Holiday rentals with a pool in Gulfport

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

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.

Amazing condo minutes to the beach*** heated pool

This beautiful and spacious condo near the beach is all you need for your perfect vacation! We are just a short 10- 12 minutes walk or 2 minutes drive to the closest beach and many restaurants and shops. Very close to the Caddy's on the beach ( 2 min drive), John Pass Village ( 6 min drive), drive to Downtown St Pete for night life and great restaurants. Egan park is very close and tennis courts are right across the street Heated Pool is available year around and open from dusk to down.

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.

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

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.

St Pete Retreat - Heated Salt water pool

Kick back and relax in this calm, stylish space. Enjoy cooking in our spacious updated kitchen or relax by the grill poolside with a glass of wine and some football on the outdoor tv. This 3bd (king, king, queen) and 1.5 bath+outdoor shower make this a retreat to sit back, relax and enjoy the Florida sun. Want to get out and see the town? St Pete Beach is only 3.5 miles away, downtown St Pete is only 15 min with Central Ave and Beach Drive full of cocktails, nightlife and live music.

Mint House St. Petersburg | Studio Suite

Spanning 430 square feet, our Studio Apartment features a Queen-size bed dressed with Bokser linens, high-end bathroom essentials, and plush towels to enhance the bathing experience. It boasts a fully equipped kitchen stocked with premium, locally sourced coffee. Amenities include a 55-inch Smart TV, free high-speed Wi-Fi, and a dining or workspace for two. Housekeeping services are available by request. The apartment accommodates up to 2 guests.