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.

4.83 out of 5 average rating, 135 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.

4.97 out of 5 average rating, 679 reviews

A modern seating area is depicted with a sleek black sofa adorned with a colorful throw and decorative pillows. A small table holds a vase of flowers. Through the door, a balcony area can be seen, framed by light curtains and greenery visible outside.

Guest suite in Tampa

Davenport Dream Suite

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. Small computer table. 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 suite in Logan Gate Village

Two bright yellow chairs are positioned on a grassy area, overlooking a serene lake. The tranquil water reflects surrounding greenery and features a decorative flamingo. A peaceful atmosphere is created by the nearby trees and open space.

4.99 out of 5 average rating, 194 reviews

Monterey Suite at Citrus Park

You will enjoy a sparkly clean Studio Suite with a private patio area and a peaceful lake view, comfortable adjustable queen bed, full bathroom, cute kitchen and computer station with high speed internet. Conveniently located ,14 minutes to airport/toll , walking distance to Super Walmart. Minutes to Citrus Park Mall , AMC Theaters , Publix, Costco, Sprouts, Airport, Busch Gardens, Raymond James Stadium, NY Yankees Training Camp, Upper Tampa Bay Trail were you can rent bikes and many more.

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.

4.88 out of 5 average rating, 132 reviews

Peaceful & Central Sudio in Tampa

Your Peaceful Retreat in the Heart of Tampa! Discover comfort, style, and convenience in our thoughtfully designed Studio Celeste, nestled in one of Tampa’s most vibrant and centrally located neighborhoods. Whether you're a solo traveler on business, a couple on a weekend escape, or friends enjoying a getaway, our cozy studio is the perfect home base for your stay. Enjoy free Wi-Fi, relax on your private patio, and unwind in a quiet neighborhood just minutes from all that Tampa has to offer.

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.

4.83 out of 5 average rating, 114 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, 400 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.

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.

4.83 out of 5 average rating, 145 reviews

Zen Holistic Retreat by Carrollwood/Westchase

Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Serenity...Enjoy your time in Tampa in premium accommodations! King Casper luxury memory foam mattress's. Spa quality toiletries, amenities and linens. Located less than 20 minutes from ALL the following locations...Busch Gardens, Adventure Island, Lowry Park Zoo, Tampa International Airport (TPA), International Plaza, Raymond James Stadium, Amalie Arena and the Tampa Convention Center.

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.

4.9 out of 5 average rating, 123 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, 101 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, 252 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 Forest Hills

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.

4.83 out of 5 average rating, 308 reviews

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,

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, 134 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).

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.

4.99 out of 5 average rating, 574 reviews

Cozy AF Tiny-House Oasis

4.9 out of 5 average rating, 136 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.

A spacious outdoor area features a heated saltwater pool and hot tub surrounded by lush greenery. A fire feature adds warmth to the setting. The enclosure allows for comfortable relaxation while enjoying an inviting atmosphere.

4.97 out of 5 average rating, 115 reviews

Heated Salt Pool & Spa | Near Airport & Downtown

Home in Old Seminole Heights

4.93 out of 5 average rating, 147 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

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, 229 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.

4.82 out of 5 average rating, 199 reviews

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

4.85 out of 5 average rating, 139 reviews

Home in Northdale

Tampa Vacation Home - 3BR 10 PPL - Pool

4.85 out of 5 average rating, 102 reviews

Home in Forest Hills

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

Family- and pet-friendly home rentals

Guest house in Town 'n' Country

4.99 out of 5 average rating, 318 reviews

Entire Guest House near Tampa airport

4.93 out of 5 average rating, 148 reviews

Home in New Port Richey

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

4.84 out of 5 average rating, 182 reviews

A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.

Flat in Tampa

Private apartment perfectly located in Citrus park

4.9 out of 5 average rating, 109 reviews

Home in Northdale

Relaxing yard & pool at Downton Blue

Home in Old Seminole Heights

A modern bedroom features a metal-framed bed layered with a textured blanket and decorative pillows. Natural light filters through two windows adorned with bamboo shades. A bedside table holds a lamp, while a green plant adds a touch of nature to the space.

5 out of 5 average rating, 108 reviews

Clean & Centrally Located. Family•EV•Pet Friendly

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, 132 reviews

Global Inspired pool Retreat Oasis

4.86 out of 5 average rating, 419 reviews

The exterior of the guest house is framed by lush greenery and palm plants. A patio area is visible, featuring an umbrella and white chairs. A grill is positioned beside the entrance. Natural light streams in through large sliding doors, leading to the yard.

Guest house in Odessa

Private Guest House

4.92 out of 5 average rating, 111 reviews

A cozy kitchenette is featured with sleek white cabinetry, a compact refrigerator, and a granite countertop. Two seating areas are provided: a striped armchair and three bar stools positioned around a counter. Natural light filters in through a nearby window, illuminating the space.

Farm stay in Odessa

Cabin 1 - Marigold Moments

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.

4.9 out of 5 average rating, 78 reviews

Tropical Haven: Private Pool, Hot Tub, and Bliss

5 out of 5 average rating, 4 reviews

Tampa 3BR with Pool & Yard

A spacious screened patio features a glistening pool surrounded by tropical plants. A pink flamingo float and two beach balls add a playful touch to the water. Two lounge chairs are situated nearby, perfect for relaxation under the bright blue sky.

4.92 out of 5 average rating, 102 reviews

The Breeze-private (optional) heated pool house.

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.

4.98 out of 5 average rating, 197 reviews

Tropical Getaway, Perfect Home & Great Location

4.8 out of 5 average rating, 110 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

Getaway & Golf- Heated Pool Home

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.

4.97 out of 5 average rating, 109 reviews

Lakeview Retreat with Private Pool Perfect Getaway

4.63 out of 5 average rating, 63 reviews

Tropical Tampa Oasis ~ Heated Pool