Holiday rentals with a fireplace in Gulfport

Private Yard - Gulfport

You'll love this 1 bedroom private guest apartment with queen bed, living room with kitchenette, bathroom, shared laundry room and large enclosed backyard. Located in in charming Gulfport in desirable neighborhood! Ten minute drive to Treasure Island Beach and downtown St Petersburg! Half mile walk to Stetson Law School and one mile to the artsy and charming downtown Gulfport situated on scenic Boca Ciega Bay, Williams pier, eclectic independent shops and boutiques and world-class restaurants.

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

Sailfish Escape - Tropical Heated Pool Home

Welcome to our charming four-bedroom, three bathroom home in beautiful South Pasadena, FL. With its inviting pool, ample space, cozy fireplace, and unbeatable comfort, this is the perfect retreat for your coastal getaway. As you step inside, you'll immediately feel the spaciousness and warmth. Our kitchen is fully equipped with modern appliances and everything you need to prepare delicious meals during your stay. You will find comfortable sleeping after your adventuring or beach day.

Blue Bungalow of St. Pete Beach - Great Location !

Whether you're seeking a quiet respite or fun filled days and exciting nights, you'll feel right at home in your new, home away from home, The Blue Bungalow of St. Pete Beach! Located only 2mi from St.Pete Beach in a historic district of South Pasadena. Are you a bicyclist? We're conveniently located next to the Pinellas Trail which takes you directly into downtown via 20 minute ride! We're perfectly situated between the beach and downtown. Washing machine/ clothes line avail.

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.

The Olivia

Modern organic entire home with elevated amenities, a resort-style pool and private outdoor oasis. This luxurious home is perfect for resting, retreating and entertaining. Walking distance to the best local produce market, restaurants and shops for everything you need and only a 9 minute drive to the most famous Upham & St. Pete Beach. This tropical paradise is truly one of a kind with "low-tox" living amenities we've consciously curated with your well-being mind!

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.

Waterfront Views at Dolphin Watch with Heated Pool

Paradise found with over 5,000 sq ft of living space and more than 600 sq ft of covered outdoor patios overlooking the Bay. Floor-to-ceiling glass doors reveal breathtaking panoramic water views. Enjoy Sonos speakers throughout, a pool table by the water, pool, wet bar, and built-in sauna. The master suite offers a private wraparound deck, Jacuzzi tub, and walk-in shower. Watch dolphins, fish from the dock, or explore the bay by kayak. Quiet residential setting.

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

Carols St. Pete/Gulfport 3 bed/2 bath

Enjoy this renovated, modern Gulfport bungalow featuring a large open-concept layout with 3 bedrooms and 2 bathrooms. Cozy and stylish, the home includes updated finishes, comfortable furnishings, and a fireplace for relaxing evenings. Perfect for families or groups, close to beaches, shops, dining, and local attractions. A separate backyard guest house is also on the property and may be rented on its own for added flexibility.