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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.

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.

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

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.

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!

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 $25 per day pool heater

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 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 & lounge chairs for families and snowbirds to enjoy Florida living in style!

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.

Waterfront Retreat | Pool • Spa • Dock | Bridge St

🌴 Anna Maria Island Waterfront Oasis! Private dock + heated pool included. Relax by the pool, sip coffee on the dock, or walk just 5 minutes to the Gulf’s sugar-sand beach. Bright, updated home with stocked kitchen, fast Wi-Fi, smart TVs, and cozy beds—perfect for families or couples. Grill by the pool, dine outdoors, or fish from the dock. Boat/kayak friendly. Beach gear + parking included. Your peaceful island escape awaits.

Downtown Apartment w/ Pool, Gym, & Coworking 329

This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.

Gillespie On The Park, Walk to Downtown

Contemporary Studio apartment with balcony above garage. Studio is half block from Gillespie Park with its public walking/jogging/biking paths, tennis courts, basketball court, and retention pond. Within walking distance to downtown and Rosemary District: restaurants, shops, movie theaters, cultural events, Whole Food Market, Starbucks etc.

Mid Century Gem, west of the trail.

This is wonderful one bedroom house, perfect for your next getaway. Its located west of the trail within walking distance to Starbucks and other stores and restaurants. Its century located between the two brides to Siesta Beach also 5 minutes away from downtown and other attractions. Mid Century Gem.