Guesthouse holiday rentals in South Tampa

Charming private guest house.

Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.

Family · Value · Parking

Adorable South Tampa Two-Story Guest House

My place is close to restaurants and dining, art & culture, Tampa International Airport (4 miles), Raymond James Stadium & Legends Field(2.4 miles), downtown (3 miles), Tampa Amalie Arena (3.3 miles), MIDFLORIDA Amphitheatre (10.8 miles), Florida State Fairgrounds (11.9 miles). Many beaches to choose from within approximately 30 minutes. You’ll love my place because of the location and the coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Location · Family · Condition

Sleeps 6! Hyde Park Guest House, big 1000+ sq ft

Hyde Park 2 story guest house w/off street parking in a historic neighborhood. Full, well equipped kitchen. 2 upstairs bedrooms, 1 w/king bed, 1 w/full bed. Living room has queen sleeper sofa. Freshly painted. 2 blocks to Bayshore Blvd. 10 minute walk to Hyde Park Village with upscale shopping, restaurants and Cine Bistro. Famous Bern's Steak House and SOHO entertainment district a 5 minute walk. >2 miles to TGH and Amalie Arena. 5 miles to Bucs stadium. Owners next door. No pets, no smoking.

Location · Family · Quiet

Hyde Park Village stand alone guesthouse

Soak up the Florida Sun in this tropical setting. This 1922 Florida bungalow is located in the Historic Hyde Park village. The location is walking distance to many restaurants, shopping and famous Bayshore boulevard and close to: - Downtown Tampa (1.5 miles) -Straz Center (2.7 miles) -Tampa History Center (1.9 miles) -Tampa Museum of Art(1.5 miles) - Tampa General Hospital (1.3 miles) - University of Tampa (1.3 miles) - University of South Florida(9.6 mi) - Macdill Air Force Base(4.8 miles)

Value · Location · River

Stylish Hyde Park MIL suite. Excellent location.

Come be one of the first guests to enjoy this immaculate and totally renovated detached mother-in-law suite located in the beautiful Hyde Park area of South Tampa. This area carries the highest rating for walkability being located so close to some of Tampa’s best shopping, dining and entertainment venues. Five minute walk to Hyde Park Village and even closer to Howard Avenue with it’s famed restaurant row including the iconic Bern’s Steakhouse. Or hop a bike to downtown Tampa just 2 miles.

Family · Location · Decor

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.

Value · Location · Condition

Great For Couples + Work Trips • Central • PetsOK

🏙 Located in Tampa’s most vibrant neighborhood — walk to Bayshore Blvd, SoHo, and charming Hyde Park! 🌞 Perfect weekend escape or cozy work-travel retreat 🏡 Private guesthouse with exclusive rooftop access — enjoy your morning coffee or evening wine with a view 💼 Ideal for business travelers — comfortable, quiet, and centrally located ☕ Surrounded by local cafes, restaurants, nightlife, and boutiques 🚫 Please note: This unit is not handicap-accessible and requires stairs

Location · Family · Sleep quality

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.

Location · Value · Kitchen

Lemon Studio Near Downtown Tampa

Settle in at the newly built lemon studio, a modern but cozy centrally located studio just outside of downtown Tampa. North Hyde Park is just a few minutes from the airport and has easy access to the interstate. The studio has many walkable restaurants and parks. Enjoy nearby the University of Tampa, breweries, Sparkmans Warf, River Walk, Armature Works, shopping in Hyde Park Village and many local attractions... Parking available/Self-check in, come and goes as you please.

Value · Family · Bathroom

Casita at the Oasis

Freestanding guesthouse in peaceful tropical setting in South Tampa. Guesthouse shares property with owner’s residence. No cleaning fees. Super convenient to MacDill AFB, 15 minutes to downtown Tampa with Convention Center and Amalie Arena, 15 minutes to St. Petersburg, Tampa International Airport, and Tampa Stadium. 30 minutes to gulf beaches. Use of pool and outdoor kitchen included. Great for Lightning, Rays and Buccaneer games. Adults only please.

Location · Family · Backyard

South Tampa Sunset

Your relaxing Tampa escape Welcome to your cozy South Tampa retreat — perfect for solo travelers or couples looking to relax and explore. Located in a safe, peaceful neighborhood just minutes from downtown, the airport, cruise port, Hyde Park, and Bayshore Boulevard, with beaches under 30 minutes away. Thoughtfully designed for comfort and spotless stays, with easy check-in and responsive hosting to make your visit effortless and enjoyable.

Family · Location · Walkability

Sonia's Little House

Welcome to your perfect home base in Tampa! This charming and private efficiency unit offers everything you need for a comfortable stay—whether you're visiting for business, vacation, or an extended stay. Located in a quiet residential neighborhood just minutes from downtown Tampa, Raymond James Stadium, Midtown, and Tampa International Airport, you'll enjoy easy access to all the city’s highlights while coming home to a peaceful retreat.

Family · Value · Check-in