Holiday rentals with an EV charger in Siesta Key

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!

The Siesta Key Pool House – Private Inland Oasis

Walk or Bike to Siesta Key Beach from Your Private heated Pool Home! Spend your days soaking up the Florida sun at this stylish Siesta Key retreat! Enjoy your own private heated pool, cook on the patio, and sip margaritas in the sunshine. Have some fun on the outdoor trampoline, relax in the hammocks, or enjoy movie night on one of 3 large-screen TVs. When you’re ready for the beach, it’s just minutes away—walk or bike to the world-famous Siesta Key Beach and experience Sunday Drum Circle!

Spacious 4BR Getaway – Perfect for Families!

This spacious home includes 4 bedrooms, 2 baths comfortably sleeps up to 10 guests.The house is equipped with all your basic essentials to make you feel like home, good for longer stays! A complete kitchen is available with all basic amenities. The screened-in patio has the perfect set for a year-round vacation with a heated pool, lounge chairs, outdoor dining table. At night the stringed lanai lights can be plugged in for a cozy ambiance and the pool can be light up for you to relax!

Bayfront Retreat w/ Pool & Pickleball

Escape to serenity at this remarkable property! Indulge in a multitude of activities, from lounging by the private pool to relaxing in the jacuzzi. Challenge friends and family to a game of tennis or basketball. Discover the beauty of the lush gardens, adorned with fruit trees. Inside, the house dazzles with its beautiful decor. With 6 bedrooms and 4 bathrooms, there's space for everyone to enjoy wonderful vacation. Unwind, explore, and create lasting memories in this inviting oasis.

Siesta Key #1 Beach, pickle ball & tennis paradise

BEST SPOT AT SIESTA KEY BEACH. Beautiful apartment in Siesta Key Beach. Fully equipped. Condo hotel, on the best area of the beach in Siesta. Main bedroom with King bed. 2nd room with two single beds. Queen sofa bed in the living room. Pack n Play & high chair for children. 1200 MB Wifi. 70” Smart TV, 2 55” TVs Nesspreso, Keurig. There’s a semi-pro digital piano with wooden keys, in case you or your kids enjoy playing the piano. Pets are not allowed under the resort’s policies.

Heated Pool + Spa + Mini Golf + Tiki near Siesta

🌴 Heated Pool • Spa • Tiki Hut • 10 Min to Siesta Key Private pool oasis just minutes from Siesta Key — designed for relaxing days and unforgettable nights. Enjoy a heated pool (heated at NO extra cost from Nov 21st - Apr. 1st), spa with waterfall, tiki hut lounge, and a fully screened lanai for indoor-outdoor living. Relax poolside, play outdoor games, and unwind under ambient evening lighting. Perfect for families, couples, and groups seeking a memorable Florida getaway.

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

Retro Dream-Pickleball, Stock Tank Pool, Mini Golf

Retro vibes meet Florida fun in this spacious Sarasota getaway! This home features stylish vintage décor, a comfortable living space, and a huge private backyard built for play. Enjoy the pickleball court, basketball hoop, mini golf, heated or chilled stock tank pool, outdoor kitchen, huge, covered lanai and bed swing. Perfect for families or groups looking to relax, play, and make unforgettable memories just minutes from Sarasota’s beaches, downtown, and attractions.

The Ashton Retreat

The Ashton Retreat - A Vibrant & Chic Cottage Near the Beach Welcome to The Ashton Retreat, a beautifully restored 1925 cottage where vintage charm meets modern comfort! Nestled 5 minutes from Siesta Key this hidden gem is your perfect tropical escape in Sarasota. Whether you're here for a fun beach getaway, a romantic retreat, or a peaceful escape, our cottage is the perfect place to unwind while staying close to all that Sarasota has to offer.

The Palms-Heated Private Pool Hot Tub-5mi to beach

THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA: Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a heated pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families & snowbirds to enjoy Florida living in style!

Casa Del Mar - Luxury Home w/ Private Heated Pool!

Exclusive Amenities Include: • Screened-In Private Heated Pool • 4 Minute Drive To Siesta Key Beach • Less than 2 miles from Siesta Key Village • 3 Bedrooms, 2 Bathrooms • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Beach Towels, Chairs, Cooler, & Caddy Provided • 2 Bikes • Gas Grill • Private Garage & EV Charger • Dog-Friendly with a Fee (1 dog up to 25lbs)

Waterfront Pool Home Steps to Beach

Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!