Holiday home rentals in Sarasota County

4.98 out of 5 average rating, 47 reviews

Waterfront Sunsets, Downtown Sarasota, Lido Beach

Centrally located condo near amazing Lido Beach and trendy Downtown Sarasota. An 8 minute drive from SRQ Airport & the shops at St. Armand's Circle. Relax on the large patio with amazing views of Sarasota Bay. After a day at the beach come home and enjoy the resort-style pool, hot tub, fire-pit, BBQ grills and state-of-the-art gym. The kitchen is a cook's delight, or enjoy the vibrant restaurant scene. There is a kayak launch offering direct access to Sarasota Bay from the bayou. Come & Stay!

4.88 out of 5 average rating, 109 reviews

A modern kitchen with stainless steel appliances includes a refrigerator and stove. A dining table with two chairs is positioned nearby, while a comfortable sofa is viewed in the open living area, adjacent to a cozy sleeping space with light-colored bedding.

Holiday home in Nokomis

APRIL SALE! Cozy! ! 1 min to beach, CUTE, Pets 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!

Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.

4.92 out of 5 average rating, 84 reviews

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!

Superhost

A spacious bedroom features a large white bed, flanked by two decorative tables with lamps. Natural light filters in through sliding glass doors and a window, illuminating the soft neutral tones of the decor. A chest of drawers is positioned against one wall.

4.83 out of 5 average rating, 72 reviews

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)!

4.99 out of 5 average rating, 111 reviews

The modern kitchen features sleek stainless steel appliances, including a refrigerator and oven. White cabinetry provides ample storage, while a large island with seating offers a relaxed dining area. Open shelving displays dishware and cooking essentials, and natural light brightens the space.

Holiday home in Nokomis

Poco Paradiso

Welcome to your clean, modern beach retreat just 2 blocks from the Gulf. This fully renovated 3BR/2BA home is perfect for families and groups with all new furnishings, mattresses, linens, and appliances. Featuring a private king suite with wet bar & separate entrance, 2 queen bedrooms, and a fully stocked kitchen. Walk to Nokomis beach, waterfront dining, ice cream and local shops. Fast WiFi, smart TVs, coffee bar, washer/dryer, and all beach gear provided for a stress-free coastal escape.

A bright living area features a comfortable sofa adorned with decorative pillows, a plush ottoman, and a wall-mounted television displaying a serene beach scene. Natural light filters through two side windows, complemented by a contemporary ceiling fan and a decorative wall hanging.

4.97 out of 5 average rating, 141 reviews

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

A spacious screened pool area is highlighted by a glistening pool with a unique shape. Comfortable lounge chairs are placed around the pool, and natural light filters through the screens, creating a bright and airy atmosphere. A relaxing outdoor seating area is visible in the background.

4.94 out of 5 average rating, 16 reviews

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.

A peaceful waterfront view shows a wide canal bordered by lush greenery and tall trees. The concrete patio offers space for relaxation, with a small storage container visible on the right. Clear blue skies and bright sunlight enhance the serene atmosphere of the outdoor area.

4.98 out of 5 average rating, 43 reviews

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

Superhost

The living area features an oversized sofa, a 55" Smart TV displaying vibrant visuals, and a view into the kitchen and dining space. Ambient crown lighting highlights the ceiling, while modern furniture creates an inviting environment. Gray-hued flooring enhances the contemporary design.

4.82 out of 5 average rating, 44 reviews

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.

A bright kitchen area features modern stainless steel appliances and white cabinetry. A dining table with two wooden chairs sits beside a floral tablecloth. The space is complemented by natural light streaming through large windows, enhancing the open feel of the apartment's layout.

4.91 out of 5 average rating, 34 reviews

Pinecraft Studio, 1/1, Close to Beaches! Downtown!

Featured Home: ✨ Lovely New Pinecraft Apartment ✨ From the beautiful, fully-equipped kitchen to our private full bathroom, Lovely New Pinecraft Apartment is your perfect vacation apartment! Located only 20 minutes from both Siesta Key Beach and Lido Key Beach, this incredible stay includes: - Fully-Equipped Kitchen - Coffee & Coffee Maker - Comfortable Sofa for Relaxing - Private & Convenient Parking - Shared Compact Garage Space -There is No TV at this Studio

4.9 out of 5 average rating, 120 reviews

A modern single-story house is depicted with a well-maintained lawn and tropical landscaping. Decorative planters line the front, enhancing the curb appeal. The exterior features a combination of neutral tones and natural wood accents, under a clear blue sky.

Holiday home in Venice

~ 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!

An open kitchen and living area feature modern cabinetry and stainless steel appliances. A large kitchen island provides seating, while a cozy living space is equipped with a sectional sofa and an armchair. Natural light flows through the sliding glass doors, showcasing the outdoor scenery.