Holiday rentals with a pool in Palmetto

1930s Cottage + Pool 12 miles to Beach

Located in the heart of historic Palmetto FL, you will find this adorable cottage. This home has 2 bedrooms & 1 bath in the main home with a pull out sofa, as well as, a pool house with a full bath & daybed. You will love the southern charm of this home while relaxing by the pool or having morning coffee on the front porch. There are many restaurants & shops w/in walking distance as well as local parks & preserves. If you love the beach, this home is just a short drive to FL's beautiful beaches.

Bradenton 3 Bed Hideaway Near Anna Maria Island

Introducing the Bradenton Bliss Hideaway—an idyllic 3-bed, 2-bath retreat, a mere 20 minutes from the allure of Anna Maria Island. Nestled in a vibrant neighborhood, each room is a canvas of tranquility, inviting you to unwind in coastal charm. Revel in the seamless blend of relaxation and adventure, with Bradenton's lively attractions just moments away. Your escape to coastal bliss awaits—a story of serenity and excitement, painted with the hues of the Gulf and the warmth of a welcoming home!

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Pool, Hot Tub, Fun Games Near Downtown/River/Beach

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

Island Home 5 min to Park, 25 min to Beach, Pool

Soak up the relaxing Florida weather from this inviting 1969 home on Snead Island! Whether it's the oceanside air, or the beachy design of this impeccably clean vacation rental, guests find themselves relaxing as soon as they arrive. Our light-filled interior includes a fully equipped kitchen and all the comforts of home. Spend time by the pool & hot tub, then head to the shores of lovely Anna Maria Island 14 miles away for a beach picnic just in time for sunset! Message me about multiple pets

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Ellenton Getaway

Central, cozy & convenient. Your FL getaway awaits! Relax in this cozy 508 sq ft mobile home in a friendly RV community in Ellenton, FL. Sleeps 3 with a king bed, queen sofa sleeper, and full bath. Just 1 mile from I-75, you’re perfectly located for a beach and shopping getaway. Spend your days exploring nearby Bradenton, Sarasota, St. Pete, or Tampa—offering white-sand beaches, dining, local boutiques, and top shopping spots. A laid-back retreat close to Florida’s best coastal experiences.

Coastal Paradise w/private heated pool

Your comfortable home away from home. Centrally located to anything you want. Feel the Florida tropical feel here in your private resort style pool patio area. Nestled in palm trees you will feel relaxed. Enter your personal entrance to the stairway to your private upstairs retreat with 1300 sq ft of private Florida living. We take pride in being Superhosts and giving you the service you deserve. Please read more about our cozy home to see if it's a good destination for you and your group.

Designer 2BR Retreat w/ Private *Heated* Pool!

Step into a thoughtfully designed retreat where comfort meets style. The primary suite offers a king bed, plush mattress, built-in desk, walk-in closet, and private en-suite. Vaulted ceilings and an open layout create an airy feel, while the split-bedroom plan adds privacy. Outside, a screened-in patio with a bar, TV, wine fridge, and ice maker sets the scene for relaxing evenings, along with a private pool and cozy fire pit—your own slice of Florida paradise.

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Fin & Claw at the Dock, Waterfront Luxury Retreat

Imagine your peaceful mornings with coffee in silence while the river mist rises off the vast Terra Ceia Bay, nights where the river turns glassy under the moonlight, dolphins jump in quick arcs, manatees drift by. Unwind at this stylish retreat with a private pool with peaceful water views. Enjoy an open-concept living space, modern baths, fully equipped kitchen, and cozy bedrooms ideal for families or groups.

3BR Lux Home, Heated Pool, Fire Pit, Outdoor TV

Escape to this newly constructed vacation home in the charming and laid back area of Palmetto. Enjoy the comfort of the spacious 3 bedroom home with large backyard which includes a heated pool, outdoor dining and fire pit for enjoying the Florida weather. 20 min to Anna Maria Island and Beach 17 min to IMG Academy 26 min to Premier Sports Campus 30 min to St Pete Beach