Holiday rentals with a pool in Ellenton

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.

Family · Value · Decor

The Ellenton Retreat

Welcome to your peaceful retreat in sunny Ellenton, FL! This charming 1 bedroom, 1-bath mobile home is nestled in the quiet community of Ellenton Gardens — just minutes from I-75, delicious local restaurants, and the popular Ellenton Premium Outlets. Whether you're here to soak up the sun, do some fishing, biking, shopping, or just to relax, my home is the perfect base. It's fully furnished with everything you need for a comfortable stay. Book your stay today and enjoy the laidback fl lifestyle

Family · Value · Hospitality

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Family · Location · TV

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.

Value · Location · Parks

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.

Value · Location · Hospitality

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.

Family · Value · Indoor spaces

*Memorable Vacation* Heated pool-Playroom & more

This is our dream vacation home, every detail in this house was made with a lot of love and care. Our house is fully equipped. We tried to create a happy and calm environment so we can run away from the daily stress of our lives and we proudly accomplished that because every time we spend days here it's like a recharge. If you're looking for a place to recharge and enjoy yourself or with your family and friends our house is the place for you. We will be very pleased and happy to host you.

Family · Location · Parks

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Experience ultimate Florida luxury at our 6-bedroom, 4-bathroom Bradenton home, fully remodeled for your perfect staycation. Enjoy a heated saltwater pool, spa, outdoor kitchen, and bar with granite counters, ice maker, and fridge. Nestled at the end of a private drive, this paradise offers a golf simulator, putting green, and cornhole court. Centrally located yet secluded, it comfortably sleeps 12. Non-smoking and meticulously clean, this is your dream getaway for relaxation and fun.

Family · Location · Quiet

5mi 2 IMG | Walk. Dine. Explore | AMI | 5BR/3Ba

🌴 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!

Value · Family · Layout

Waterfront Oasis

This home did *NOT* flood during the hurricanes. It’s fully functional. Direct/Private saltwater access in the backyard, fishing off the dock, HEATED pool, waterfall, paddle boards, kayaks, basketball hoop, beautiful backyard garden, garage gym, sauna. Family friendly neighborhood. Always professionally cleaned. I do my best to create a clean, fun, amenity filled space for families. Boat lift available as add on rental for $75 per day (please message me to inquire)

Family · Location · TV

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

Location · Family · Hospitality

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.

Family · Location · Pool