House holiday rentals in Downtown, St Petersburg

Historic Uptown 2/2 | Walk to Bay/Downtown

'The Captain's House' - a remodeled, sparkling-clean home in the charming Historic Uptown District, just north of Central Avenue in downtown St Petersburg! Walkable to downtown & the Bay/Beach Avenue - only 8 - 10 blocks, with great restaurants/parks nearby! Perfect for guests who want a St Pete experience for a minimum of 30 days. To inquire about the availability of blocked-out months, choose the first 30 days available on the calendar and send a no-commitment inquiry. No pets, please.

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!

Bali inspired near White Sand beaches and Downtown

Escape to our beautifully renovated SPACIOUS Home, centrally located just 15 minutes from downtown Saint Pete and the beaches. Relax in our Balinese Moroccan inspired master bedroom suite with high ceilings and cook in our stunning kitchen. Enjoy a round of golf on our putting green. Unwind in the HOT TUB after day at the beach. Plenty of fun games such as Foosball, connect 4, perfect for gathering with family and friends. Come stay with us and experience the ultimate in comfort and luxury!

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

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.

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!

Beautiful & Exclusive house + Pool!

Bring the family to this fantastic home near St Petersburg's beautiful beaches and downtown. A quiet, very spacious and cozy space. The house has three bedrooms and two bathrooms. One room has a King bed, the smaller room has a queen bed, and the master room has two queen beds. With a large and comfortable electric reclining leather sofa, with a USB port for the whole family to share together. Come and create unforgettable memories in this beautiful home.

Comfortable Home w/Private Pool

Tucked away in an upscale subdivision, enjoy this comfortable home with modern amenities, new furniture, appliances, full modern kitchen w/dishes and utensils, washer/dryer, central air conditioning and a private pool. Includes internet access, ideal for remote work, digital cable, Netflix access. Also is located short walk to a family friendly park with outdoor gym, public boat dock, waterfront and restaurants and Publix and Whole Foods grocery stores.