Holiday rentals with lake access in Sarasota County

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Venice Florida Stunning Lake Front Oasis!

Superhost property: Close to Gulf Beaches,5 night min. Super views. Welcome to Paradise! Private and loaded with all you need to relax. This spectacular lake front home is minutes to the beach and Venice. Enjoy our new screened lanai with panoramic view. Home is set back w/gardens, heated pool , lakeside patio & now, two king beds. A slice of the Tropics is found here, hospitality at its best! Home best suited for mature adults and their children ages 16 and up. Come home where paradise awaits.

Winter Haven Retreat – Steps to Bay & Ringling

Tropical Paradise by Sarasota Bay – Walk to Ringling Museum, Asolo Theatre! Just a two minute walk to New College and its beautiful bayfront promenade, this 2,200 sq ft tropical retreat beacons you to unwind. Enjoy 3 very private bedrooms, an office area, spacious living room, and a huge fenced-in backyard perfect for kids and pets—all less than 15 minutes from Lido Beach and café-lined St. Armands Circle. Kayaks, hammock, grill, foosball, sandbox, basketball hoop, and more await your stay!

Experience serene and luxury waterfront living.

Welcome to our luxurious 1-bedroom, 1.5-bathroom condo, located on the water at The Strand. The apartment offer a beautiful view on the water to enjoy beautiful sunset. This is perfectly situated in a secure, tranquil community just minutes from Sarasota’s top attractions. Enjoy free parking and access to exclusive amenities, including a pool, gym, hot tub, and a kayak launch ramp. Close from Main Street, St. Armand's Circle, the Sarasota Opera, Marie Selby Gardens, Lido Beach, Ringling Museum.

1 of A Kind 3/2 Heart of UTC/Benderson area!

1 of a kind 1600sqft 3/2 Miami Penthouse Style Luxury Townhome, fully custom renovated 2025, is just a 15 min walk to Sarasotas famous relocated Mote Marine Aquarium, Tiger Woods owned PopStroke mini golf and more. Or take a stroll out our private back gate around Nathan Benderson park rowing lake/nature trail. Across from Benderson is the new UTC Mall offering 100+ places to shop. Hungry/thirsty, try Yard House, Fords Garage, Ruth's Chris, Carrabbas, Linksters, Bonefish, Blaze and dozens more!

Lido Key Beach Bungalow with Private Heated Pool!

Behind the privacy wall you will discover an oasis in this beautiful beach bungalow. The outside space is amazing and almost as large as the inside space. Your own private pool and covered lanai area is the perfect place to relax, gather for dinner, watch TV and just enjoy outside living. You are a two minute walk to the beautiful sands of Lido Beach. St. Armand's Circle is a 10 minute walk for shopping and dining. Kayaking is a 2 minute walk and you can spend the afternoon exploring!

Sarasota Cottage Near Beaches, Downtown & Airport

Brand new park model located in Sarasota Lakes Resort mins from beach, downtown restaurants and the airport. Gated entrance with pool, clubhouse and a beautiful lake. Cozy 1 bedroom plus sofa bed for guests. Tastefully appointed with nice furniture and original art. Quick drive to the beach, museums, and all the entertainment & dining downtown Sarasota has to offer. Pet (one small dog or cat) considered . Frequent aircraft noise when sitting on patio. Long-term guests contact host for rates

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A…

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Modern Studio · 5 min from Siesta Beach

Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

MCM Waterfront Retreat • Dock, Kayaks & Beaches

Welcome to our Mid-Century Modern waterfront escape on Curry Creek, minutes from Nokomis Beach (2 miles) and Venice Beach (3 miles). Spend your days fishing from the private dock, paddling one of 4 kayaks, or biking the Legacy Trail with 3 bikes. Evenings are for the firepit, grilling on the charcoal BBQ, or cornhole under the stars. We’ve stocked shark tooth gear, beach essentials, toiletries, coffee, tea and candles— so you can arrive, unpack, and relax.

Bee Keepers Cottage

Welcome to Bee Keepers Cottage! Your country in the city. New guest home, private parking (2), designer interior, new stainless kitchen, microwave, dishwasher, stove with oven. Full sized washer and dryer, great high speed internet, screened porch on its own pond. Located on a 16 acre wooded property with many bird feeders, nature wildlife photo ops abound in own your backyard. See deer, wading birds, Bald Eagles, song birds and acres of privacy.