Family-friendly holiday rentals in Harbour Island

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.

Charming private guest house.

Our charming one bedroom guest cottage on Davis Islands sleeps 2 (queen-sized bed). Bathroom with large shower. Clean and cozy room has cable tv, wi-fi, mini fridge, microwave, Keurig coffee maker. Gorgeous neighborhood, walking distance to downtown DI restaurants, coffee shops, rentable bikes, Amalie Arena, the Riverwalk, Hyde Park, downtown Tampa, the Convention Center, Channelside & TGH. 2 miles from cruise port. 15 min. drive to Bush Gardens. Enjoy the sunset at the end of the island.

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa

1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

Welcome to The Plaza Tampa

Minutes to the Riverwalk and Gasparilla & Hockey Stadium Series!! Charming private home near Downtown Tampa! 3BR/2BA with a full kitchen, full-sized washer-dryer, and a dedicated workspace. Relax in the beautiful backyard featuring a stock tank pool—ideal for both entertaining and unwinding. Perfect for anything from girls' trips to business meetings or family vacations, this retreat is close to Raymond James Stadium, Tampa Riverwalk, and Armature Works. Your ultimate Tampa getaway awaits!

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.

cute comfy & cozy 2nd Floor Guest Suite (Seashell)

Welcome to my 400sqf one bedroom second floor Mother-In-Law private guest suite. Its very cute and cozy. Once you come up the stairs, you will find a deck with outside sitting to enjoy the great Florida weather. Inside there is a full kitchen with everything you need to cook a meal and relax on the sofa and watch some streaming shows before heading to your even or wonder around ybor city or down town. My place is in a neighborhood about 1-4 miles from most of what Tampa has to offer.

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.

The Fremont, Villa 3. Walk to Hyde Park!

Stunning design and exceptional location just steps from Hyde Park Village and Soho make this the perfect fit for your next stay in Tampa. This one bedroom luxury private villa was built specifically for Airbnb and just completed in March of 2024! The 14 foot vaulted ceilings and white oak cabinetry make this unit feel like a luxury hotel! Traveling for a few nights or a few months, this unit has it all. Extremely spacious and beaming with natural light this unit will not disappoint!

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

Luxury design in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with an upscale interior. It’s perfectly located just 2 blocks from Bayshore Blvd and Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King rooms, 2 twins, with the option to convert to a King, custom sofas, and thoughtful designer finishes. A refined, comfortable base in Tampa’s most walkable, sought-after areas.

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.

Casita Palma ~ Old Hyde Park (Casita Palma)

Casita Palma is one of four residences in our beautiful, 100 year old home. The home sits on a quiet street in the Old Hyde Park neighborhood. This amazing location allows you to walk to beautiful Bayshore Boulevard and the shops and restaurants of the Hyde Park Village. The Casita is a place to relax and reset. Designed with a calming and minimalist vibe, our home is the perfect stay for couples, friends, or business travelers.

5BR Serenity Tampa: Pool/Hot tub

This 5 bedroom, 4 bathroom spacious home is perfect for families looking for plenty of room to spread out and enjoy all the comforts of home. With a large open floor plan, this home offers plenty of space for everyone to relax and unwind. The kitchen is fully equipped with all the necessary appliances. The living room boasts a cozy space with large windows that allow natural light to flood the space.