House holiday rentals in Downtown 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 :)

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!

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away 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 St Pete Pier.

Casa Kenwood

This delightful Spanish-style house is located in Historic Kenwood, a desirable neighborhood close to downtown St. Pete and the trendy Grand Central district. It's a spacious two bedroom , one bath house with an office attached to the master bedroom. Tastefully decorated with vintage magazine posters and comfortable furniture, all the amenities you need are here: laundry, bikes, patio, grill and plentiful street parking. The fully-stocked kitchen has a gas range and dishwasher. Come visit!

The Flamingo Flat

This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

WELCOME to this super nice 1 BR/ 1 (OR 2) BA home 5 min. N of DT and 10 to beach. Fully remodeled, nicely furnished, solid block guest home with dedicated off-street parking at your door, fast Wi-Fi, Smart TV's, kitchen, private patio with gas grill, in a quiet walkable neighborhood, 3 blocks to a park with an outdoor gym. ADD 2nd Bath w 8 Jet Jacuzzi soak tub, bidet, vanity, and Washer/Dryer ($25 per day, $25 cleaning per stay). OR ADD just Washer/Dryer access ($15 single use).

Historic Uptown 3/2 walkable to DT

Welcome to our newly renovated boho 2nd floor guesthouse in Historic Uptown. This 3 bedroom, 2 bath is an easy walk, bike, or short drive to St Pete downtown restaurants, bars, microbreweries, antique shops, museums, live entertainment and so much more. Central Ave is less than a mile and the beach is a 20 minute drive away. This centrally located, quiet, peaceful space includes Wi-Fi, 65" and 55" smart TVs, fully stocked kitchen, central air, and a zen inspired covered front porch.

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!

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Kenwood Oasis

Message for open dates not on calendar. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

Baby Bungalow | Near Downtown St. Pete | Cozy Home

Nestled in the heart of St. Pete, this cozy 2-bedroom, 1-bath home is perfect for families & pets alike. With a welcoming atmosphere & spacious rooms, this home offers the ideal getaway. 📍 Unbeatable Location – Just minutes from both downtown St. Pete and the area’s world-class beaches, enjoy the convenience of local shops, cafes, and restaurants within walking distance. Whether exploring the city or relaxing on the beach, this home offers comfort and great location.

The Flamingo House

Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!