Holiday houses in St. Petersburg

Downtown St. Pete Coastal 2BR - Walk to Vinoy+Pier

Welcome to Anhelo St. Pete, a beautifully renovated 2BR/1BA upstairs retreat designed for rest. Enjoy a light-filled kitchen with quartz countertops and a gas range, coffee bar, a queen main BR, a 2nd BR/living room with queen daybed and 2 dedicated workstations for remote stays. Thoughtful designer touches throughout! Unwind on the screened balcony, sip your morning coffee, or let your pets enjoy the fully fenced backyard. Just steps from cafés, Vinoy Park, the waterfront, and the St.Pete Pier.

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.

Mid-century cottage on Coffee Pot Bayou in Old NE

TEXT US REGARDING SHORTER STAYS AND DISCOUNTED SEASONAL STAYS. Water views of Coffee Pot Bayou and private dock! Due to owner's severe allergies NO SERVICE ANIMALS OR GUIDE DOGS. It is a 30 minute walk to Vinoy Park. 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. Public kayak, small boat, or canoe launch at nearby Coffee Pot Park.

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.

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Welcome to The Tiki Retreat, Your Waterfront Oasis on Boca Ciega Bay!
Step into a bright, coastal 3 bedroom home where relaxing waterfront living meets vibrant tropical vibes. Enjoy stunning views, a private dock, a heated salt water pool, and your private tiki bar all set against the backdrop of beautiful Boca Ciega Bay, home to dolphins, manatees, and an array of wildlife. This spot has everything you need for an unforgettable stay. Feel free to bring your family pet (with pre-approval)

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.

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.

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.

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

Retro 1/1 in the heart of Downtown St Pete.

Stay where Historic Old Northeast meets Downtown St. Pete! This charming second-floor 1BR/1BA is steps from the Vinoy Resort and just one block from Vinoy Park and the waterfront. Walk to restaurants, cafés, shopping, museums, nightlife, and everything downtown has to offer, no car needed. Inside, enjoy a retro-style bathroom, and vintage charm in one of St. Pete's most desirable neighborhoods.

St Pete Luxury Home | Downtown | Central | Balcony

Luxury sky loft Penthouse on Central Ave with wrap‑around balcony views over vibrant Downtown St. Pete. Enjoy private 2‑car garage parking, a rooftop lounge with outdoor kitchen, and a media loft with surround sound and wine bar. Modern design, panoramic views, and premium amenities make this stay a true Grand Central District standout—more than a getaway, it’s a luxury experience.