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 spacesFamilyHospitality

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.

FamilyKitchenBathroom

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.

Indoor spacesFamilyTV

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.

Indoor spacesFamilyTV

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.

KitchenIndoor spacesAccess

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

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.

KitchenIndoor spacesCheckout

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

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.

KitchenIndoor spacesLaundry

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.

KitchenIndoor spacesSleep quality

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.

KitchenIndoor spacesAccess

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.

FamilyIndoor spacesQuiet

4.94 out of 5 average rating, 117 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 spacesKitchenParking

4.8 out of 5 average rating, 107 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.

KitchenFamilyQuiet

Popular amenities for Carrollwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

FamilyIndoor spacesOutdoor spaces

4.97 out of 5 average rating, 175 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"

Indoor spacesKitchenHot tub

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

KitchenFamilyAccuracy

4.81 out of 5 average rating, 151 reviews

Tampa Vacation Home - 3BR 10 PPL - Pool

Indoor spacesKitchenOutdoor spaces

4.96 out of 5 average rating, 200 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

FamilyIndoor spacesAccuracy

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 spacesAmenities

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

FamilyKitchenCheck-in

4.86 out of 5 average rating, 119 reviews

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

FamilyIndoor spacesCondition

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 135 reviews

A small outdoor dining area is visible, featuring a round table with two woven chairs. The table is set with four glasses and decorative plates. A glass door leads into the interior space, allowing for easy access while enjoying the fresh air.

Guesthouse in Tampa

2 King Turtle Nest

Indoor spacesKitchenComfort

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

Indoor spacesKitchenValue

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

Indoor spacesFamilyAmenities

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 spacesKitchenOutdoor spaces

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

KitchenFamilyLong stay

4.88 out of 5 average rating, 238 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

FamilyKitchenBathroom

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.

4.93 out of 5 average rating, 149 reviews

Global Inspired pool Retreat Oasis

Indoor spacesFamilyPets

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 spacesFamilyPets

Family-friendly home rentals with a 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.

4.98 out of 5 average rating, 126 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

KitchenFamilyGetting around

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, 122 reviews

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

KitchenFamilyOutdoor spaces

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, 220 reviews

Tropical Getaway, Perfect Home & Great Location

FamilyKitchenDecor

4.83 out of 5 average rating, 225 reviews

Spacious home / 35 Foot Pool/Patio on park

Indoor spacesKitchenWalkability

4.78 out of 5 average rating, 103 reviews

Sunny Oasis Tampa: Heated Pool & Paradise

Indoor spacesKitchenGetting around

The kitchen features wooden cabinetry, a central island with seating, and modern appliances. Natural light enters through the glass doors, illuminating the granite countertops. A coffee maker and dishwasher are visible, and the tiled floor adds a polished finish to the overall space.

4.88 out of 5 average rating, 218 reviews

Entire residential home, Tampa. 3/2, Pool.

Indoor spacesKitchenCleanliness

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

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