Holiday Homes in Sarasota County

Family Beach Vibes, Walk to Beach, Dining & More

Two blocks to Nokomis Beach. Walk to waterfront dining, ice cream, and local shops without touching your car. This fully renovated 3BR/2BA home has everything your family needs for an easy beach trip. A private king suite with its own bath and entrance, two queen bedrooms, a fully stocked kitchen, and all the beach gear you could want (chairs, umbrellas, towels, wagon, even shark tooth kits for the kids). Fast WiFi, smart TVs, gas grill, outdoor shower, and washer/dryer. Just show up and relax.

5 * Sarasota 1 min BEACH Villa/King /Pets/yard OK!

Our unique villas sit just 1/2 mile from one of Florida’s most pristine beaches. Many local restaurants and shops are easily accessible. The villas also have an attached yard/field perfect for pets, 40 lb max total weight . The local beach is considered one of Florida’s finest with only one access point for over 7 miles of private beach! We have been super hosts for years and love creating great memories Please read our reviews! Two adults, two kids maximum capacity...:) Chris and Michelle!

Jaw-Dropping Waterfront Sunset Views and Gameroom!

Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

4/2 Spacious Downtown SRQ Home!

Please enjoy your stay in sunny Sarasota at our 4 bedroom, 2 bath spacious vacation home located adjacent to downtown Sarasota and Bayfront Park. Enjoy a morning lakefront stroll through Gillespie Park or have a spirited tennis match at the open courts nearby. The property is 0.5 miles to downtown SRQ Main St, 0.8 miles to the new Bay Park/Van Wezel Performing Arts Center, 3.8 miles to St Armands Circle/Lido Key Beaches, and 6 miles to world famous Siesta Key (America's number 1 beach)!

Lovely New Pinecraft Cottage,Close to Beaches/City

Featured Home: ✨ Lovely New Pinecraft Cottage ✨ From the beautiful, fully-equipped kitchen to our clean and comfortable bedrooms, Lovely New Pinecraft Cottage is your perfect vacation home! Located only 20 minutes from Siesta Key Beach Lido Key Beach, this incredible stay includes: - Fully-Equipped Kitchen + Cabinet Lighting - Free Private Washer/Dryer Access, Detergent & Softener Included - Coffee & Coffee Maker - Private Ensuite Bathrooms in Each Bedroom -50'' Smart TV ONLY, NO channels.

Mid-Century 3/2 Near Downtown/Siesta Key/SMH

This 3/2+office space is newly renovated with large fenced yard, screened front patio and private laundry. Walk to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also walkable to SMH and Southside Village restaurants & shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jack, St Armand's/Lido Key and Siesta Key. Great neighborhood to walk. There is a small mother in law unit next door that shares 1 small soundproofed wall. #VR24-00158

Best Way 2 beat the Heat & Snow!

We have Power after Milton !!! Enjoy the perfect Pool home with a spacious fenced in backyard and out door shower. This inviting property features spacious three bedrooms and a den. 2 bedrooms have Sleep Number kings, 1 queen bed and 1 queen bed pull out memory foam in office. Centrally Located near Downtown Punta Gorda and offering easy access to waterfront dining, shopping, and all that Port Charlotte has to offer. Your dream getaway awaits! Book now for an unforgettable experience.

Boater's Paradise-Lux 3 bd w/ private heated pool

Sleeps 8 w/ private heated pool + water views! Within walking distance or a 5-minute car ride to Port Charlotte Beach Park! This waterfront, 3 bedroom, 2 full-bath home is the best! Huge pool with lanai for swimming, floating, grilling, and relaxing. Within minutes to dining, shopping, everything! Wifi included & 4 TVs to stream your favorite movies. Full stocked kitchen. Washer/Dryer. 30 minutes to the Hot Springs, less than 5 to groceries, Fisherman's Village. 15 minutes to PGD

Newly Renovated 1bedroom w/ Sleep Number King Bed

Welcome to your home away from home! This stylish 1-bedroom house offers a fully stocked kitchen, smart TV, high-speed internet, and an ultra-comfy Sleep Number king-size bed. Enjoy the convenience of an in-unit washer and dryer, and explore everything the area has to offer—just a short 30-minute drive to the beautiful beaches of Boca Grande and Englewood. Enjoy convenient self checkin and complementary coffee and toiletries. Comfort, style, and location all in one perfect stay.

Harbor House, 3BR Private Dock, waterfront

Harbor House is a recently renovated luxury home with 2,800 sq ft of thoughtfully designed space and 30ft private dock. This elegant home offers the perfect escape in a quiet and peaceful waterfront community. Nearby Attractions & Highlights: Port Charlotte Beach Park Public Boat Ramp Charlotte Sports Park Fishermen’s Village (Punta Gorda) Downtown Punta Gorda Charlotte Harbor Preserve State Park

~ Relax Here 2 BED Home 8 Min to Beach ~

Enjoy a bright Florida getaway just 8 minutes from the beach! Perfect for families or couples, our cozy home features fast Wi-Fi, a fully equipped kitchen, free parking, and all the essentials for a relaxing stay. Close to restaurants, local shops, and water activities, this is the ideal base for your Florida vacation. Book now for convenience, comfort, and easy access to Gulf Coast fun!

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).