Family-friendly holiday rentals in Carrollwood

4.86 out of 5 average rating, 121 reviews

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

➤ Spacious Tampa Pool Retreat in a peaceful community, overlooking Babe Zaharias Golf Course! • 10 min to Restaurants, Raymond Stadium & USF • 15 min to Busch Gardens, TPA ➤ Hot Tub Jacuzzi, Putting Green, Fire Pit, Pool ★ Loaded Game Room – Pool Table, Darts, Karaoke & More ★ Sunrise views from the Balcony ★ Courtyard for Yoga & Coffee • Sleeps 14 comfortably with Smart TVs in every room • Wi-Fi & Workspaces ➤ Perfect for family vacations, group trips, snowbirds, remote work, celebrations.

KitchenFamilyParking

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, 136 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.

KitchenIndoor spacesSleep quality

4.88 out of 5 average rating, 239 reviews

A serene lake view is showcased, featuring a wooden dock with colorful chairs overlooking calm waters. Lush greenery and vibrant flowers frame the foreground, while reflections of clouds and trees are visible on the water's surface.

Guest suite in Tampa

Convenience & Peace Private Suite w/ own entrance

Both Convenience & peace! Enjoy your stay in our guest suite with serene water views on a small lake. Spacious suite features a full bedroom, full bath, & living room. We offer a comfy queen bed & if there’s a 3rd occupant, a trundle bed is available. Separate entrance to suite. Located in a quiet neighborhood with minimal traffic. Close to USF, Busch Gardens, Lowry Zoo, & just 12 minutes to downtown. Finally, small dogs are welcome (extra fee applies, see house rules for details) (no cats).

Indoor spacesKitchenShared spaces

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, 121 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.

Indoor spacesFamilyBathroom

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, 171 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 spacesKitchenAmenities

4.94 out of 5 average rating, 327 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.

FamilyKitchenLayout

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

NEW NEW! SPACIOUS ! HEATED POOL. Perfect for longer Stay! Stunningly 2022 renovation. Pool Table, Corn holes, King Bed. Nestled in the quaint Lake Magdalene Carrollwood neighborhood! Located 15 Min to Busch Garden, Downtown Tampa. 45 min to FL best beaches. Enjoy best of both worlds! Grocery and Restaurants within 3 min from the home. Large deep pool and nice backyard space perfect for entertaining! Optional Pool Heater available Oct - March $25 per night

KitchenIndoor spacesLocation

4.82 out of 5 average rating, 321 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,

KitchenIndoor spacesComfort

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, 164 reviews

5 Star Tampa POOL Oasis

Located just a 1/2 mile from 5 Star Tampa Pool Oasis 2 and in the same subdivision this fully renovated 4bed 2bath open concept POOL home with fenced in yard is sure to please! County park 1/4 mile away featuring kids play areas, fitness trail, and basketball courts make this a great family friendly vacation home or long term place to stay. 15 min from TIA, 15 min to Busch Gardens, 20 min to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

FamilyKitchenNearby

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.

FamilyKitchenCheck-in

4.81 out of 5 average rating, 110 reviews

Pool & Hot Tub | Game Room, Fire Pit, Grill

"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.

Indoor spacesKitchenBathroom

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, 153 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).

FamilyKitchenAir conditioning

Popular amenities for Carrollwood family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of a two-story mansion is showcased, featuring elegant arched windows and a red-tiled roof. A stairway leads to the entrance, while a decorative fountain is positioned in front. Lush landscaping surrounds the home, enhancing its inviting appearance.

4.94 out of 5 average rating, 116 reviews

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

KitchenFamilyBathroom

4.98 out of 5 average rating, 164 reviews

Home in Town 'n' Country

Pickleball · Heated Pool · Hot Tub · Game Room

KitchenIndoor spacesCleanliness

4.82 out of 5 average rating, 152 reviews

Tampa Vacation Home - 3BR 10 PPL - Pool

KitchenIndoor spacesHeating

4.87 out of 5 average rating, 142 reviews

Stunning South Tampa 6 Bedroom House

FamilyIndoor spacesHospitality

4.94 out of 5 average rating, 154 reviews

Hot Tub, Pool, 2 King Beds, Mini Golf, Game Room+

FamilyIndoor spacesLocation

4.97 out of 5 average rating, 179 reviews

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

Guesthouse in Tampa

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

FamilyKitchenLocation

4.91 out of 5 average rating, 236 reviews

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.

Home in Town 'n' Country

Rooms with a Pool

Indoor spacesKitchenQuiet

4.94 out of 5 average rating, 125 reviews

Tiny home in Tampa

Spacious 2BR | Chickens | HotTub | Games | Pergola

Indoor spacesKitchenHospitality

Family- and pet-friendly home rentals

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

KitchenIndoor spacesParks

The home's exterior is surrounded by lush, green lawn, with a canopy of trees offering shade. A covered porch is visible in the front, providing outdoor seating. The driveway leads up to the house, which features a light-colored façade and a welcoming entry.

4.94 out of 5 average rating, 100 reviews

3Bd 2Bath on Golf Course Near Tampa Attractions

KitchenIndoor spacesNearby

4.97 out of 5 average rating, 414 reviews

An outdoor patio area is depicted, featuring two chairs positioned on a bed of white gravel. Potted plants add greenery to the space, while string lights are thoughtfully arranged above, contributing to a cozy ambiance. A wooden fence provides privacy and structure to the area.

Guesthouse in Tampa

Eco-Friendly Tampa Cottage - Full Kitchen+Parking

KitchenIndoor spacesCondition

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, 131 reviews

Entire house in Tampa w/ Heated POOL!

FamilyKitchenAccuracy

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, 162 reviews

Cozy Tampa Home with Large Heated Pool

Indoor spacesFamilyLaundry

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 spacesKitchenSleep quality

4.96 out of 5 average rating, 129 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

Indoor spacesFamilyQuiet

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, 236 reviews

beautiful lodging 6 minutes from busch garden

FamilyIndoor spacesSleep quality

Family-friendly home rentals with a pool

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

KitchenFamilyHospitality

4.83 out of 5 average rating, 226 reviews

Spacious home / 35 Foot Pool/Patio on park

KitchenFamilyLocation

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, 129 reviews

Private Cozy Family Retreat, Pool Oasis Near TPA

KitchenIndoor spacesSolo travel

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.

4.82 out of 5 average rating, 123 reviews

¡25% OFF in August! Eco Getaway & Golf-Heated Pool

FamilyKitchenNearby

4.78 out of 5 average rating, 106 reviews

Sunny Oasis Tampa: Heated Pool & Paradise

KitchenIndoor spacesBackyard

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, 223 reviews

Tropical Getaway, Perfect Home & Great Location

Indoor spacesFamilyNearby

4.8 out of 5 average rating, 142 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

KitchenIndoor spacesSleep quality

A round above-ground pool is surrounded by a gravel space, featuring a sturdy ladder for access. A bright yellow flotation device rests in the clear water, reflecting the sunlight. In the background, modern buildings and trees provide a sense of openness.