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Holiday houses in Harbour Island

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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
4.92 out of 5 average rating, 145 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.

Superhost
A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.
Home in Tampa
4.9 out of 5 average rating, 248 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

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
4.85 out of 5 average rating, 994 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 bright bedroom features a spacious bed with layered bedding, complemented by decorative pillows. Two comfortable armchairs are positioned beside a small table, and large windows provide natural light, showcasing a floral wallpaper pattern and hardwood flooring.
Guesthouse in Tampa
5 out of 5 average rating, 129 reviews

Newly Built Above-Garage Apartment near Downtown

Enjoy walking to the best Tampa has to offer! Walking times: -> 10-15 minutes to Armature Works, The Riverwalk, breweries, and coffee shops -> 25 minutes to Ybor City -> 40 minutes to the Convention Center, or an 8-minute Uber ride Built in 2021, this above-garage studio unit is modern and clean, with high-quality finishes including real wood floors, marble countertops, and a 60" TV. The wet bar makes it easy to enjoy your morning coffee or evening wine on the patio or in the reading nook.

Superhost
The living area is furnished with a gray sofa and a coffee table positioned on a textured area rug. A flat-screen television is mounted on the wall, while natural light filters through two windows, complemented by minimalist decor featuring a black and white art piece.
Guesthouse in Tampa
4.9 out of 5 average rating, 260 reviews

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.

Guest favourite
The living room features a woven area rug placed beneath a coffee table. Two armchairs are positioned near a white brick fireplace, which is complemented by a flat-screen TV mounted above it. Natural light filters through the large windows adorned with sheer curtains.
Apartment in Tampa
4.86 out of 5 average rating, 435 reviews

***Beautiful Hyde Park Apartment***

This location is hard to beat!! This tranquil apartment is one of four, located in a historic building from 1910 in Hyde Park! It is conveniently located within walking distance to Downtown Tampa, shopping and restaurants, yet is located on a quiet peaceful street. In the midst of Hyde Park, close to absolutely everything... The Tampa Convention Center, The Riverwalk, Hyde Park Villages, University of Tampa, Downtown, Davis Island, Tampa General Hospital, Amalie Arena and Bayshore Blvd.

Top Guest favourite
A modern bedroom features a cozy bed set against a green accent wall and soft lighting from two windows. Two armchairs are positioned nearby, alongside a stylish bedside table with a lamp. A potted plant adds a touch of nature to the space.
Townhouse in Tampa
5 out of 5 average rating, 241 reviews

King Bed~ Stylish, Bright & Cozy 4 min to Downtown

Discover the perfect blend of style, comfort, and convenience at our 3BR 3Bath Tampa Heights Oasis, a gem nestled in the city's heart, just minutes from Downtown Tampa. This vibrant neighborhood boasts excellent restaurants, shops, attractions, and landmarks, making it an ideal base for your Tampa getaway. ✔ 3 Cozy Bedrooms w/ Premium Bedding ✔ Open Concept Living Area ✔ Fully Equipped Gourmet Kitchen ✔ Smart TVs ✔ Fast Wi-Fi (300 Mbps) ✔ In-Unit Washer/Dryer ✔ Free Parking

Top Guest favourite
The room features a spacious bed with light bedding and accent pillows. Nightstands and lamps are located on either side. A desk and chair are visible in the corner, while a window with light curtains allows natural light to enter the room.
Guest suite in Tampa
4.97 out of 5 average rating, 119 reviews

Private Studio w/Free Parking Walk to Bucs Stadium

Charming private studio just minutes from Raymond James Stadium. Enjoy a private entrance, furnished outdoor area, kitchenette, A/C, smart TV, and free parking(for 2spots). Perfect for business or leisure travelers attending local events. Conveniently located near the airport and downtown. Relax in a quiet, well-equipped space with self check-in, fresh linens, coffee, and all the essentials for a pleasant stay. Great location, safe neighborhood, and fast Wi-Fi included.

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
4.97 out of 5 average rating, 143 reviews

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.

Guest favourite
A bright studio features a spacious bed with navy bedding and a light-colored headboard. A kitchenette is visible in the corner, equipped with a refrigerator and microwave. A small desk and chair are positioned nearby. A ceiling fan provides additional comfort.
Guest suite in Tampa
4.97 out of 5 average rating, 117 reviews

Studio with private entrance and bathroom

A private studio attached to a home. Has its own private entrance. And will feel like you're in hotel room. Located in the heart of Tampa! 15-20 minutes to downtown or the airport, and about 30-45 minutes to Clearwater beach. Also within a 5 mile radius of USF, Busch Gardens, and the Moffit Center. You have 1 free parking space to go along with it in the driveway. Extra fee for Early check in and beach equipment if needed.

Top Guest favourite
Apartment in Tampa
4.96 out of 5 average rating, 25 reviews

Mima's Villa

Modern 1BR/1BA centrally located in Tampa! Just 15 mins to Raymond James Stadium, Riverwalk, Busch Gardens, Amalie Arena, Ybor City, malls, airport, Port of Tampa, and more. Only 30 mins to Clearwater Beach & Downtown St. Pete. Quick access to I-275 for an easy 1-hour drive to Disney, Universal, SeaWorld & LEGOLAND. Perfect for couples, solo travelers, or business trips—close to it all!

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, 158 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