Vacation rentals with a pool in Palmetto

4.95 out of 5 average rating, 128 reviews

Cottage 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.

4.9 out of 5 average rating, 111 reviews

Bungalow in Palmetto

Island Home-Private Pool-25 min to Beach

Soak up the beautiful 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

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 123 reviews

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

4.91 out of 5 average rating, 105 reviews

Boating/Fishing Paradise at Bayfront Dock! Pool!

Introducing Majestic Isla, the crown jewel of our luxurious, BAYFRONT home w/ sweeping water views! This grand manor is situated near Anna Maria Island and central to the activities that Bradenton has to offer. The property's deep saltwater canal provides direct access to the Gulf, making it a paradise for boating and fishing enthusiasts. Whether you're seeking a tranquil retreat or an adventure-filled getaway, Majestic Isla offers the perfect blend of luxury and comfort right in our backyard!

A serene bedroom features a spacious bed dressed in light linens, accompanied by bedside tables with lamps. Natural light filters through a window, while a neutral-toned rug adds warmth. A pair of chairs and a small ottoman provide a cozy reading nook.

4.92 out of 5 average rating, 109 reviews

King Suite! Heated Pool! 5 miles to beach!

Unwind at this stunning vacation getaway that is only 5 min away from Anna Maria Island. Although shops and restaurants are only minutes away, the area feels peaceful and secluded. The kitchen is furnished with stainless steel appliances, granite countertops, and a custom coffee bar. Enjoy your meals together around the dining room table, or take it to the back patio for an epic barbecue. Enjoy the expansive private back yard with heated pool. The scenery is ideal for a back yard barbecue.

4.94 out of 5 average rating, 175 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

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.

The outdoor pool area is illuminated by soft colored lights, creating a serene atmosphere at night. The pool is surrounded by a screened enclosure, with lounge chairs positioned nearby for relaxation. Ambient lighting enhances the peaceful ambiance of the secluded space.

4.95 out of 5 average rating, 166 reviews

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.

A serene backyard features a heated pool surrounded by lounge chairs and shaded areas. Tropical plants and flowers add color, while the setting sun casts a warm glow. Umbrellas provide shade over the seating, creating a welcoming space for relaxation and outdoor enjoyment.

4.97 out of 5 average rating, 129 reviews

Orange Oasis: Clean, heated pool, near beaches.

Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

A private pool is enclosed by a safety fence and framed by lush tropical landscaping. Colorful pool floats rest on the surface of the clear water, while a wooden deck leads to the pool area, creating an inviting outdoor space for relaxation.

4.97 out of 5 average rating, 35 reviews

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.

A saltwater heated pool is surrounded by a spacious patio area. Two lounge chairs with striped cushions are positioned nearby, along with a shaded bar area. Lush palm trees provide a tropical feel, with a well-maintained lawn and a privacy fence visible in the background.

4.94 out of 5 average rating, 242 reviews

Private Heated Pool, Turfed Putting Green Retreat

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

4.79 out of 5 average rating, 287 reviews

Tropical Oasis - Private Pool - Close Beaches

Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

4.91 out of 5 average rating, 144 reviews

Downtown Bradenton Pool Home | AMI Beaches + IMG

Downtown Bradenton vacation rental with private pool, just steps from the Bradenton Riverwalk, Manatee River dining, restaurants & shops! This restored 1925 historic home is only 4 miles from IMG Academy and 7 miles from Anna Maria Island, Holmes Beach & Bradenton Beach. Enjoy a screened pool, fire pit, game room, gourmet coffee bar, fast WiFi & spacious family-friendly living—perfect for IMG stays, AMI beach vacations & group getaways.

Popular amenities for Palmetto rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The image showcases a spacious outdoor area featuring a private pool surrounded by a screened lanai. A bright beach scene is visible beyond the pool. The garage includes game equipment, while a colorful teen shed is visible, designed for relaxation and fun.

4.89 out of 5 average rating, 112 reviews

5 stars! ⭐️🏖 HotTub&Pool-4BR/2BA 5 miles to beach!

4.9 out of 5 average rating, 107 reviews

Heated Pool *Fenced Yard *Dog Friendly

An outdoor area features a sparkling in-ground pool surrounded by a screened lanai. A small dining table with chairs and an umbrella provide seating options. A barbecue gas grill is placed nearby, and the space is bordered by lush greenery, creating a private and inviting atmosphere.

4.94 out of 5 average rating, 154 reviews

The Mermaid’s Poolside Paradise

4.96 out of 5 average rating, 188 reviews

River House - Pool, Spa & Gameroom Near Anna Maria

A spacious outdoor area features a heated pool surrounded by a concrete deck and lush greenery. Comfortable seating with light-colored cushions is positioned nearby. An outdoor dining area with a table and chairs is partially visible under a covered patio, providing ample space for relaxation.

4.99 out of 5 average rating, 97 reviews

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

5.0 out of 5 average rating, 50 reviews

Waterfront 4BR Home Heated Pool, Private Pier

A fenced backyard features a sparkling swimming pool under a protective screen, surrounded by comfortable lounge chairs and an umbrella. A view of a serene sunset over calm waters is visible, alongside a soothing hot tub illuminated in blue light. A decorative arrangement with flowers and a sign highlights a welcoming atmosphere, while a pool table is seen in an adjoining recreational area.

4.81 out of 5 average rating, 90 reviews

*Memorable Vacation* Heated pool-Playroom & more

4.97 out of 5 average rating, 60 reviews

Florida Coastal Oasis: Heated Salt Pool • Lanai

Condo rentals with a pool

A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.

4.95 out of 5 average rating, 212 reviews

The Seashell Cottage with peaceful water views!

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

4.97 out of 5 average rating, 145 reviews

A&A's Paradise near IMG & Anna Maria beaches

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

4.97 out of 5 average rating, 212 reviews

Luxury 3/3 Margaritaville Resort

A bright bedroom features a spacious bed with light bedding and a wicker nightstand on either side, each topped with a lamp. A chair rests in the corner, and a large window offers views of greenery outside, bringing in ample natural light.

4.83 out of 5 average rating, 117 reviews

Palms Villa: Cozy & Minutes from Anna Maria Island

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 161 reviews

Cozy 2 bed/2.5 bath townhome

A modern kitchen showcases sleek, white cabinetry and a dark granite countertop. Stainless steel appliances include a microwave and oven, complemented by a mosaic tile backsplash. The space is well-lit with natural light from an adjacent living area, creating an open and airy environment.

4.79 out of 5 average rating, 155 reviews

Shorewalk upgraded condo 4505.

4.96 out of 5 average rating, 112 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

4.89 out of 5 average rating, 112 reviews

Condo in Tierra Verde

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Other vacation rentals with a pool

4.97 out of 5 average rating, 63 reviews

A spacious bedroom features a large bed with a white frame and a plush blue blanket draped across it. A blue chair is positioned nearby, and a framed beach scene is mounted on the wall. Doors lead to an adjoining room.

Apartment in Ellenton

Tiny Apartment with Pool

4.99 out of 5 average rating, 99 reviews

The mobile home features a covered porch with white railings, creating a welcoming entrance. Lush palm trees line the pathway, while the exterior showcases a light gray siding, under a partly cloudy sky. A concrete driveway leads up to the home.

Home in Ellenton

The Ellenton Retreat

5.0 out of 5 average rating, 4 reviews

The Wabi House

Vacation home in Palmetto

*Bliss By The Bay* Heated Pool Home w/ Playground

4.73 out of 5 average rating, 60 reviews

5.0 out of 5 average rating, 13 reviews

Minutes from Fun, Miles from Stress

A bright and spacious retreat features a heated pool within a screened enclosure, allowing for outdoor enjoyment. The living area showcases modern decor with ample natural light. The kitchen offers sleek cabinets and countertops, while a cozy sleeping area presents a well-dressed spacious bed for comfort.

4.94 out of 5 average rating, 84 reviews

Pets Are Welcome/ Heated Pool/ Close to AMI

4.99 out of 5 average rating, 87 reviews

A front porch is seen with a ceiling fan overhead and a partially covered entry door. A dining set is placed on the porch, complementing the home's inviting exterior with light-colored siding and white railings.

Home in Ellenton

Ellenton Getaway