House vacation rentals in Whitfield

A serene outdoor area features two lounge chairs beside a small table, surrounded by lush palm trees. The clear water of the canal reflects the blue sky, while a screened enclosure contains a swimming pool nearby, creating a tranquil setting for relaxation.

5 out of 5 average rating, 15 reviews

Water's Edge: Charming Canal Oasis

*BOAT DOCK AVAILABLE* Escape to the serene waters of our canal-side retreat in Sarasota! Just minutes from downtown's vibrant entertainment scene and pristine beaches, this cozy haven offers a peaceful retreat. Relax on the dock, take a kayak or paddleboard out, or simply soak up the sun. Explore the city's arts and culture scene, indulge in fresh seafood, or unwind on the beach. This charming retreat is the perfect blend of relaxation and adventure. Book now and experience the best of Sarasota!

A spacious living room features large, comfortable leather sofas arranged around a wooden coffee table. Natural light filters through the windows adorned with blinds. Exposed wooden beams add character to the ceiling, while a lamp and side table provide additional lighting.

4.86 out of 5 average rating, 14 reviews

Pet Friendly. Minutes to Beaches

Beautiful home centrally located in Sarasota, & minutes from Lido Key, Siesta Key, & Anna Maria Beaches! Get away for your next vacation with all the comfort & amenities you'd need for getaway weekends, family visits, or extended stays. High-end, updated kitchen with new appliances, dining sets, & glassware. Back patio overlooks large, fenced yard. Living room has 55” TV & large, comfy leather reclining couches. Bathrooms include fresh linens w/ free shampoo & soap. Fenced yard and Pet-friendly!

4.95 out of 5 average rating, 101 reviews

Saltwater Pool + Huge Kitchen | Hammock | Open Con

Discover a luxurious one-level retreat just steps from Sarasota Bay and a short drive to Lido Key, Longboat Key, Siesta Key, and Anna Maria Island! This beautifully appointed home offers elegance, comfort, and fun for your perfect vacation. Step inside and be wowed by the spacious **gourmet kitchen**, a chef’s dream featuring a double oven, wine fridge, pot filler, center island, and granite countertops—perfect for preparing memorable meals together. Two generous living spaces make this home

The outdoor space features a screened-in saltwater pool, surrounded by comfortable lounge chairs and a dining area. Ambient patio lights are strung overhead, and a large umbrella provides shade for the table accommodating six. Lush greenery is visible in the background, ensuring privacy.

4.85 out of 5 average rating, 106 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

Top guest favorite

An outdoor space features a private saltwater pool, surrounded by paver stones and surrounded by a wooden fence. Colorful decor includes a vibrant mural of a butterfly on the wall, with lounge chairs and a shaded area provided by a bright red umbrella.

4.97 out of 5 average rating, 34 reviews

Saltwater Pool Vacation Home-Near Beaches-SRQ-IMG

Families love this coastal luxe 4BD in the stunning Sarasota area! Start with great coffee in the fully stocked modern kitchen, then head to near by beautiful beaches, enjoy the game room, yard fun, & the heated pool at home. The main house features a sunny open first-floor layout, kid-friendly themed bunk room, & cozy interior space. With a fenced outdoor area, nearby fresh market, local attractions, & the international airport, it's perfect for your short or extended stay. Make memories here!

A screened lanai area features a glistening pool surrounded by a spacious deck. Two cushioned lounge chairs are positioned for relaxation. Lush palm trees frame the view, complementing the tranquil setting of the fenced backyard.

4.88 out of 5 average rating, 130 reviews

Time for Summer Vacay! Private Pool+ Gameroom!

Escape to Paradise Palms, a tropical, well equipped home with lots of room for fun and relaxation. This spacious property boasts a great layout for groups including a large dining area with seating for 8 comfortably and a fully equipped kitchen.Step outside into the fully screened lanai area with a lounge area with a 60'' TV, dining table with seating for 6, fenced yard and a large pool with plenty of pool toys for your enjoyment. Close to Siesta+Lido beaches! 5 miles to IMG +14 miles to AMI!

A screened-in outdoor area features a sparkling pool surrounded by tan brick pavers. Four white lounge chairs are positioned near the water, and the light blue sky complements the home's beige exterior and vibrant blue doors.

4.93 out of 5 average rating, 68 reviews

Private Pool, Arcade, AirHockey, Near Downtown SRQ

Don't miss out on this impeccable maintained POOL HOME in the heart of Sarasota! Ideally located just 7 miles from downtown Sarasota, 7 miles from Downtown Bradenton, only 15 minutes to UTC and UTC Mall! Take a walk over to the historic Sara Bay Country Club, with easy access to The Ringling Museum and School of Art and Design, University of South Florida, and Asolo Repertory Theatre. All of that AND just a short drive away from beautiful beaches - 8mi to Lido Beach and 13mi to Siesta Key!

A charming old Florida home is shown with a light-colored exterior and blue shutters. A sizable tree stands in the front yard, providing shade. A gravel pathway leads to a covered carport on the right, surrounded by lush tropical vegetation.

4.89 out of 5 average rating, 368 reviews

Beautiful and Restful Sarasota Florida Retreat

This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.

The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

4.82 out of 5 average rating, 186 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

Our spacious single-level house is perfect for families or groups as it comfortably sleeps 10 people. The home features a renovated deep saltwater pool, an outdoor seating area with a BBQ grill, three 4K smart TVs with local channels, a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, biking and hiking trails. Minutes from downtown and blocks from the water.

Top guest favorite

A heated plunge pool is surrounded by a spacious deck, featuring a large umbrella for shade. Lush palm trees are visible, enhancing the outdoor setting. The home’s exterior showcases large windows, allowing natural light to illuminate the interior.

5 out of 5 average rating, 17 reviews

3bd/3ba on water - Pool - Dock your boat

This waterfront 3-bedroom, 3-bathroom vacation rental is the perfect space to relax while taking in all that Sarasota has to offer. Bring your boat or watch manatees play from the backyard dock. Unwind from the day in the bubbling heated plunge pool / hot tub. Lounge outdoors on the spacious fully-furnished deck. One of the bedrooms is also set up with a desk for remote working. The interior of the home is recently updated and has everything you need to enjoy your stay.

A spacious living area features a unique seating arrangement, including colorful chairs and a large sofa. A decorative fireplace provides warmth, while modern art adorns the walls. Natural light filters through stylish window treatments, creating a welcoming environment for relaxation.

4.93 out of 5 average rating, 42 reviews

Art Themed Home with Stock Tank Pool

@Art_House_SRQ New 9 ft stock tank pool - 1 mile from SRQ Airport, Art House is also conveniently located near many beaches. Less than a mile from Sarasota Bay, 5 miles from Lido Beach, 10 miles from Siesta Key and countless others. 4 miles from downtown Sarasota and 1 mile down the street from the historic Ringling Museum! 25 min from the adorable Anna Maria Island, 20 min to Holmes and Coquina Beaches. Super funky home, and with ideal comforts. A photographer's dream!

A charming house exterior is showcased, featuring large windows that allow ample natural light. A screened porch provides a comfortable entrance, and palm trees surround the property, enhancing the tropical ambiance. The well-maintained driveway leads to the front door of the inviting residence.