Holiday rentals with a pool in Gulfport

The Salty Dunes… Adorable Studio near downtown

Welcome to the Salty Dunes! Located in Historic Roser Park, a cobble street, tree-lined storybook-like neighborhood. From here it’s just a short 2 mile bike ride to downtown St. Pete, the new Pier, Beach Drive and some of the best restaurants, museums and parks St Pete has to offer. We’re a quick 15-20 min drive to some of Florida’s best beaches and only a 25 min drive to Tampa International Airport or the St. Petersburg/Clearwater Airport. This place is perfect for couples or solo adventurers.

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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.

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

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.

Snowbird paradise! Waterfront, pool, hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Updated Condo minutes from the beach - heated pool

Welcome to this fabulous and spacious newly updated condo close to the beach and many restaurants. Closest beach is 12 min walk or 2 min drive. John Pass Village is only 6 minutes drive, Downtown St Pete and newly re-opened St Pete Pier is a must visit for either night life or nice dinner. Egan Park and tennis courts are across the street. Pool is in the building- hours of operatio dusk to down.Pool is heated to 82f during the day.Roku TV's in the unit.

Dolphin Cove Waterfront St. Pete Beach w/ Pool

THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Villa Splash, 1 room pool suite

Tropical pool villa in central St Pete built in 2022, only 1 mile from Pinellas Trail, 2 miles from downtown restaurants and 5 miles from Treasure Island Beach. One room efficiency includes a comfortable queen size murphy bed, full bathroom (w/shower-no tub), large flat screen tv, with wet bar, microwave & coffee maker. Guests will have private access to pool. Smoking is NOT permitted on property and will be reported.

Bungalow Heated Pool Home 10 minutes to Beaches

Welcome to the Starfruit House. A completely renovated three bedroom two bathroom beach cottage with a in-ground heated pool! This home features the feel of old Key West with all new modern updates. Within a few miles of the most popular beaches in the area, minutes to downtown St. Pete, and a quick bike ride to Gulfport. Enjoy the tropical feel of the outdoors, and then come inside to relax.

Resort Condo @ Treasure Island Beach - Waterfront!

Enjoy coastal charm in this spacious 1BR condo nestled between the Intracoastal and the beach! Relax by the pool, docks, or BBQ area. Sleeps up to 6 with a king bed, sofa bed, and queen Murphy bed. Includes full kitchen, Wi-Fi, and beach gear—towels, chairs, umbrella, and buggy. Note: 3rd floor walk-up; elevator not in service. Some lower units under renovation.