Holiday rentals in St. Petersburg

Stunning bungalow retreat in St. Pete!

Your home away from home in St. Pete! Our bungalow is located in a highly desirable neighborhood just a mile from vibrant downtown. Fully renovated; the 1930's charm remains but with a modern fully-equipped kitchen, stylish bathroom, furniture/décor, and private deck. Refinished hardwood floors, too Features include: Driveway for 1 car King bedroom Queen sleeper sofa 2 Smart TVs: live & streaming apps Front porch with rocking chairs Deck with outdoor dining Washer & dryer Experienced hosts :)

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

Beautiful home / neighborhood, walking friendly

Beautiful open concept, vaulted ceiling living room connected to kitchen, dining room. New construction in 2017. 1800 sq ft living space, plus garage and lots of outdoor living spaces, including patio with gas fireplace. Fast Wifi! Master bedroom on separate end of house from other 2 bedrooms. Excellent neighborhood, within short walking distance to parks, playgrounds, Fresh Market, Trader Joes, etc. and a short bike ride (or walk) to the best St. Pete has to offer with downtown attractions.

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.

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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.

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

Central location - mins to Downtown and Beaches

Rest assured, you’ll wake up close to all the excitement St. Petersburg has to offer! Perfect for solo travelers, couples, or small groups of friends and family, this cozy home is centrally located between downtown and the beaches—offering the ideal balance of fun and relaxation. 🚗 Quick Drive Times: • 8 min – Downtown St. Pete & The Pier • 12 min – St. Pete Beach • 25 min – Clearwater Beach • 25 min – Tampa & Airport Experience the best of St. Petersburg—scroll down to learn more!

Urban Tree House

Enjoy a stylish experience at this centrally-located space. This unique garage apartment is located 7 min to downtown St. Petersburg and 20 min. to beaches. The apartment which was completely renovated from top to bottom features 2 bedrooms, one bath, and an open kitchen/living room with vaulted ceilings. There is alley access and keyless entry into the private walkway up to the stairs. Mature Palms have been added along with plants on the private deck to create a tropical oasis.

Tropicana Stadium 2 Bed In DWTWN W/ Free Parking

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.

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.