Holiday houses in Harbour Island

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.

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.

Davis Islands Life! Townhome

Beautiful remodeled townhouse with 2 private courtyards on sought after Davis Islands (DI). Walkable to so many locations: 5 minutes to the quaint DI downtown with multiple restaurants and bars, 15 mins to downtown Tampa/Tampa Conv Center, 20 min walk to Water Street, Amalie Arena, and Sparkman Wharf. The home features 3 bedrooms and 2 1/2 baths, 2 queen beds and a 2 twin bed room. Outdoor patio area, gas grill. A modern kitchen overlooks the family room and a large formal dining room. Enjoy!

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

Lux Top-Floor Bayfront 2BR | Pool, Hot Tub, Sauna

Wake up to calm harbor views in this top-floor, east-facing 2BR condo in the heart of Channelside. Designed as an urban bayfront retreat, this 1200+ sq ft home blends modern comfort with a quiet, elevated feel. Enjoy sunrise coffee on the private balcony overlooking Ybor Harbor, then walk to Amalie Arena, Water Street, Sparkman Wharf, or the Convention Center. Perfect for Lightning fans, cruise guests, convention center attendees, and business travelers seeking a refined downtown Tampa stay.

Luxury Townhome - Tampa/Hyde Park/Amalie/Bucs

Location & Comfort! Expertly furnished & decorated 3/3.5 townhouse for up to 7 guests w/ all the modern conveniences you need. Park in your 2-car garage but walk to the very best of what S. Tampa & Downtown have to offer. Urban location just 1 block from the splendor of Bayshore Blvd. Walking distance to Hyde Park Village, the Riverwalk, University of Tampa, Amalie Arena, Convention Center, Tampa General Hospital, Davis Islands & Gasparilla parades. Just a 5-10 min Uber ride to Ybor City.

Lofts on 12th-B: Channelside/Downtown Tampa

This bright and airy loft is one of two available at Lofts on 12th, located in the heart of the Channel District in downtown Tampa. The loft is a quiet urban oasis minutes from some of the best that Tampa has to offer, from the RiverWalk, to Sparkman's Wharf, to the Convention Center, to Amalie Arena. Great for couples, girls'/guys' getaways, solo adventures and convention and business travelers looking to stay Tampa's most popular destination. No pets or kids under 12 are allowed.

Mint House by Kasa | Studio in Tampa Downtown

Step into the energy of Tampa’s thriving Channel District (Channelside), close to the Sparkman Wharf, Benchmark International Arena, and the Florida Aquarium. Perfect for work trips and longer stays, you’ll find comfort in our selection of apartment-style suites with full kitchens and in-unit laundry, plus an outdoor plunge pool, grill area, and fitness center. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, and Virtual Front Desk via mobile device.

Davis Islands Oasis | 3BR Beachy Retreat w/ Pool

Spend your island vacation in this charming Davis Islands bungalow! Nestled on an upscale family friendly street, just steps away from Davis Island Village and a short drive to the energy of Downtown Tampa. Swim in your own private heated pool or spend a day at one of Tampa's beaches. Ideal for families & couples, this historic Island is former home to Tom Brady & includes a beach, airport, harbor, parks & mix of cafes, shopping and dining options! Follow us on IG @davisislandsoasis

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

Davis Islands 1st floor charming 2 bedroom

Private 2 bedroom first floor apartment in mid-century 4 plex just totally remodeled including new appliances and furnishings, plus new windows. Near Tampa General Hospital, convention center and downtown. SO CLOSE to many destinations including restaurants, cafes and shops. WiFi. Shared patio, plus washer and dryer on site. Central AC. Beach chairs! On site management. No pets, no smoking. (Photos are of upstairs unit, furnishings are different but size is the same)

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275