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, 142 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.

4.86 out of 5 average rating, 267 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 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.

4.98 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.

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, 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.

4.93 out of 5 average rating, 102 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

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).

4.88 out of 5 average rating, 316 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.

Popular amenities for Carrollwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor area features a private spa with bubbling water, surrounded by lush greenery. Warm string lights illuminate the patio, enhancing the welcoming atmosphere. The modern home design includes large glass doors leading to a dining space, visible through the open layout.

4.95 out of 5 average rating, 256 reviews

Unforgettable Fortress - Near Everything Tampa

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, 602 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

4.91 out of 5 average rating, 233 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

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, 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

Family- and pet-friendly home rentals

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

4.95 out of 5 average rating, 151 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

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!

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

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

4.99 out of 5 average rating, 111 reviews

A modern kitchen features white cabinetry and black appliances, including a spacious black refrigerator and oven. A window provides natural light over a wooden countertop, accentuated by decorative items. The patterned floor tiles add contrast to the overall design, creating a functional cooking space.

Bungalow in Tampa

Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa

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 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, 120 reviews

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

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, 113 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

4.86 out of 5 average rating, 28 reviews

A peaceful lakeside view features gentle ripples created by ducks gliding across the water. Reflections of nearby apartment buildings are visible on the serene surface, surrounded by lush greenery and a clear sky.

Apartment in Carrollwood

Waterfront Apt Close to Beaches, Airport, Downtown

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.