Family-friendly holiday rentals in Whitfield

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

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as free wifi and parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally! Come relax in Arcadia!

Private King Bed Suite-Near AMI Beach-Walk D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 8:00AM. Please respect others. Walk to many great restaurants!

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.

"Chill Time” Great Location in Sarasota

Great location, only 1 mile from Downtown Sarasota. Cozy home with a mid-century flair in a quiet neighborhood near downtown Sarasota and minutes from Payne Park and the Legacy Trail. This is a family friendly home with a fenced back yard, close to all the great things Sarasota has to offer- museums, gardens, theaters, and beaches. The home is just a 1.5 miles to Downtown,15 min drive to Lido Beach, and 20 min to Siesta Key. One dog will considered with an added fee.

Comfortable & modern house in Central Bradenton

Well maintained Ranch style house (built 2004) in a quiet working class neighborhood near central Bradenton. Easy access to US41 and 301. Close to Lecom Park (Pirates baseball). Keyless entry. Room for 2 cars on driveway. 3 bedrooms. King bed in the MBR, 2 single beds in front bedroom, one single bed in middle room. Sleeper sofa in back living room Full Kitchen. Two Bathrooms with toilet and bathtub. Central AC & Heat Washer & Dryer

The Sea is Calling

Our home, The Sea is Calling, is located on a cul de sac in Whitfield Estates. It is a short drive to many world class beaches and attractions like Lido Beach, Siesta Key, Longboat Key, Mote Marine, Ringling Museum and Sarasota Jungle Gardens. Our home is welcoming and we hope you decide to let us share a bit of paradise with you. When The Sea is Calling, you must go! We hope to see you soon.

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area offers. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.