Holiday rentals with an EV charger in Bradenton

Stylish 3-bedroom loft in walkable Winthrop

This stylish, loft-style apartment is a perfect spot! It has 3 bedrooms, 2 full baths, a living room with a 55 in TV, and a pack-and-play. The unit is in Winthrop, a walkable small town in Riverview. It’s on the second story above cute shops (there is no elevator). It’s within 2-5 min walk to 7 restaurants, a Publix grocery, and more. It’s next to two popular event venues: Winthrop Barn Theater and The Regent. A great spot if you're attending events there. It's 15 minute drive to downtown Tampa.

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

River Cottage 2/2 - Kayaks & Huge Deck-Old Florida

Old Florida charm meets peaceful riverfront living at the Lazy Gator Lodge. This unique Braden River getaway features two spacious king en suite bedrooms, an open-concept living area, fully stocked kitchen, massive waterfront deck, & fenced yard perfect for pets. Guests can explore the river by kayak and paddle to local waterfront restaurants and live music spots. Centrally located near Lakewood Ranch, UTC, Bradenton and Sarasota — plus the white sand beaches of Siesta Key & Anna Maria Island.

Speakeasy Bungalow: 2/1 Spa home walkable downtown

Welcome to Speakeasy Cottage – a standalone 2BR guesthouse adjacent to our main Green Gatsby property, offering privacy, charm, and relaxation. Enjoy your own private hot tub under a curtained pergola, a string-lit patio amid lush tropical plants, and a chic interior with modern boho decor. Perfect for couples or small families (queen + bunk beds). Walk to downtown Bradenton and the Riverwalk (ferry to Anna Maria Island), with gulf beaches 8 miles away. EV charger on site for your convenience.

Luxurious "Riverfront Oasis" - Waterfront w/pool

Luxurious, riverfront home with a coastal-farmhouse design, creating the ultimate Florida getaway or staycation! Spend your vacation relaxing in our private heated, waterfall pool, around the fire pit, or dining on the lit up boat dock. Beautifully furnished and professionally designed with lots of additional amenities, including bathrobes, aromatherapy diffusers, TWO fully stocked kitchens, bluetooth speaker, fishing poles and more! Plus, spectacular views of the Downtown Tampa Skyline!

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!

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Hot Tub, Heated Pool, Fire Pit, Games, EV, FUN!

🏝️ 6 mi to Anna Maria Island beaches & IMG Academy 🏆 ❄️ Brand-new high-efficiency AC Where birthdays are celebrated, milestones remembered, and family laughter fills the air. This thoughtfully prepared getaway is a haven where families come together—whether for tournaments, multi-generational holidays, or a simple pause to reconnect. From sun-drenched days to cozy nights with games and shared meals, every guest—from toddlers to grandparents—finds a place.

Downtown Apartment-Pool, Gym, Cowork 31

This new construction apartment features an oversized kitchen island and a slider with views of Downtown Sarasota. Shared amenities include: a gym; sunset deck; massive roof deck with a pool; gazebo with big-screen TV, fireplace, and wet bar; a dog run; and access to the adjacent Cowork office space. Also on-site is Motoneko Cafe, a full-service coffee/ramen shop that also serves tea, espresso drinks, and snacks.

Family Retreat • Firepit & XL Pool Oasis

Escape to Suncoast Serenity! • XL screened pool & fun firepit for starry nights • 4 roomy bedrooms, fast Wi-Fi & smart TVs • 15 min to Anna Maria’s sugar-sand beaches Cook together in the full kitchen, unwind on the sun-loungers or stream your favorites on the smart TV. As a Superhost, we answer fast and keep the home spotless. Book now to secure your dates before they’re gone!