Holiday rentals in Harbour Island

Davis Islands' Historical Gem

Enjoy a 5 star hideaway on the grounds of an original 1926 Davis Islands home. This second-floor vintage space oozes charm and history. Living room with open kitchen area, spacious bedroom with queen bed, and walk-in closet—all with gleaming hardwood floors. Original cedar-paneled walls & ceilings in bedroom and bath. Marble floor and shower in bathroom. Relaxing balcony with privacy curtains, dining table & glider chairs. Apartment is totally separate from the family home. Private & safe.

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!

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.

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.

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.

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

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!

Davis Island Spanish gem

Quiet Davis Island luxury living, close to everything you want in Tampa but feel like you escaped from it all. Davis Island is the premier neighborhood in Tampa for this very reason, an island of beautiful homes and walkable neighborhoods! Easily walk to all dining on Davis Island, or a 3 minute Uber to Channelside and Sparkman Wharf. The property is fully equipped home with everything you need for an extended relaxing Tampa visit, or stay a few days and avoid the noise of downtown.

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

NEW! The Artist House | Gorgeous Hyde Park Home

Welcome to The Artist House in Hyde Park! This breathtaking townhome appeals to those with an eye for a stylish and luxurious environment. Located 3 short blocks from Historic Hyde Park Village, you are well with walking distance to outdoor shopping, amazing restaurants, Cine Bistro movie Theater, and premier bars. This professionally decorated home offers 2 bedrooms, featuring 1 king bed and 1 queen bed, 1.5 bathrooms, and a built-in office space for working travelers.

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