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Holiday houses in Harbour Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Harbour Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious two-story building features a blend of architectural styles, with a red-tiled roof and multiple arched windows. Lush landscaping lines the walkway, leading to a well-manicured lawn adorned with trees and shrubs, inviting a sense of tranquility to the environment.
Apartment in Tampa
4.93 out of 5 average rating, 166 reviews

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.

Top Guest favourite
A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.
Home in Tampa
4.94 out of 5 average rating, 129 reviews

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.

Top Guest favourite
A modern living area features a large smart TV mounted on a dark wall, flanked by tall indoor plants. Soft, blue upholstery provides comfortable seating. A round mirror and stylish lamp accentuate the space, while light-colored flooring enhances the overall brightness.
Townhouse in Tampa
4.97 out of 5 average rating, 59 reviews

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!

Guest favourite
A charming cottage exterior is framed by lush tropical plants and colorful flowers. Double French doors are highlighted with decorative glass, leading to a welcoming entrance. Brick flooring extends to the doorstep, adding to the cozy, inviting feel of the outdoor space.
Guesthouse in Tampa
4.86 out of 5 average rating, 1,093 reviews

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.

Top Guest favourite
A spacious living room features a comfortable sectional sofa with blue and gray accents, accompanied by a coffee table. Artwork is displayed on the walls, while a flat-screen TV is mounted above a stylish media console. Natural light streams through plantation shutters, enhancing the inviting ambiance.
Townhouse in Tampa
4.99 out of 5 average rating, 521 reviews

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.

Guest favourite
Apartment in Tampa
4.94 out of 5 average rating, 109 reviews

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.

Top Guest favourite
Bungalow in Tampa
4.98 out of 5 average rating, 48 reviews

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.

Guest favourite
A spacious living area features a gray sectional couch and a light-colored armchair. Two yellow side tables with lamps flank the couch. Natural light streams through the large windows adorned with decorative grilles, illuminating the wooden floor and a patterned area rug.
Apartment in Tampa
5 out of 5 average rating, 13 reviews

Cute Davis Islands 1/1 Apt, Walk to Bayshore & TGH

Fully furnished 1-bedroom apartment in a historic building in the heart of Davis Islands. King bed in the large master bedroom including a desk for the perfect for work-from-home setting. The pullout couch is also available for a second guest. One covered parking space is reserved in the carport. This charming pink quadplex is walking distance to local restaurants, wine bars, coffee shops, downtown, Old Hyde Park Village, Tampa General Hospital, and world-famous Bayshore Boulevard.

Top Guest favourite
Home in Tampa
4.96 out of 5 average rating, 71 reviews

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

Top Guest favourite
A mid-century four-plex presents a two-story structure with a light green facade and red accents. The entrance features a red porch surrounded by two mature trees. Large windows with window coverings are evident, providing natural light to the interior.
Apartment in Tampa
4.93 out of 5 average rating, 242 reviews

Charming Davis Islands 2 BR apt Just off Water!

Private 2 bedroom second floor apartment in mid-century 4 plex with original hardwood floors plus huge balcony with view of the channel. Near Tampa General Hospital and downtown, this comfy space was just totally remodeled. Freshly painted, new window coverings. SO CLOSE to many destinations including restaurants, cafes and shops. WiFi. Shared washer and dryer on site. Central AC. Beach chairs! On site management. No pets, no smoking.

Top Guest favourite
A cozy living area features a brown sofa paired with two woven stools. A fireplace is elegantly styled with stacked logs, while soft lighting illuminates the space. A small dining table with wooden chairs is positioned near a window, enhancing the inviting atmosphere.
Apartment in Tampa
4.98 out of 5 average rating, 181 reviews

Casita Palma ~ Old Hyde Park

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.

Top Guest favourite
The exterior of a historic three-story building is displayed, featuring a white facade with large green-tinted windows. The ground floor includes storefronts and signage. A clear blue sky is visible overhead, complementing the urban environment of Downtown Tampa.
Loft in Tampa
4.98 out of 5 average rating, 190 reviews

Historic Downtown Tampa Building - Spain Lofts

This Historic Property is located in the heart of Downtown Tampa. It's close proximity to the Straz Performing Arts Center, Amalie Arena, University of Tampa, all Court Houses, Tampa Theater, Florida Aquarium, all Museums, Restaurants, Riverwalk, Curtis Hixon Park, Channelside and Ybor City make it an ideal location for work or play.

Popular amenities for Harbour Island holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Hillsborough County
  5. Tampa
  6. Harbour Island