House vacation rentals in Whitfield

4.83 out of 5 average rating, 29 reviews

Charming Musical Art Deco Home

This newly renovated, centrally located 2/2 home has a very spacious feel! Bdrms are large + cozy. Fully equipped Kitchen w/new cabinets, granite countertops, Breakfast Bar. New AC. Ceiling fans. W/D. Large futon comfortably sleeps 1. This “musical” home features a piano + guitar for entertaining your guests! Located in Whitfield Estates - 1.5 mi N of the SRQ . Driveway easily parks 4 cars. 10-15 min to Downtown Sarasota. Nearest beaches (Lido+Anna Maria Island) 15-30 mi. 3 nights minimum

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, 104 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!

4.96 out of 5 average rating, 26 reviews

Sarasota Saltwater Pool Retreat IMG Beaches

A tropical paradise! Just a short drive to sandy beaches, this retreat offers 4 bedrooms including 2 king-sized beds, a themed kids room & an open concept layout. Enjoy mini golf & a private fenced area with a heated saltwater pool—perfect for a large family. Only minutes to nearby airport SRQ, IMG, UTC, golf, pickleball, groceries, & beautiful islands . Features include fast wifi, complimentary coffee, smart TVs, central ac, natural light, & high-end finishes. Convenient access to attractions.

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, 127 reviews

Time for Summer Vacay! Private Pool+Sleeps 12!

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!

Top guest favorite

The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.

Home in Bradenton

4.94 out of 5 average rating, 192 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

Home in Indian Beach-Sapphire Shores

A private heated pool is enclosed by a screened lanai, surrounded by lush tropical plants. Soft purple lights create a relaxed ambiance. Comfortable seating and dining areas are positioned nearby, inviting leisurely moments by the water.

4.97 out of 5 average rating, 148 reviews

ROYS PLACE private, tropical, romantic paradise.

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

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.

4.92 out of 5 average rating, 62 reviews

Heated 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, 358 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.

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

4.97 out of 5 average rating, 142 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

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.

4.81 out of 5 average rating, 182 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 bright living space features a large window allowing natural light to fill the room. A modern coffee table sits atop a striped rug, with a sleek TV mounted on the wall. Decor items and a welcoming door can be seen in the background.

4.99 out of 5 average rating, 73 reviews

Lovely Home by Sarasota Bay

Our coastal bungalow is situated in charming North Sarasota and it’s ideal location is close to downtown Sarasota, with many eclectic restaurants, shopping, grocery stores, and exciting activities. Just blocks from Sarasota Bay, you’ll enjoy this convenient location to dozens of Sarasota and Anna Maria Island beaches and excursions. This comfortable Florida oasis has complete central A/C, and three smart TVs- one in the living room and in each bedroom- as well as WiFi throughout.