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 :)

Family · Value · Kitchen

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!

Family · Value · Hospitality

*Fenced Yard* 8 min to Downtown - FAST Wifi

Add my listing to your wishlist by clicking the <3 in upper right corner • 2 off-street parking spaces • Smart Locks + self check-in • Ring camera for security • Fully equipped kitchen + essentials “Very clean and cute place! It’s close to downtown and near great restaurants." • Dedicated Work space + 317Mpbs wifi • 65in smart TV + streaming apps • Enclosed front porch • Private fenced-in yard • BBQ + grilling utensils • Onsite washer+dryer • Walk to Italian Market • 18min drive to beaches

Location · Family · Parking

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.

Value · Location · TV

Downtown Historic District Estate (Home + Cottage)

The 1888 BNB welcomes you to St. Pete! Here you’ll find a contributing structure of the Downtown Historic District; restored to meet all of your 21st Century needs. The estate consists of a large 3 bedroom/3 bathroom 2 story house and a cozy detached cottage - 4 bedrooms and 4 bathrooms in total. This property can comfortably host (14) of your best friends and family. Watch the city come alive from the privacy of your front porch as the Grand Oak trees greet the sunrise in the sunshine city.

Family · Location · Access

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!

Family · Location · Parking

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!🌊

Location · Family · Condition

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.

Location · Value · Parks

The Euclid Bungalow l 5 Mins from downtown St Pete

This Quaint 3bd/3ba Bungalow, originally constructed in the early 20th century, creates a perfect marriage between historical elegance and contemporary convenience. Located in the historic Euclid St. Paul neighborhood of St. Petersburg, this spacious 1925 masterpiece is perfectly situated for all local destinations. -2000 sqft 2 story house -Beautiful front patio & deck with pergola - In ceiling speakers - 5 minutes to downtown / 15 to the beach -Ample parking with fenced in yard.

Location · Family · Indoor spaces

ST Urban Oasis heated pool

Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

Family · Value · Check-in

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.

Family · Value · Parking

Kenwood Oasis

January 2027 just became available!!!. 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.

Family · Location · Barbecue