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.

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

Near Anna Maria Island Beach-Studio on Wares Creek

This place delivers ample living space,latest amenities, and quick,easy access to Coastal Water,Anna Maria Island Beaches,and city Down Town. Spacious,bright,and tastefully furnished,with great screened porch,cozy gazebo,sparkling heated swimming pool . We supply 2 kayaks and everything that you might need to spend a day at the beach or on the water.We also supply fishing rods(adults and kids) and bait bucket. We can take you on a coastal trip in our boat if you wish (extra charges will apply )

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.

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.

Coastal Victorian Retreat - Walk * Dine * Explore

🌴 Summer is calling! Stay in this beautifully restored✨1925 home featuring a new open layout perfect for families, groups, and bridal preparations. 🚶Walk to the Riverwalk, Riverfront, rooftop dining, Bishop Museum & Planetarium, and hop on the Gulf Islands Ferry to Anna Maria Island. Enjoy the 🏊private screened pool, 🎮game room, spacious kitchen, front porches, outdoor dining, 🍔BBQ, and 🏖️beach essentials for an unforgettable Gulf Coast getaway. Don't delay - book now!

Heated Pool *Fenced Yard *Dog Friendly

My dear guests! You are gonna LOVE this house. It has everything you need to have perfect vacation You can’t ask for a better location, the house is minutes away from world known beaches like Anna Maria Holmes Beach Longboat etc It’s only 3 mins away from DOWNTOWN with phenomenal waterfront restaurants and river walk. Tampa Sarasota StPete and all attractions offered are right there for you and your family Huge pool and outdoor dining space will help you to relax

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.

NEW! Sunny Shores - Pool, Fire Pit, Ocean Access.

Sunny Shores welcomes you to a bright, relaxing retreat designed for unforgettable family getaways. Enjoy your own private pool, an inviting outdoor space with a cozy fire pit, and direct ocean access right from the backyard—perfect for sunrise walks, beach days, and sunset evenings. Whether you’re splashing in the pool, sharing stories by the fire, or soaking in the coastal breeze, Sunny Shores is the ideal blend of comfort, space, and seaside charm.

The Seashell Cottage with peaceful water views!

Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

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.