs is positioned on the tiled floor, accompanied by an umbrella for shade. Lush plants adorn the space, creating a serene outdoor atmosphere.

Guesthouse in Tampa

The Country's Comfort (heart of Tampa)

KitchenIndoor spacesCleanliness

Guesthouse 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.

4.88 out of 5 average rating, 155 reviews

Casa Celeste | Central Tampa Retreat

FamilyKitchenWalkability

4.99 out of 5 average rating, 351 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

Indoor spacesKitchenTV

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 105 reviews

A serene view of a body of water is captured, with a small boat gliding across. Lush greenery surrounds the area, complemented by a palm tree in the foreground. The sky is adorned with fluffy clouds reflecting on the calm water surface.

Apartment in Tampa

Spacious & Central Apart. at Egypt Lake

Indoor spacesKitchenCondition

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.

4.8 out of 5 average rating, 139 reviews

Villa Paradise

KitchenFamilyParking

4.78 out of 5 average rating, 103 reviews

Sunny Oasis Tampa: Heated Pool & Paradise

FamilyIndoor spacesParks

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.

4.98 out of 5 average rating, 126 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

KitchenIndoor spacesSleep quality

4.83 out of 5 average rating, 225 reviews

Spacious home / 35 Foot Pool/Patio on park

FamilyIndoor spacesGetting around

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, 149 reviews

Zen Holistic Retreat by Carrollwood/Westchase

KitchenFamilyCondition

4.92 out of 5 average rating, 146 reviews

Heated Pool Home · 5 Min to Busch Gardens

KitchenIndoor spacesPets

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.