Holiday rentals with an EV charger in Sarasota County

4.95 out of 5 average rating, 38 reviews

An open loft living area features a spacious sectional sofa in soft grey, accompanied by a white side table. Natural light enters through a skylight and nearby window, highlighting the subtle coastal decor, including soft green accents and a textured area rug on the floor.

Guesthouse in Sarasota

*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!

A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

4.99 out of 5 average rating, 74 reviews

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

A single-story home with light gray exterior features solar panels on the roof. The entrance is marked by a turquoise door and a small trellis adorned with climbing plants. A well-maintained yard is visible, surrounded by a chain link fence, with lush greenery and bicycle storage to the side.

4.83 out of 5 average rating, 35 reviews

Sunniland Hideway, minutes from Siesta Key Beach

Welcome to your retreat just minutes from Siesta Key Beach! This abode is tailor-made for those seeking a tranquil getaway or a longer stay in paradise. Our home features a fenced-in yard, ensuring your dogs can roam freely and while you relax. Take advantage of the nearby Legacy Bike Trail for leisurely rides or a short drive to fulfill all your basic needs. Whether you're here for a weekend or a few months, our property promises comfort, convenience, and endless opportunities for adventure.

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Home in Longboat Key

4.85 out of 5 average rating, 131 reviews

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

4.84 out of 5 average rating, 212 reviews

The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.

Home in Englewood

Manasota Beach Home w/heated pool walk to 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!

4.88 out of 5 average rating, 192 reviews

A light blue wall complements a comfortable living area with two distinct seating options, including an armchair and a stool. A flat-screen TV is mounted on the wall, and a wooden coffee table holds decorative items, enhancing the cozy ambiance.

Apartment in Nokomis

Casa del Sol I (Non-Smoking Property)

A four minute walk and your toes are in the sand on the beach of beautiful Nokomis Beach on the Gulf of Mexico! This quiet, comfy one bedroom apartment with a sunset deck is on the second floor over your private 2 car carport. Newly remodeled with 49” TV with AppleTV you can sleep 2 additional guests on a comfortable queen size air bed which automatically opens up and closes at a touch of a button. Shopping, banking and post office 1 mile away and 10 restaurants a few minutes away.

4.97 out of 5 average rating, 489 reviews

An outdoor common area features a decorative umbrella over a bistro table, surrounded by potted plants. A wooden deck leads to a staircase, with warm lights illuminating the setting. A grill is positioned nearby, creating an inviting outdoor space for relaxation.

Guesthouse in Sarasota

Quick and Easy Walk Downtown - Tons of Amenities

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.

5 out of 5 average rating, 7 reviews

Pool house with outdoor shower, 10 minutes from SK

Enjoy home with easy access to Siesta Key! You will love having a private pool/ outside oasis, stocked kitchen, BBQ grill to cook out all, EV PLUG included in your stay and beach essentials all summer long! Location is ideal for 10 minutes from the Siesta Key and 10 Minutes from Downtown. Whether you're looking to relax by the pool, boutique shop, or enjoy the vibrant beach life, this home offers everything you need for a perfect vacation. Addition $20 per day pool heater

A heated pool with a vivid blue surface reflects sunlight. Two bright blue lounge chairs sit invitingly at the pool's edge, surrounded by a spacious deck area featuring additional lounge chairs. A grill is positioned nearby, enhancing the outdoor enjoyment.

4.96 out of 5 average rating, 188 reviews

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 outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV and lounge chairs for families & snowbirds to enjoy Florida living in style!

The exterior of a charming cottage is framed by a white fence and lush greenery. A welcoming archway leads to a porch adorned with large windows, offering glimpses of the intricate woodwork and vibrant flowering plants that enhance the entrance.

4.96 out of 5 average rating, 28 reviews

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.

Superhost

An open-concept kitchen features a large central island with seating. Modern appliances and cabinetry are complemented by a decorative area rug. Natural light fills the space, leading to a cozy living area with a sofa and access to outdoor views through glass doors.

Apartment in Sarasota

4.84 out of 5 average rating, 185 reviews

Downtown Apt w/ Pool, Gym, & Coworking Unit 330

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.

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.