Apartment holiday rentals in Harbour Island

Stylish 3-bedroom loft in walkable Winthrop

This stylish, loft-style apartment is a perfect spot! It has 3 bedrooms, 2 full baths, a living room with a 55 in TV, and a pack-and-play. The unit is in Winthrop, a walkable small town in Riverview. It’s on the second story above cute shops (there is no elevator). It’s within 2-5 min walk to 7 restaurants, a Publix grocery, and more. It’s next to two popular event venues: Winthrop Barn Theater and The Regent. A great spot if you're attending events there. It's 15 minute drive to downtown Tampa.

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.

***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.

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

Modern Retreat w/ Patio Near Downtown

🌴 Top-floor condo near Crescent Lake + 5 min to downtown Stay in a bright, stylish 2BR retreat just minutes from downtown St. Pete. Enjoy peaceful lake views from your private patio, with Crescent Lake Park steps away and Beach Drive, dining, and nightlife close by. ✔ King bed + high-end finishes ✔ Private patio with lake views ✔ Fast WiFi + smart TVs ✔ Free parking + pet-friendly Relax in a quiet, elevated space—close to everything, but away from the noise.

Heavenly Hyde Park-Walk to Berns- Big1-Bdrm Suite

Walk through Tampa's most stately neighborhoods to fab Bern's Steakhouse, Hyde Park Village and Bayshore Blvd. Our SoHo/Hyde Park guest apartment is the first floor of our 3-floor townhouse with private entrance and on-street parking. Large bedroom has luxury king bed and premium linens. The kitchenette/bar is well equipped. Two laptop computer work stations. $7-$9 Uber to downtown and Amalie Arena $12 - $16 to/from Tampa International Airport.

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.

Suite Bungalow A Hyde Park Village SoHo

Enjoy a stylish experience at this centrally-located bungalow. Newly renovated 1919 bungalow apt steps from Hyde Park Village. This ground floor king bed apt is convenient to Bayshore, UT, Downtown Tampa, & SOHO. Walk to Tampa's top restaurants, upscale shops, movie theater, bars, and nightlife. This cozy bungalow is located on a historic pedestrian street with no onsite parking, however, there is ample street parking.

2 BR, 1 bath, 2 Queen Beds, Clawfoot Tub!

Discover elegance and comfort in our 910 sq ft apartment in Tampa’s Seminole Heights. Offering hotel luxury with home convenience, it’s steps from Starbucks and minutes from key locations: 17 mins to the airport, 12 mins to the University of Tampa, 15 mins to Raymond James Stadium and Ybor City, 9 mins to Downtown, and 12 mins to Amalie Arena. Perfect for both tranquil stays and city exploration.

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!

Historic Hyde Park with Private Courtyard

This 1949 apartment is on the first floor of a 4-plex, in the heart of the Hyde Park Historic District. It is very charming and is in a safe, tree-lined area. It is within walking distance to many different restaurants, shops, parks and entertainment venues. It is also walking distance to nearby beautiful Bayshore Boulevard, which has 4 miles of continuous waterfront sidewalk.