Family-friendly holiday rentals in South 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

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.

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

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.

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! ;-)

Winter Season Getaway by the Bay, Close 2 Downtown

Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

Boho | TPA's Central Lux Zip Code | Pool Table

🌴 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 🔜 Summer 2026: Hot tub, outdoor shower

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.

Tampa’s Cozy Comfy Home - 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

Casita Serena ~ A Unique Historic Hyde Park Home

Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

"The Hangar" - Ballast Point | 1mile to Base Entry

Charming & modern 3 bedroom, 2 bath home conveniently located in the Interbay/Ballast Point neighborhoods of South Tampa - less than 5min to Macdill AFB; 15min to Downtown Tampa/Convention Center; 30min to Tampa International Airport. Within 5-10 minutes are many restaurants and bars, grocery, coffee shops, waterfront parks and boat and canoe launches, and the famous Bayshore Boulevard.

Private Studio near MacDill Base

Quiet and peace full Studio. This new 195 square feet Studio has everything you need, full size bed, fridge, microwave, coffee table, compact kitchen, TV, Wi Fi, Patio and a private entrance with parking spot. Excellent location, 2 miles from MacDill Airforce Base, 1 block away from bobby Hicks Park and within 5 minutes to Picnic Island, Gandy Beach and Selmon Expressway.