Holiday rentals with an EV charger in Sarasota County

*Azure Guesthouse* Walkable! Patio! Beach 8 min!

Our charming and private guesthouse has the BEST location and all the comfort and tropical coastal charm you’re looking for in your next getaway! The Azure Guesthouse is completely private - outside there is a shaded and private outdoor space and inside an open loft that sleeps 2 adults, living area with sofa & smart TV, full bath, kitchenette with dining space, and laundry. Located in walkable Southside Village with restaurants and shops at your doorstep and 8 min drive to the best beaches!

Waterfront Sunsets, Downtown Sarasota, Lido Beach

Centrally located condo near amazing Lido Beach and trendy Downtown Sarasota. An 8 minute drive from SRQ Airport & the shops at St. Armand's Circle. Relax on the large patio with amazing views of Sarasota Bay. After a day at the beach come home and enjoy the resort-style pool, hot tub, fire-pit, BBQ grills and state-of-the-art gym. The kitchen is a cook's delight, or enjoy the vibrant restaurant scene. There is a kayak launch offering direct access to Sarasota Bay from the bayou. Come & Stay!

Historic Cottage in Downtown Sarasota

This 1937 home, called the Doll House, was used by the Ringling Circus for performers. Rumor has it that the Doll Family, famous for playing munchkins in the Wizard of Oz, lived here. This recently renovated tiny home has maintained the old charm while adding modern amenities. Enjoy 2 beds/2 baths, central AC, electric fireplace, outdoor seating, office space, and Tesla charger. Located in historic Laurel Park, this house is conveniently:3 min drive downtown, 10 min airport, and 15 min beach.

Manasota Beach Home w/Pool. Steps To The Beach

Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

Coolest Downtown Neighborhood - Ebikes, Beach Gear

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

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!

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-Private Heated 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!

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.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

The Oz Courtyard 2.9 mi beach

The Oz House is old and funky... The Courtyard is a magical place with its own private garden, outside shower and gas grill . The pergola has a two person swing and night blooming Jasmin. Your own hammock and chimera all privately set away from the rest of the Oz House. The pool and hot tub are in the main gardens shared by all who visit Oz It’s a wonderful getaway for anyone wanting to just BEE...

Waterside Retreat: Modern 2BR, Mins to Beach & Apt

Located on historic Whitaker Bayou, a small inlet off Sarasota Bay, this is a prime water front and spacious unit designed in the Modern Style. Property is located just a few minutes from Main Street, many Bayfront parks, World class beaches, arts centers and Sarasota-Bradenton International Airport. Interior furnishings curated from top designer brands (DWR, Bludot, Casper).