Apartment holiday rentals in Harbour Island

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.

Family · Value · Outdoor spaces

Boho-Inspired Retreat • Close to Downtown & Ybor

Make yourself at home in this cozy 2-bedroom, 1-bath apartment featuring a full kitchen and in-unit washer and dryer—perfect for a weekend escape, a weeklong stay, or an extended trip. Located in Palmetto Beach, one of Tampa’s historic neighborhoods, this home is just minutes from iconic spots like Ybor City, Channelside, Amalie Arena, the Tampa Convention Center, and much more. Whether you're here for business, a concert, or just to explore, this is your perfect home base.

Location · Family · Parking

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

Family · Location · Cleanliness

Union Station, Close To Everything In Tampa

Enjoy this centrally located renovated 2 bedroom modern apartment in a multi-unit building; close to everything. Full kitchen with new appliances and large smart TVs in each room. Just 5 minutes (1.3 miles) from the SOHO district, 8 minutes (2.4 miles) to downtown, 11 minutes to Tampa international, and just 7 minutes to Raymond James stadium. There is a rollin' oats grocery store under a mile away and the famous Alessia Bakery to wake up to in under 3 minutes.

Value · Family · Decor

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.

Family · Location · Condition

Downtown Views | Saltwater Pool | Free Parking!

Step into our serene studio in North Downtown Tampa, where tranquility meets convenience. Centrally located minutes away from Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights. Enjoy a peaceful retreat with cozy furnishings, a well-equipped kitchenette, and modern amenities including a serene saltwater pool, rejuvenating gym, blissful yoga studio, and comfortable clubroom. Experience the idyllic side of Tampa Bay.

Family · Value · Getting around

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.

Value · Location · Checkout

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.

Location · Family · Shared spaces

Mima's Villa

Modern 1BR/1BA centrally located in Tampa! Just 15 mins to Raymond James Stadium, Riverwalk, Busch Gardens, Cruise port ,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!

Location · Value · Kitchen

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.

Location · Value · Condition

Serene Apartment in Historic Hyde Park South Tampa

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.

Value · Family · Check-in

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.

Family · Value · Kitchen