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Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Tropical Island Oasis • Heated Pool • Top Beach

This newly renovated four-bedroom, three-bath luxury pool home is the perfect place for your Florida vacation! Located on Tierra Verde, an exclusive island near St. Pete Beach, perfect for boating, biking, fishing & relaxing. Enjoy scenic views as you cross a bridge over the ocean to visit the gorgeous Pass-a-Grille beach. Drive 10 min north to downtown St. Petersburg, with a marina, restaurants, nightlife & shopping. Enjoy your private pool, BBQ, eat outdoors, and relax around the fire pit.

Beachfront Home - “Con La Marea”

Welcome to our rare, vintage, historic, beachfront home in charming Pass-a-Grille! Just steps to the sand, this unique retreat offers breathtaking Gulf views, coastal charm, and a peaceful escape. The home blends timeless character with modern comforts. Walk to local shops, dine at seaside cafes, or simply relax with a cold drink on the front garden deck, overlooking the dunes and the Gulf shore sunsets. A truly rare gem in the heart of Pass-a-Grille—experience old Florida like never before!

Gulfside Resort: 3 bed, 2 bath /pool access

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

Boutique Stay Near the Bay | Walk to Downtown.

Feel both transported and perfectly at home. The Barefoot House is your serene escape in the heart of Historic Old Northeast — where charm, comfort, and culture meet. Tucked away in a quiet alley, this thoughtfully designed retreat is just blocks from St. Pete’s stunning waterfront parks and a 5-minute stroll to downtown’s vibrant mix of restaurants, cafés, bars, museums, and art galleries. Guests love our blend of calming details & walkable access to everything St. Pete has to offer.

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

ST Urban Oasis heated pool

Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

Charming 3-Bedroom 2-Bath with Beach Access!

Beach access!!! This 3-bedroom house is perfect for your escape to Pass-a-Grille, located in St. Pete Beach. Guests will find space featuring one king bed, one queen bed, and a futon, making it ideal for families or groups. 2 bathrooms with showers add convenience to your stay. The quaint house stays comfortable year-round. Whether you’re relaxing indoors or exploring nearby, this excellent home offers a welcoming retreat. Free WIFI Smart T.V with Live T.V access

Steps 2 Beach- Cottage w/king bd +2bikes +parking

The Seashell cottage A Charming Old Florida beach cottage just steps from the sand in quiet, walkable Pass-a-Grille. Bright, clean, and thoughtfully updated with a comfy king bed, full kitchen, great shower pressure, and private front & back patios. Bikes and beach gear included, so a car isn’t needed. A cozy, homey alternative to crowded condos—perfect for couples, sunset walks, small families, 1 pet families, and relaxing beach days.

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

The Boho | Walk to Gulfport Beach & Restaurants

Boho inspired cottage in the heart of the Gulfport Waterfront District. Steps away from Gulfport beach, restaurants, and nightlife. Enjoy strolling along Beach Boulevard where you'll find local coffee shops, ice cream parlors, Gulfport brewery, and eclectic shops. Relax in the comfort of your backyard oasis or enjoy some fun in the sun with the best Gulfport has to offer right outside your back door.

Waterfront, Pool & Dock | Bayfront Oasis

Wake up to Tampa Bay views at this private waterfront escape. This home features a sparkling pool, private dock with boat lift, and postcard views of downtown St. Pete in the distance. Perfect for sunrise coffee, sunset swims, and laid-back coastal living—just minutes from downtown St. Petersburg’s dining, nightlife, and beaches. Guest must be 25 years or older to stay/book.