House holiday rentals in Gulfport

4.9 out of 5 average rating, 146 reviews

Stunning bungalow retreat in St. Pete!

Your home away from home in St. Pete! Our bungalow is located in a highly desirable neighborhood just a mile from vibrant downtown. Fully renovated; the 1930's charm remains but with a modern fully-equipped kitchen, stylish bathroom, furniture/décor, and private deck. Refinished hardwood floors, too Features include: Driveway for 1 car King bedroom Queen sleeper sofa 2 Smart TVs: live & streaming apps Front porch with rocking chairs Deck with outdoor dining Washer & dryer Experienced hosts :)

4.78 out of 5 average rating, 296 reviews

The Flamingo Flat

This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

Superhost

4.85 out of 5 average rating, 342 reviews

Pool home with beach a few minutes away

This recently updated European style home comes with 3 bedrooms 2 bathrooms, screened-in pool and pool deck. Located in an upscale neighborhood, this beautiful home offers patio areas and large living room for relaxing. Equipped with a full size washer, dryer and full kitchen for a home away from home experience. 5min drive to beaches, parks, lakes, trails, shopping & restaurants. 10min to downtown, St. Pete. Boat Trailer parking available. Large driveway can accommodate up to 3 vehicles.

4.98 out of 5 average rating, 113 reviews

Home in Pinellas Park

The Guest House

The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

4.97 out of 5 average rating, 173 reviews

Central St.Pete mins to Downtown and Beaches

Rest assured, you’ll wake up close to all the excitement St. Petersburg has to offer! Perfect for solo travelers, couples, or small groups of friends and family, this cozy home is centrally located between downtown and the beaches—offering the ideal balance of fun and relaxation. 🚗 Quick Drive Times: • 8 min – Downtown St. Pete & The Pier • 12 min – St. Pete Beach • 25 min – Clearwater Beach • 25 min – Tampa & Airport Experience the best of St. Petersburg—scroll down to learn more!

4.88 out of 5 average rating, 134 reviews

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.

4.94 out of 5 average rating, 34 reviews

*Dog Friendly* Shuffleboard - Close to Beaches!

Add my listing to your wishlist by clicking the heart in upper right corner • 4 dedicated parking spaces • Smart Locks + self check-in • Ring camera for security • Fully equipped kitchen + essentials “The house was immaculately clean!" • HUGE fenced-in yard • Outdoor shuffleboard court, corn hole & BBQ • Onsite washer+dryer • 2 adult bikes + 2 kids bikes --ride to downtown Gulfport! • 8min drive to beaches • Dedicated Work space + 730Mpbs wifi • 65in smart TV + streaming apps

4.98 out of 5 average rating, 65 reviews

Vibrant Hot Tub Home w/ Gym + Lanai, 1 mi to Beach

Cute and cozy bungalow home with relaxing design, just 1 mile from the artistic and beachy downtown Gulfport. This 2 bedroom home is complete with everything you want and more with a screened in patio with hot tub, large backyard with dining area and grill, and air conditioned garage with a full gym (including a Peloton bike, but you must use your own login) and office space equipped with an electric stand-up desk. There are also two bicycles in the garage for guests to use.

4.93 out of 5 average rating, 129 reviews

70's Inspired Disco Vibe Home, Pool, By Beach

Welcome to Tropical Disco, a vacation home in St. Petersburg, Florida, that pairs tropical vibes with groovy touches from the disco era. As our home is newly-renovated, you’ll enjoy all-new furniture and lively wallpaper like you’ve never seen. Better yet? We are 2.4 miles from St. Pete Beach. Float in our pool surrounded by lush palms. Play records in the disco den. And take comfort in every funky pillow, lava lamp and neon pink flamingo. Read on to discover more …

4.95 out of 5 average rating, 240 reviews

The Flamingo House

Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!

4.97 out of 5 average rating, 70 reviews

Welcome to La Valencia!

In the heart of Gulfport's Historic Waterfront District, this 1946 restored coastal home will take you back in time to old Florida. It's located on Beach Blvd for a front row seat of the live music & action in our unique, artsy town. Relax on the front porch, walk to the many restaurants & shops Gulfport has to offer or stroll to our several parks. Centrally located, you are 15 minutes from St Petersburg's beaches, downtown and much more.