Holiday houses in Harbour Island

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Top-rated holiday rentals in Harbour Island

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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, 158 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
4.89 out of 5 average rating, 279 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).

Top 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, 1,047 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, 504 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.

Top Guest favourite
Condo in Tampa
4.99 out of 5 average rating, 438 reviews

Breathtaking Penthouse Views of Downtown Tampa Bay

Spoil yourself with luxury in this spacious and modern high rise. Breathtaking views of Downtown Tampa and the Bay from the unit and walk-out balcony over 20 stories up! Much nicer than any downtown hotel. Conveniently located 10 minutes from airport and close to everything in downtown Tampa...Amalie Arena, Convention Center, Riverwalk, Florida Aquarium, grocery stores, restaurants, museums, theaters, parks, shopping. Just a short drive to Ybor, Busch Gardens, beaches, airport, and more.

Guest favourite
An open-concept studio showcases hardwood floors and contemporary decor. Comfortable seating is arranged near large windows, allowing natural light to brighten the space. A dining area with white chairs complements the dark furnishings, while local artwork adorns the walls, enhancing the modern ambiance.
Home in Tampa
4.88 out of 5 average rating, 267 reviews

Palm Ave. Carriage House in historic Tampa Heights

Contemporary large studio home located in heart of historic Tampa Heights! Private entrance, free parking, essentials provided, plus Netflix, Disney+, & HBO Max. 2 blocks walking distance of Armature Works food hall & Tampa Riverwalk, downtown's waterfront 2.6-mile trail. Less than a mile from Ybor City, downtown, & trendy Seminole Heights area restaurants, breweries, & more. Quick drive to South Tampa & Bayshore Blvd. Local beaches approx 30 miles away by hopping on nearby I-275 entrance!

Top Guest favourite
An airy living room is visible from above, featuring a cozy seating arrangement with two armchairs and a sofa. Large windows allow natural light to fill the space, highlighting warm wood flooring and a tasteful area rug. Artwork adorns the walls, enhancing the contemporary design.
Loft in Tampa
4.96 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.
Apartment in Tampa
4.97 out of 5 average rating, 410 reviews

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

Top Guest favourite
A serene sleeping area is defined by a wooden bed frame draped with sheer white fabric. The plush bedding features a subtle pattern. A vibrant green plant wall provides a backdrop, and a decorative neon sign reading 'Tiny Tulum' adds a modern touch.
Guest suite in Tampa
4.98 out of 5 average rating, 215 reviews

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?

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, 229 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 modern kitchen features a natural stone backsplash and light-colored cabinetry. A spacious island with dark wooden accents is surrounded by four black chairs. Built-in appliances include a white refrigerator and stacked washer and dryer. Natural light streams in through a window, enhancing the bright atmosphere.
Home in Tampa
4.95 out of 5 average rating, 137 reviews

The Fremont, Villa 2. Walk to Hyde Park!

Inspired by the French Countryside, this Villa has been designed to create a cozy but elevated experience! Just steps from Hyde Park Village, this 1 bedroom luxury private villa was built specifically for Airbnb and just completed in March of 2024. Custom finishes and curated design make for an exceptional place to stay in the most desirable area of Tampa. Traveling for a few nights or a few months this unit has it all!

Top Guest favourite
A cozy living area features a light-colored sofa paired with a stylish armchair. A wooden coffee table sits centrally, showcasing decorative items. Natural light enters through a large window, while a guitar leans against the wall beside a neatly stacked log fireplace.
Apartment in Tampa
4.99 out of 5 average rating, 280 reviews

Casita Serena ~ A Unique Historic Hyde Park Home

Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

Popular amenities for Harbour Island holiday rentals

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