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.

Height's Haven - 2 bedrooms & office

Nestled among the beautiful homes on the quiet oak tree lined streets of historic Tampa Heights, this comfortably appointed space puts you right in the heart of all that Tampa has to offer. You are walking distance from downtown Tampa and Tampa’s famous Riverwalk. You are less than a mile from Historic Ybor City with it’s thriving nightclub and music scene. You are less than 2 miles from Seminole Heights, known for it’s one of a kind, award winning restaurants, craft beer and cocktail bars.

Cozy 1 bedroom apartment, everything nearby!

A cozy 1 bedroom apartment that feels like a little hideaway. Private! This is not a shared apartment. The house is a duplex but you have your own space and your own isolated back yard. Centrally located, easy access to everything. Walking distance to midtown (lots of shops and restaurants), 10 min drive to the beach, 4 min drive to Raymond James Stadium, 10 min drive to downtown, 15 min drive to Busch Gardens, 10 min to the Zoo, and lots more! Family friendly neighborhood. Smoking outside OK.

***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.

Tampa Bay Gem: 2BR Modern Apartment Hideaway

Welcome to your stylish oasis in Tampa Bay. Our thoughtfully designed apartment combines modern sophistication with the comforts of home, making it the perfect base for your next adventure. Minutes away from your desired Tampa Bay attractions plus more. Don't miss the chance to experience a stay from the comfort of this Hidden gem. Whether you're here for business or leisure, our apartment is your home away from home. Book your stay now and make memories that will last a lifetime.

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

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.

Modern 1BR Suite + EV Charger • Near Stadium & TPA

⭐ Why Guests Love This Suite: • Top 10% Guest-Favorite for comfort, cleanliness & hospitality • Prime location near Stadium, TPA Airport, ZooTampa & top attractions • Fast WiFi & Smart TV for streaming • Full kitchen with cookware, utensils & coffee essentials • Private parking steps from the entrance • EV charger • Soft, welcoming décor and a cozy living space • Quiet, safe residential neighborhood

Workers Paradise | Spacious | Saltwater Pool!

Welcome to our charming 1-bedroom apartment in North Downtown Tampa. Conveniently located within 10 minutes of Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights, our cozy space offers a comfortable bedroom, fully equipped kitchen, and modern amenities including a saltwater pool, gym, yoga studio, and clubroom. Explore Tampa Bay with ease during your stay with us.

Cozy AF Gothic Rose Gallery

Gothic Rose Studio Step inside the Gothic Rose Studio — a hauntingly beautiful Airbnb transformed into a living art gallery. Every detail here has been hand-crafted: ornate black frames, sculptural art pieces, and one-of-a-kind gothic décor. What was once just a studio is now a curated gallery space where you do not just stay the night — you stay inside the artwork itself.