
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.

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.

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).

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.

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.

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!

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.

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

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?

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.

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!

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
Other great holiday rentals in Harbour Island

Private and modern Apartment with perfect location

Modern B&W Inspired Apt. in heart of Tampa Bay

Luxury Downtown Tampa Oasis

Tampa Private Getaway

Charming Garage Apartment in Hyde Park, Tampa

~BEST OVER ALL~ Sophisticated Channelside Retreat

Channelside: Work | Live | Explore

Luxury 1 Bed | Resort-Style Pool
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island




