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, 133 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, 675 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’

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, 128 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.

Guest suite in Logan Gate Village

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.

4.86 out of 5 average rating, 259 reviews

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).

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, 142 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.

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, 115 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, 100 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, 248 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.

4.92 out of 5 average rating, 134 reviews

A well-lit bedroom showcases a spacious bed covered with a white quilt. A mirrored wardrobe reflects the calming tones of the room. Decorative pillows add subtle color. A dresser with a mirror occupies one wall, while a ceiling fan provides air circulation. Two windows are adorned with teal curtains.

Guest suite in Tampa

*Serenity place* Hosted by Ricky & Tania

Relax and enjoy! You will be close to everything when you stay at this centrally-located apartment. Just 13 miles from Tampa Airport, 10 miles from Bush Gardens, 30 miles from Clearwater Beach, 15 miles from Downtown Tampa. This fully updated apartment is perfect for a small family. It offers 1 queen bed, 1 full sofa bed and 1 bath. Entrance to the right side of the house. Offers 1 parking space, right in front of the garage door. Come today!

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, 131 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).

4.77 out of 5 average rating, 278 reviews

An outdoor seating area features two black woven chairs and a glass-top table, shaded by a large umbrella. A clean white fence provides privacy, while small white stones cover the ground, creating a neat appearance. A door leads into the guesthouse interior.

Flat in Tampa

Apart Citrus 15 min from Airport/20 min BushGarden

The apartment is located in the community of Carrollwood Meadows, the neighborhood is quiet and peaceful. 5 minutes from Citrus Park Mall, Chili’s Grill and Bar, Olive Garden, and other restaurants 15 minutes from the Airport of Tampa and Raymond James Stadium 20 minutes from Bush Garden Parks and Recreation. 40 minutes from Clearwater Beach 20 minutes from Downtown Tampa

4.89 out of 5 average rating, 303 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

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, 569 reviews

Cozy AF Tiny-House Oasis

4.93 out of 5 average rating, 190 reviews

A cozy glamping tent is featured under a wooden shelter, showcasing a queen bed inside. Two red Adirondack chairs are positioned outside, complemented by a potted plant. A colorful patterned rug adds a vibrant touch, and a fan is visible within the tent.

Tent in Lutz

Tiny House/Glamping/Camping Tent & Garden Retreat

4.91 out of 5 average rating, 133 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.

4.75 out of 5 average rating, 125 reviews

Walk to Raymond James Stadium! Pool/ Hot Tub Home!

Home in Old Seminole Heights

4.92 out of 5 average rating, 143 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

4.99 out of 5 average rating, 155 reviews

An aerial view showcases the property nestled among lush greenery along the Alafia River. A spacious yard is bordered by trees, and a covered pool area is visible. The river reflects the surrounding landscape, contributing to the tranquil setting of the retreat.

Guest suite in Riverview

The Guest House at Riverbend Retreat Fla.

4.93 out of 5 average rating, 216 reviews

Red Comfort Trip Private Jacuzzi, near Busch Gard

4.85 out of 5 average rating, 139 reviews

Tampa Vacation Home - 3BR 10 PPL - Pool

Family- and pet-friendly home rentals

Guest house in Town 'n' Country

4.99 out of 5 average rating, 312 reviews

Entire Guest House near Tampa airport

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, 116 reviews

Entire house in Tampa w/ Heated POOL!

4.84 out of 5 average rating, 129 reviews

A calming bedroom features a spacious bed covered with a soft blue quilt and a neatly folded white towel. Natural light filters through the patterned curtains, and a wall-mounted television is positioned above a wooden nightstand. A small lamp rests on a bedside table.

Home in North Tampa

Perfect get away home fully stocked

Guest suite in Carrollwood Village

A cozy studio room features a king bed with light-colored bedding, complemented by wood flooring. A small dining table sits near a window, enhancing the natural light. Decorative nautical elements, including a ship's wheel and an anchor, adorn the walls, creating a relaxed atmosphere.

4.98 out of 5 average rating, 276 reviews

Boating in law suite

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.

4.91 out of 5 average rating, 128 reviews

Global Inspired pool Retreat Oasis

4.96 out of 5 average rating, 119 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

An outdoor patio area is displayed, featuring two wicker chairs positioned around a small circular table. A neatly paved pathway leads to a grassy area in the distance, with a white fence bordering the space, enhancing the sense of privacy.

4.92 out of 5 average rating, 194 reviews

the Star

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, 121 reviews

#36 Casa Montes - Buccaneers Stadium

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 161 reviews

Home in Pinellas Park

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

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, 123 reviews

Villa Paradise

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, 101 reviews

The Breeze-private (optional) heated pool house.

4.98 out of 5 average rating, 112 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Bay Crest Park

Canal views, weekly and monthly Discounts

4.95 out of 5 average rating, 107 reviews

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

4.83 out of 5 average rating, 217 reviews

Spacious home / 35 Foot Pool/Patio on park

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.

4.8 out of 5 average rating, 109 reviews

Getaway & Golf- Heated Pool Home

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.