Holiday rentals with a fire pit in St. Petersburg

Crescent Heights Cottage

Welcome to our cottage! This one bed, one bath apartment is an easy walk, bike, or a short drive to everything awesome in St. Pete. The cottage features a small dining area and kitchenette with a refrigerator, hot plate, microwave, toaster oven, & washer/dryer. The bedroom and bathroom are located up a short set of stairs. Guests have strong wifi access along with a shared outdoor patio & yard on a quiet street. We love hosting long term renters. Please reach out to ask about monthly rates!

Private master suite, Entire space to yourself

Modern 1 bedroom, quiet & cozy suite. Private entrance. Kitchenette (no cooking), refridge/microwave/coffee/toaster/sink/plates/utensils. Gas grill. Spacious bathroom, queen size bed. Great location close to shopping/restaurants, 4 miles to Gulf Blvd will you will find all of our beautiful beaches. Cable TV, Wi-Fi, 1 private parking spot (can accommodate 2 or recreational vehicle with a heads up), private backyard, access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

SR Tropical Studio Retreat Spacious Outdoor Oasis

This central St. Petersburg studio features a king-size bed and a spacious, tropically themed outdoor living area—perfect for soaking up the Florida sun or enjoying a quiet evening outdoors with a drink in hand, surrounded by lush greenery. Minutes from downtown, you’ll have easy access to beaches, restaurants, breweries, museums, and nightlife. Ideal for solo travelers or couples, this stylish retreat offers comfort, convenience, and the FL vibe. Book now and experience the best of St. Pete!

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.

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Spacious Suite Centrally Located Guest Favorite

You will fall in LOVE with area being so close to everything. Bright, open-concept design Suite with a complete kitchen, full bath, A/C, WiFi (100mbps), you have a private entrance and all amenities of home. New queen size bed. You are 15 min from St Pete Beach and 10 min to downtown St Pete. You have off street parking. Very safe and quiet location. Easy check in via lock box. You have beautiful gardens surrounding the property and Amazing deck. We have plenty of secret spots to recommend.

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

Beach Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. A beautiful interior and the home literally has two baclyards that look like a breathtaking resort style backyard that includes a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Optional heated pool for additional cost.

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

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.

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!