Holiday rentals with outdoor seating 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

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

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.

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.

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! 🌴🚲🛁

La Casa Azul - Private Detached Guest House

Please note the Hot tub has been removed. Charming, detached guest house in South Tampa. Just a short stroll to scenic Bayshore Blvd and stunning views of Tampa Bay. Shopping, dining and more. This guest house has lots of windows, providing a lot of natural light! It has off street parking and a gated patio/yard area. It's stylishly furnished, has an LED TV, surround sound, the Amazon Fire stick and Alexa. FREE Wifi. Bedroom has Tempur-Pedic Bed and inflatable mattress.

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 - 3 Free driveway parking - 8 min to Downtown & TPA - Perfect for families or work trips that want style and convenience. Need a longer stay? Message me directly for a special discount *Hot tub, outdoor shower, and ping pong table coming in early 2026.

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.

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.

Your Private Rooftop Holiday Retreat Dwntn Tampa

Skip the hotel and stay somewhere that feels truly your own. This private, newly built 3-level luxury home offers space, privacy, and style just minutes from downtown Tampa. The highlight is a massive private rooftop with city views—perfect for sunsets, selfies, and relaxing nights. Enjoy indoor-outdoor living, modern design, and a calm, comfortable place to unwind and experience Tampa Bay your way.