Holiday rentals in Harbour Island

Luxury Waterfront Retreat w/ Sunset Views

Modern 1-bedroom apartment offers the perfect blend of comfort, location, and city vibes just steps from Water Street, Sparkman Wharf, Amalie Arena, and the Tampa Riverwalk. Whether you’re in town for a Lightning game, a concert, business travel, or a weekend getaway, this space puts you right in the center of it all. ✔️ Spacious king bed with premium linens ✔️ Modern open layout with natural light ✔️ High-speed WiFi ✔️ Smart TV for streaming ✔️ Fully equipped kitchen ✔️ In-unit washer & dryer

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.

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 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.

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)

Tiny Tulum | Tropical Oasis in Tampa’s Heart!

Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?