Holiday rentals with a fireplace in Gulfport

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Central Bungalow Near DTSP with Swim Spa

Vacation like a local at this centrally located bungalow style residence. This 3BR 2 Bath home is set to entertain our guests. Indoor living space Includes two sitting areas, fireplace and workstation. The dining room and kitchen welcomes you home with all the amenities you need to keep everyone happy. For our outdoor lovers, we welcome you to the tavern. This fully functional outdoor living space includes a grill, tv, sectional seating, full size bar. Be our guest and enjoy St Pete like a local

Tropical Disco | Pool & Fire Pit | St. Pete Beach

There's even a disco ball! 🪩Perfect for Bachelorette & Bachelor get aways, Retreats, and Family Vacations! Gather in the spacious living room to watch movies on the 65-inch smart TV or prepare a feast in the well-equipped kitchen, complete with brand-new appliances. After a day of fun in the sun at St. Pete Beach, relax in your private bedroom with comfortable beds, soft linens, and modern decor. Wake up to beautiful natural light and enjoy a cup of coffee on the patio overlooking the pool.

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.

Wine Cellar Charm Gulfport

The Beach Wine Cellar is a two-bedroom one-bathroom luxury home designed to immerse the guest in a Tuscany style vacation on the beach. Conveniently located 1 block from main street and 4 blocks from Gulfport Beach. Boasting a bar for 2, a living room for 6 with a 55" TV, an indoor dinning-room. There is an enclosed backyard with a privacy fence. The patio has a barbecue and a gas fire-pit. Enclosed 450 SF patio has 4 fans, dinning table, a living room set, 55" TV, and games.

Cute home w/ saltwater heated pool! 6 mi to beach!

Come have some fun in the sun! Bring the whole family & get ready to make lifelong memories in this cute tropical theme, amenity-packed home! This newly-renovated 3BR/2BA + an office is the definition of KID-FRIENDLY & located just minutes away from Madeira Beach! Private pool w/ pool toys, huge backyard w/ gas grill, a firepit for smores' & a fun game of corn hole, comfortable beds w/ luxury linens, high speed Wi-Fi, smart TVs & more! BOOK today for an AMAZING stay!

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed

PARADISE best describes this GORGEOUS newly renovated VACATION HOME!! 4 bed room 2 bath HEATED POOL and GIGANTIC HOT TUB! 7 miles to the many local sugar sand gulf beaches and 3/4 mile away from grocery stores , Local ER, MANY restaurants, banks and gas stations/ convenience stores, GOLF COURSE, hair and nail salons, Walmart . Swimming POOL IS HEATED FOR FREE 80-85 degrees from oct 15 - april 15 seasonally SUPER FAST WIFI 571 mbps

Babe Ruth’s Build Spanish Style Hacienda! 4BR/5BA!

Welcome to the Hacjenda Maryna. Pets Friendly, some restrictions apply. TRAVEL NURSES, OTHER MEDICAL PROFESSIONALS, AND BUSINESS PEOPLE ARE WELCOME TO BOOK EXTENDED STAYS! A beautifully designed Spanish inspired home in the heart of St Petersburg. Conveniently located close to the freeway and St Pete's exciting downtown with fun shops, restaurants, and museums. It's close to the beaches & Tropicana where the Rays play.

5BR St Pete Pool Home - Sleeps 10 - Near Beach!

So close to St Pete Beach (8 min), downtown St Pete (10 min) & Gulfport (4 min) make this a great home base for your Florida stay! Discover the true magic of St Pete from this exceptional vacation rental, designed for ultimate relaxation and fun. With a complimentary heated pool, abundant amenities, and room for everyone, your perfect Florida vacation starts here. Dog and cat fur family members welcome :)

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Grand Central/Warehouse Arts District Loft

Large loft located in the Grand Central/Warehouse Arts District. There are a lot of great restaurants, bars, breweries, art galleries, boutique and antique stores all within walking distance. You can walk to everything. There are several breweries and great cocktail bars within blocks. Check out Bandit Coffee a couple blocks away and have a great cocktail or two at Lost and Found, right behind the house.