Holiday rentals in St. Petersburg

Guest Favorite in St. Pete Beach| Pool & Hot Tub

Dreaming of a Florida getaway with sunny beach days, golf course views, and dolphin sightings? This guest-favorite 2BR/2BA condo is just 5 minutes from St. Pete Beach, dining and shopping. Enjoy resort-style perks: a heated pool and hot tub steps from your front door, plus a private bay front beach with tiki umbrellas and sun loungers. Inside, a king suite, full kitchen, balcony views, and beach gear await. As one of the few owner managed Airbnb's, rest assured, your comfort is our top priority.

Vista Verde East 8-164

Vista Verde East 8-164 is a ground-floor Verde East condo at Isla Del Sol. This unit is a two-bedroom, two-bath unit with 3 flat-screen TVs, free WiFi,  and all of the comforts of home. The beautifully renovated unit features a updated kitchen, an updated master bathroom , and updated guest bathroom. The unit comfortably sleeps 6 guests with a queen-size bed in the master bedroom and a queen-size bed in the guest bedroom. Both bedrooms have walk-in closets! This unit is extremely peaceful and tr

Kenwood Retreat - 1BR carriage house

This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.

Pet Friendly Pool Oasis St Pete/Gulfport

Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

Tiny House Downtown St.Pete: Surprisingly Spacious

Tiny House is located only 3 blocks away from the Art District on Central Ave and John Hopkin's All Childrens. You will be impressed by how much space and storage Tiny House offers! The cozy decor invites you in to charming St. Petersburg with a warm sunshine filled hug. We have curated this Tiny Home for you all to enjoy St. Pete through local art and making this your home away from home. We hope you love our comfortable beds, various coffees, and our beautiful neighborhood. Adventure awaits!

Casa Azul

Newly renovated 2-bed, 1.5-bath home is the perfect blend of comfort, style, and location—just a few minutes' drive to Treasure Island & St Pete beach. Step inside to a coastal-inspired space including a chefs kitchen, bedrooms designed with relaxation in mind, luxury bathrooms offer spa-like finishes. The open living room features a 75" TV. Outside, your private tropical backyard awaits. Lounge poolside under swaying palms, enjoy outdoor dining, or take a dip in the new salt water pool.

Contemporary Family Cottage

Your family can explore all that St. Pete has to offer when you stay at this centrally-located home. With parks, restaurants, shops, the St. Pete Pier, downtown and the Bay all an easy walk away, this location is ideal. The home is one of few in Historic Uptown with its own driveway, which also makes this location perfect to jump on the highway and be at the best beaches in 15 minutes or less! If you do not have a car, just down the block is Round Lake, with a bike and scooter rental hub.

Boutique apartment- walking distance to downtown

Enjoy the perfect vacation spot. Walk downtown or take a quick drive to the beaches.... you are always just a few minutes away from fun! This spacious one bedroom/one bath apartment is located in a quiet neighborhood and offers a fully equipped kitchen (new appliances), private balcony, free on site parking, and laundry room. Sleep in a premium king mattress with feather pillows and luxe bedding. Walk downtown to enjoy the incredible restaurants, galleries, shopping, theaters, and parks.

Boutique Stay Near the Bay | Walk to Downtown.

Feel both transported and perfectly at home. The Barefoot House is your serene escape in the heart of Historic Old Northeast — where charm, comfort, and culture meet. Tucked away in a quiet alley, this thoughtfully designed retreat is just blocks from St. Pete’s stunning waterfront parks and a 5-minute stroll to downtown’s vibrant mix of restaurants, cafés, bars, museums, and art galleries. Guests love our blend of calming details & walkable access to everything St. Pete has to offer.

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

New Beach Retreat– Hammock, PAC-MAN, Steps 2 Sand.

Sandy Feet Cottage is a newly remodeled beach retreat just 2 minutes from Indian Rocks Beach. Enjoy an open layout, new furnishings, a spa-style bath, and a private yard with fire pit, hammock, and patio. Walk to dining, bars, and shops—your stylish Gulf Coast escape. ***NEW AIRBNB PRICING UPDATE*** Starting mid-October 2025, Airbnb will display all-in pricing—including a 15.5% Airbnb service fee (charged directly by Airbnb to the host), plus cleaning and pet fees if applicable!

City Vibes 2BR | Walk Everywhere in DWNTN St. Pete

Welcome to your next St. Petersburg vacation to remember when you book this 2 Bedroom Unit! Boasting a prime downtown location, this vacation rental is within walking distance of shops, restaurants, museums, and the Tropicana Field where you can catch a Tampa Bay Rays game. Take a short drive to the coast and spend the day basking in the Florida sun at St. Pete Beach or Treasure Island. Finish the day back at this well-appointed space with a-home cooked meal with your loved ones.