Holiday rentals with a fireplace in Gulfport

Tropical Pool Resort– Close to Beach, Lake, Golf

Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desk areas including one standup desk, a stocked kitchen & fun extras like bike, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!

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.

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

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.

Beachfront Penthouse, 6 beds, Walk to Beach Bars

Enjoy this modern beachfront condo in Treasure Island with stunning Gulf views. The main level features a queen bedroom, while upstairs offers a king master suite with a private balcony—perfect for sunset drinks or morning coffee—and a third bedroom with two bunk beds. Beach chairs, umbrella, and toys included. Walk to Caddy's on Sunset Beach, beach bars, and waterfront dining. Construction rates: Pool closed. Brand new w pool expected to open by August 1st 2026!!

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.

Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub

Welcome to your beach getaway, in the peaceful and elegant community of Pasadena Golf Club Estates. This beautiful pool home is newly remodeled and is minutes to multiple beaches. Less than 5 miles to St Pete Beach, Treasure Island, and Gulfport Beaches. Centrally located, and minutes to the Historic Waterfront District, Hickman Theatre, local and fine dining, and numerous shopping centers. Each bedroom has direct access to the backyard and pool.

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

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...

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

Welcome to the Hacjenda Maryna. 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.