Holiday houses in Downtown St. Petersburg

Sunset Oasis (5m to DT - walk to waterfront park)

5 minutes from St. Petersburg Pier and the best waterfront restaurants downtown has to offer this newly built 1 bedroom, 1 bath above the garage guesthouse w/ full size kitchen is located in the historic neighborhood of Old Southeast in St. Pete! Blocks away from Lassing Park w/ gorgeous views of Tampa Bay, just 2 mi from downtown St. Pete, 1 mi from USF St. Pete & a 20 minute drive to the best gulf beaches. This space is perfect for those looking to be in a great neighborhood with a local vibe.

Historic Old North East Charmer

Be in the heart of it all when you stay at this 2/2 rental in downtown St. Pete.This beautiful 1920's home, completely remodeled in 2021, sits within walking distance to the finest dining, bars, shops and concert venues in downtown. Beaches to parks, galleries, and museums, this location is perfect. Relax on the front porch with views of the St. Pete skyline.Modern amenities include cozy living spaces & outdoor comforts.Very clean, new furniture.Fully equipped kitchen.20 minute drive to beaches

Apartment in St. Petersburg

Upstairs apt. Great location less than 10 min to busy downtown St. Petersburg, Spa Beach and the St. Petersburg Pier. Walk to major restaurants, Starbucks, & Sunken Gardens. Less than 30 min. to the white sand island beaches & Tampa Airport. Large patio with gas grill. Separate kitchen. Encl. sitting porch. Queen bed, washer and dryer on premises. Beach chairs and towels. Lots of linens & kitchen supplies for long or short-term stay. Clean and comfortable. Owner on premises. No Smoking No pets.

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.

Mid-century cottage on Coffee Pot Bayou in Old NE

TEXT US REGARDING SUMMER AND SHORTER STAYS. Water views of Coffee Pot Bayou and private dock! Due to owner's severe allergies NO SERVICE ANIMALS OR GUIDE DOGS. This beautiful home is located in the Old Historic Northeast neighborhood with relaxing water views of Coffee Pot Bayou. This lovely residence is perfect for anyone looking to enjoy the best of Saint Petersburg. Enjoy a cup of coffee from the seating at the dock. Public kayak, small boat, or canoe launch at nearby Coffee Pot Park.

“Key West Vibe”Bungalow by The Bay in Hist NEast

NEW LISTING: Discover the perfect designed retreat in the heart of St. Petersburg’s Historic Northeast District. This wonderful bungalow blends historic charm with modern comforts, offering a unique living experience just short blocks from the stunning waterfront where you can watch the sunrise over the bay. Located walking distance to downtown St. Pete for boutique shopping, gourmet dining, and lively arts and culture! Enjoy a coastal Key West type vibe at this centrally-located place

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.

Modern Retreat w/ Patio Near Downtown

🌴 Top-floor condo near Crescent Lake + 5 min to downtown Stay in a bright, stylish 1BR 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.

Minutes from Downtown St. Pete!

Welcome to your 2 bedroom retreat in the heart of Crescent Lake, St. Petersburg! Just minutes from Downtown St. Pete, this unique apartment features a spacious master bedroom with two closets and a cozy secondary bedroom. During your stay, you can enjoy cooking in the modern kitchen with granite countertops and stainless steel appliances, relax in the large living room with an HD smart TV, or unwind on the quaint patio and soak in the stunning Florida sunsets.

Renovated Bungalow

This renovated historic bungalow offers a stylish retreat blocks from downtown St. Petersburg. Perfect for shorter or long-term stays, it blends charm with modern luxury. Enjoy sleek finishes, a gourmet kitchen, and elegant bathroom. Relax on private porches with creek views or stroll to vibrant shops, museums or to lively bars & restaurants for an exciting night on the town. Experience St. Pete’s history and allure in this sophisticated gem.

Escape to the Sunshine Cottage

Escape to Sunshine Cottage, a charming 100‑year‑old Florida Cracker cottage in the heart of St. Petersburg. Perfect for couples, solo travelers, and anyone who wants a cozy historic stay with modern comforts. Walk to downtown restaurants, craft coffee spots, parks, galleries, and nightlife — all within a few blocks. This bright and cheerful hideaway blends vintage character with laid‑back Florida sunshine.

Lux Mid-Century Downtown Courtyard+Parking

Private Mid-Century Palm Springs-inspired duplex in downtown St. Petersburg, just a short walk to everything! Featuring one-of-a-kind mid-century modern architecture, a spacious family room, luxurious king bedroom, full kitchen, laundry, and stylish bathroom. Private, fully fenced courtyard with secure parking. Relax in this safe, modern getaway with mid-century vibes and all the comforts of home!