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North Water View - Residence 310

Residence 310 - Water View GORGEOUS THIRD FLOOR LUXURY RESIDENCE WITH BEACH VIEWS. Relax in pampered comfort in this beautifully appointed 3-bedroom, 2-and-a-half-bath vacation rental. Located on the third floor, this corner residence faces northeast, yet boasts a thoughtfully placed terrace with expansive views looking north up world-renowned Siesta Beach. Tastefully furnished in modern beach chic, this residence’s open floor plan features a fully-outfitted chef’s kitchen with top-of-the-line

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Get ready for nonstop fun at Paradise Island - an amenity-packed retreat in Sarasota! Whether you're in the heated pool or hot tub, playing mini golf, enjoying a family game night, relaxing by the fire pit, or grilling barbecue in the backyard, there’s something here for everyone. This vibrant 4-BR, 2-bath home sleeps up to 14 guests and is just 5 minutes from the airport and a short drive to world-class beaches. BOOK YOUR STAY TODAY - The Ultimate Retreat for Family Fun and Forever Memories

Walk 2 DWTN Farmer's Market/Spring Traing/Htd Pool

Escape the cold & settle into the sunshine at this Riverfront Retreat, where winter days are filled with coastal breezes and relaxed Florida charm. Mornings often begin with dolphins playing along the Riverfront, coffee on the porch, or breakfast at a local cafe. Just steps from the front porch enjoy easy walks along the riverfront, hop on the ferry for a day of island exploring, or spend Saturday mornings exploring the dwntn Farmer's market - local artists and produce. Winter done right.

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

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.

Family Friendly w/Free Heated Pool Near Beach

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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 | Mid-Century - Pickleball, Stock Tank Pool

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.

Trophy Fish at the Oasis

Welcome to the "Trophy Fish," a private oasis where resort-style living meets relaxation and fun. Set on a lush half-acre, this retreat offers an in-ground pool and spa, fully equipped outdoor kitchen, putt-putt golf, cornhole, a fire pit, and a 85' TV with extendable arm for movie nights under the stars and views from the pool. Sonos speakers set the perfect soundtrack inside and out. 4 bedrooms, 3 full baths including the outdoor bathroom and shower.

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.