
Holiday rentals in Harbour Island
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Top-rated holiday rentals in Harbour Island
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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!

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.

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.

NEW! The Artist House | Gorgeous Hyde Park Home
Welcome to The Artist House in Hyde Park! This breathtaking townhome appeals to those with an eye for a stylish and luxurious environment. Located 3 short blocks from Historic Hyde Park Village, you are well with walking distance to outdoor shopping, amazing restaurants, Cine Bistro movie Theater, and premier bars. This professionally decorated home offers 2 bedrooms, featuring 1 king bed and 1 queen bed, 1.5 bathrooms, and a built-in office space for working travelers.

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.

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.
Popular amenities for Harbour Island holiday rentals
Other great holiday rentals in Harbour Island

Bayshore Beautiful Retreat

Luxe PentHouse Getaway in ChannelSide Tampa

Lux Top-Floor Bayfront 2BR | Pool, Hot Tub, Sauna

Gretel Paradise Suite Near Raymond James Stadium

Great For Couples + Work Trips • Central • PetsOK

Adélie Cottage SF home, walking dist. to Bayshore

Hyde Park - Entire Remodeled Bungalow

3BR/Central Tampa/Sexy Rooftop/Firepit/Bikes/
Destinations to explore
- Miami Holiday rentals
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- Jacksonville Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- LEGOLAND Florida Resort
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Epperson Lagoon





