Family-friendly holiday rentals in South Tampa

4.89 out of 5 average rating, 108 reviews

The kitchen features a central island with dark cabinetry and a white countertop, providing ample workspace. In the background, stacked washers and dryers are visible. Comfortable bar stools are positioned at the island, and a light fixture hangs overhead, illuminating the area.

Townhouse in Tampa

Cozy & Chic Townhome in the Heart of South Tampa

LOCATION, LOCATION, LOCATION! I have absolutely adored living in this hidden DIAMOND of a townhome. It’s time to share my favorite place with the world. Welcome to Diamond in The Bay! *5 mins to Bayshore Blvd *10-15 mins to all Downtown Tampa has to offer (Soho, Hyde Park Village, Amalie Arena, etc) *10 mins to Tampa International Airport *15 mins to Historic Ybor *20 mins to Raymond James Stadium *20-25 mins to Downtown St Petersburg *30-35 mins to St Pete Beach *45 mins to Clearwater Beach

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.

4.95 out of 5 average rating, 112 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

A two-story guest house is shown with a well-maintained exterior. The image features a staircase leading to the upper level and a spacious pool area with surrounding pavers. An outdoor dining space with a table and chairs is visible, providing options for relaxation and enjoyment.

4.97 out of 5 average rating, 119 reviews

Entire Guesthouse - Tampa

Looking for a great stay in Tampa? This is the perfect place! One bed bedroom and one bath upstairs guest house that is detached from the main house. Located in a family-friendly neighborhood, this gem is centrally located to everything Tampa has to offer. Pool is not part of listing. Parking is in the street in front of house. No more than 1 vehicle per renter. Perfect for short term stay! Close to: TPA - 12 min Downtown Tampa - 8 min Raymond James Stadium - 10 min Amelie Arena - 9 min

4.95 out of 5 average rating, 358 reviews

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

Guest house in Tampa

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

A private pool area features a heated pool surrounded by lush greenery and a patio area. Two lounge chairs with patterned cushions are positioned beside the water. A seating area can be seen in the background, along with a tasteful outdoor dining setup.

4.98 out of 5 average rating, 105 reviews

Historic Pool Home (heated pool) in South Tampa.

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private pool, and walk to Starbucks and other local restaurants. Dogs welcome with pre-approval from your hosts. We would love to welcome you to our clean and cozy home. No cleaning fees! ;-)

4.94 out of 5 average rating, 147 reviews

A spacious living area features a large sectional sofa with neutral-toned cushions surrounding a wooden coffee table. A textured area rug covers the hardwood floor, while a green wall adorned with plants and soft lighting adds a natural touch. A flat-screen TV is mounted on the wall.

Home in Virginia Park

Boho | TPA's Central Lux Zip Code | Otdr TV, Games

🌴 Boho 3-bed home in elite South Tampa ZIP. Fast Wi-Fi, fully stocked kitchen, and an outdoor lounge with TV & games. 🛏️ 3 Queen bedrooms 👶 Kid gear: crib, bath, gates & dinnerware 📺 55” Outdoor Smart TV 🚗 Free driveway parking for 3 📍 8 min to Downtown Tampa & ✈️ Tampa International Airport 💼 Perfect for families or work trips seeking style and convenience 💬 Need a longer stay? Message me directly for a special discount 🔜 Early 2026: Hot tub, outdoor shower & ping pong table

Cottage in Bayshore Beautiful

A comfortable seating area features two light-colored sofas with throw pillows, arranged around a rustic wooden coffee table. A decorative screen provides partial division from other spaces, and a textured rug is laid beneath the furniture, enhancing the warm ambiance of the room.

4.78 out of 5 average rating, 192 reviews

Gasparilla Bayshore Good Vibes cottage

Great location for this cottage one block from Infamous Bayshore Blvd. Smart Tv's and quiet back porch with fire pit makes this location perfect for vacationers. Short walk to Bayshore blvd with scenic views of downtown Tampa and beautiful Tampa Bay water ways. Come and enjoy biking, running, skating or just walking along this 4 miles continuous waterfront walkway. You will have views of Tampa Bay on one side and views of multi-million dollar homes on the other during your stroll.

Home in Bayshore Beautiful

4.91 out of 5 average rating, 157 reviews

FLASH SALE! 3bd Near Bayshore |King beds| Pets ok!

🚨Special Offer: We’re running a limited-time Flash Sale for select dates! Message us to unlock exclusive savings for your short term or mid term stay‼️ 🏡Charming 3BR/2BA bungalow just 1 block from Bayshore Blvd — Tampa’s iconic 4.5-mile waterfront linear park! Enjoy the whole home to yourself: relax on the screened porch, sip wine in the clawfoot tub, grill out, or play in the backyard. Walk or bike to parks, restaurants, and Tampa’s top spots. Book your bay stay now! 🌴🚲🛁

4.93 out of 5 average rating, 140 reviews

A modern living area features a comfortable sofa and two upholstered blue chairs. A wooden coffee table with decorative items sits in the center. Light filters in through the window, illuminating the space, which is complemented by a neutral wall color and well-placed lamps.

Home in Bayside West

Tampa’s Cozy Home - Ideal Location & Amenities!

Your modernly updated & perfectly located home will provide everything you may need:★OUTDOOR RETREAT with Grill, Hammocks & Pond★CHEF'S KITCHEN fully equipped ★dedicated OFFICE/WORKSPACE★comfy & functional living, dining & sleeping amenities. Very desirable Tampa neighborhood with quick access to Downtowns Tampa or St. Pete, Westshore/Airport areas, MacDill AFB, nightlife/sports/shopping/entertainment venues and Bay area beaches. EV charging capability available.

Apartment in Bayshore Gardens

A cozy living room features a sectional sofa and two accent chairs with colorful pillows. A round coffee table centers the space, while a large flat-screen television is mounted on the wall. Natural light streams through glass doors leading to the patio.

4.98 out of 5 average rating, 212 reviews

Location! 1 Block from Bayshore / SOHO / Hyde Park

Enjoy the best of South Tampa in this spacious 2-bedroom, 2-bath ground-floor condo just steps from Bayshore Boulevard. Features include a comfortable living space, large private patio, updated kitchen, and dedicated covered parking. Located three blocks from South Howard Ave with quick access to downtown, Amalie Arena, Ybor City, UT, and the Convention Center. Bay views included. Not available during Children’s or Adult Gasparilla Parade weekends per HOA policy.

A spacious living area features a comfortable seating arrangement, large windows allowing natural light, and a seamless flow to the dining space. Nearby, a cozy bedroom is highlighted by a wide bed and inviting decor, while an outdoor area presents a fire pit surrounded by chairs on a lush lawn.

4.94 out of 5 average rating, 102 reviews

3bed/2ba house (pet friendly) close to everything

Discover the perfect blend of convenience and comfort in our highly rated pet-friendly* home. This charming house is strategically located, providing easy access to all that Tampa has to offer, including: Airport: A 10-minute drive away. Downtown, Stadiums, & Arenas: Just a 10-minute journey to immerse yourself in the vibrant city life. Bayshore Boulevard: A delightful stroll or jog is within walking distance, perfect for you and your furry friends.

4.92 out of 5 average rating, 184 reviews

Bungalow in Bayside West

Boutique Bungalow with Private Saltwater Pool

Relax in a crisp Florida bungalow with a private saltwater pool set in a fully private backyard oasis. Whether you are coming to Tampa for an event, extending your cruise vibe, or coming to Tampa for work, this home has got you covered. You’ll be 15 minutes from the Tampa Convention Center and the Port Tampa Bay Cruise Terminal, close to South Tampa dining and nightlife, 10 minutes to TPA, and an easy drive to award-winning Gulf beaches.

Popular amenities for South Tampa 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, 243 reviews

Unforgettable Fortress - Near Everything Tampa

A bright living area features two modern leather chairs positioned around a wooden coffee table with decorative items. Natural light enters through large windows, illuminating the open layout which includes a dining area and a kitchen in the background.

4.94 out of 5 average rating, 103 reviews

The Great Escape

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, 572 reviews

Cozy AF Tiny-House Oasis

4.91 out of 5 average rating, 105 reviews

A private hot tub is positioned on a wooden deck, outfitted with two black chairs and a small table. The cottage features a light blue exterior with a white door framed by two towels. A pergola with climbing plants is visible in the background.

Cottage in Safety Harbor

Heart of Safety Harbor | Hot Tub | Luxe Comfort

Townhouse in Tampa Heights

An inviting backyard oasis features a spacious hot tub surrounded by a carpeted grass area. Comfortable outdoor furniture is arranged under a gazebo, complemented by a wooden pergola and tropical landscaping, creating a serene space for relaxation and leisure.

4.95 out of 5 average rating, 260 reviews

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

Superhost

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

4.9 out of 5 average rating, 135 reviews

Lovely 2-bedroom private Apt. with hot tub.

Home in South Seminole Heights

A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.

4.98 out of 5 average rating, 302 reviews

Pool + Park + Private = Perfect Place

Superhost

An outdoor gazebo features a jacuzzi and a seating area with two bar stools. Surrounding the structure are planters filled with vibrant foliage, enhancing the inviting atmosphere. The area is designed for relaxation, with a wooden deck providing a warm, natural touch.

4.88 out of 5 average rating, 180 reviews

Charming home near BUCS stadium & Midtown Tampa!

Family- and pet-friendly home rentals

Guest house in Bayshore Gardens

A spacious rooftop terrace is furnished with a shaded seating area, featuring dark wood chairs and a cushioned sofa, surrounded by potted plants. A large umbrella provides shade, while an area rug defines the seating space against the backdrop of lush greenery and clear blue skies.

4.89 out of 5 average rating, 66 reviews

Great For Couples + Work Trips • Central • PetsOK

4.9 out of 5 average rating, 137 reviews

The living room features a comfortable sofa adorned with decorative pillows and an area rug. A coffee table is centered on the floor. A TV stands on a media console, accompanied by soft lighting. Decorative shelves and a floor lamp provide additional touches.

Guest suite in Tampa

AFB MacdillTampa: PrivateGuest Suite Pasta House

4.89 out of 5 average rating, 63 reviews

The Pearl Cottage 2b/1R w King Bed & FAST Wi-Fi

4.96 out of 5 average rating, 262 reviews

A cozy living area features a comfortable gray sofa adorned with an array of textured pillows. Two large paintings depicting tropical scenes are displayed on the wall above, complemented by lush green plants on either side. Natural light filters through white curtains, enhancing the inviting space.

Home in North Hyde Park

Boho Bungalow close to Downt- SOHO - Hyde P- TIA

4.89 out of 5 average rating, 36 reviews

A fully equipped kitchen is featured, showcasing modern stainless steel appliances and a spacious island with seating for four. Light-colored cabinetry provides a sleek look, while large windows allow natural light to fill the space, creating a bright and inviting atmosphere.

Home in Beach Park

Modern Nest in South Tampa

4.97 out of 5 average rating, 414 reviews

A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.

Flat in Tampa

Hyde Park "Industrial-chic" with Private Backyard

4.96 out of 5 average rating, 24 reviews

Bikes, Parking & Top Location - Sunny San Miguel

4.85 out of 5 average rating, 195 reviews

The living room features two blue armchairs and a small side table, creating a cozy sitting area. A TV is mounted on the wall, and light filters through the window, illuminating the wooden flooring. The adjacent dining area is visible through an archway.

Flat in Palma Ceia

Palma Ceia | SOHO | Pet Friendly | Parking | Apt1

Family-friendly home rentals with a pool

Bungalow in Ballast Point

A kidney-shaped deep-water pool is framed by a modern patio featuring light-colored pavers. Lounging chairs positioned on the side invite relaxation. Surrounding tropical landscaping includes palm trees and lush greenery, enhancing the tranquil outdoor setting that is privately fenced.

4.95 out of 5 average rating, 94 reviews

Tropical 3bd bungalow with pool! Walk to Bayshore!

Flat in Historic Hyde Park

4.94 out of 5 average rating, 18 reviews

Luxury resort style stay in Tampa

4.94 out of 5 average rating, 285 reviews

A spacious bed is adorned with two mustard-colored pillows against a tufted gray headboard. A light wooden nightstand holds a small potted plant, and a textured green blanket is draped over the bed. Geometric wooden wall decorations add a modern touch.

Flat in Tampa

Westshore Tampa 1BR King | Heated Pool & Parking

4.99 out of 5 average rating, 85 reviews

A serene outdoor pool area is enclosed by a screened structure, allowing for a private retreat. Sun loungers are positioned beside the clear, inviting water, and lush greenery surrounds the pool, enhancing the tranquil setting.

Villa in Tampa

Luxury home in the heart of South Tampa & POOL!

Guest house in Virginia Park

A clear blue sky overlooks a private pool surrounded by lush greenery and palm trees. The patio features brick paving and lounge chairs positioned near the water, offering a serene setting for relaxation. A cozy cabana is visible in the background, enhancing the tranquil atmosphere.

4.92 out of 5 average rating, 202 reviews

Cozy Palma Ceia Cabana close to Westshore & TIA [Airport]

4.86 out of 5 average rating, 7 reviews

Charming 2BR S Tampa Retreat with Heated Pool

4.98 out of 5 average rating, 242 reviews

Home in Bayshore Gardens

Elegant 5BR Historic Gem w/ pool, walk to Bayshore