Holiday rentals with a pool in Palmetto

4.78 out of 5 average rating, 265 reviews

Tropical Paradise - Private Pool - Close Beaches

Relax in a tropical Pool Home. With beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas beautiful white beaches on the Gulf of Mexico. Pool heating available. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. 55" Smart TV in living room and a second Smart TV in the queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

4.96 out of 5 average rating, 103 reviews

A fenced-in outdoor area features a swimming pool surrounded by a red brick patio. Sun loungers are positioned beside the pool, and a pool house is visible in the background, complemented by lush greenery and large trees draped with moss.

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.

4.91 out of 5 average rating, 128 reviews

Modern Oasis*Htd Screened Pool*Gym*Game Rm*AMI/IMG

Modern elegance meets family fun at this 3 BR, 2 BA retreat just 5 miles from AMI beaches and steps from Bradenton Country Club. The backyard is an entertainer's dream - enjoy the enclosed heated pool, relax in the covered patio lounge, or let the kids play or let the kids play while you unwind (child safety alarms on access door). Inside, the Florida room is stocked with games for the whole family, and the garage has been transformed into a fully equipped gym. perfect for family and friends.

Superhost

An outdoor space features a circular stone fire pit surrounded by colorful Adirondack chairs in orange and blue. The scene is enclosed by a tall wooden fence and includes lush green grass and shrubs, offering a peaceful setting for gatherings.

Bungalow in Palmetto

4.89 out of 5 average rating, 102 reviews

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

Soak up the beautiful Florida sunshine 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 Anna Maria Island (14 miles away) for a beach picnic just in time for sunset! (Message me about multiple pets)

4.97 out of 5 average rating, 156 reviews

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.

Home in Palmetto

Coastal Paradise w/heated pool, clean and comfy

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.

4.94 out of 5 average rating, 134 reviews

A circular pool is surrounded by a landscaped area featuring vibrant plants and red stones. Lounge chairs offer seating nearby, while a shaded umbrella provides relief from the sun. Inflatable rings float in the clear water, and a view of the canal can be seen in the background.

Cottage in Bradenton

Waterfront+Pool+Putting Green+Beach Gear! 2BR/2BA

• Perfect for couples, families, or remote work escapes • Unwind by the water • Fish from dock • Well equipped kitchen (no food items) • Starter supplies: coffee, tea, paper goods & toiletries • 2 bd / 2 ba • Selfie Wall • Keyless Entry • Pool • Putting Green *Tap the 🖤 in the corner to save this listing and find it faster later* • 10 miles to beach, *Award Winning Ana Maria Island • 7 miles to IMG Academy • 11 miles to SRQ Airport • 2 miles from Pittsburgh Pirates Training Camp

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, 102 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 parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

The outdoor area showcases a heated saltwater pool enclosed by a screen, with vibrant citrus-themed murals on the walls. Soft lighting from string lights illuminates the space, enhancing the inviting atmosphere during twilight. A spacious sun deck offers seating and relaxation areas.

4.99 out of 5 average rating, 112 reviews

Saltwater heated pool w/ massage chair + hot tub

❗️Month of October is 30-50% off ❗️ Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

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.

4.95 out of 5 average rating, 195 reviews

Private Oasis: Heated Saltwater Pool+Putting Green

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!

An aerial view captures a kidney-shaped pool surrounded by lush greenery and vibrant landscaping. Lounge chairs are positioned nearby, while an umbrella offers shade. The pool design includes a spa area, contributing to a serene outdoor atmosphere.

4.91 out of 5 average rating, 322 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

4.98 out of 5 average rating, 200 reviews

A spacious living and dining area features a table set for four with light-colored chairs. A comfortable sofa is arranged against the wall, and large sliding glass doors allow natural light to flood the space, providing views of the nearby lake and greenery.

Apartment in Bradenton

Shorewalk full condo AnnaMaria Beaches IMG

1174 sqft Shorewalk condo with 2-bedroom, 2 bath , kitchen and living room unit on desirable ground level with a beautiful lake view Within very short walking distance to grocery ,movies, shopping and dining, This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy