Holiday rentals with a pool in Myakka City, Manatee County

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Party over the par three

Escape to a golfer's paradise in this cozy 2BR/2BA condo, nestled in the prestigious Lakewood National Golf Club. Overlooking the scenic 14th hole, a stunning par 3, enjoy your private view of the lush fairways and a serene lake backdrop. Fully equipped 2 king beds and a comfy pullout couch for extra guests, this haven offers complete access to premium amenities, including golf, tennis, pickleball, dining, and multiple pools, with a $642 transfer fee. Bring your furry friend for a $250 fee.

The Bears Den-Hot tub/Pool/75in TV/Game Room!

Welcome to The Bear’s Den – Your Perfect Getaway! Unwind in this newly remodeled, peaceful, and spacious Guesthouse! We offer 2 bedrooms with large king-sized beds and a queen size air mattress available for your convenience. The Bear’s Den offers everything you need for a relaxing stay, including a refreshing pool, a soothing hot tub, and a grill for outdoor cooking. Inside, enjoy movie nights or stream your favorite shows on a massive 75-inch smart TV. We are also wheel chair accessible!

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

Clean Modern Farm Guest House - Lakewood Ranch

Escape to Tranquility on a peaceful 5-acre Farm: -Privacy/comfort of a guest house with queen-size bedroom, studio kitchen and modern living space. -Convenient outdoor gravel parking in front of guest house -No Smoking -No pets, no pet hair/dander to worry about. Clean and environmentally friendly house. -Smart code 24-hour access, no need to wait on the host for keys -8 Miles to grocery / eatery / Freedom Factory Country farming community with neighboring horses and cows.

Haven of Peace

Welcome to our charming country home. Our spacious 3 bedroom 2 bath house is perfect retreat for families or groups of friends looking too escape the hustle & bustle of city life. This house features a fully equipped kitchen comfortable living and separate office space. Step outside and you'll find a beautiful pool surrounded with lush greenery, perfect for a refreshing dip on a hot summer day. Located in the heart of the country, its a perfect place to unwind & recharge.

800 sq ft FARM Guest House nestled in the country

Spacious European style Barndominium in a quiet 2 story gated guest home attached breezeway to the main clean barn with 3 well mannered owners horses. Stunning views of pastures, lawns and pool. (Spa is not an amenity) Deer, eagles and wild turkeys. 25 minutes to downtown Sarasota. Markets and restaurants 12-15 miles. Myakka State park is 5 minutes. Owner lives in main house. Very quiet. Available always. Super host in 2020-2021. Space 2 guest. No smokers.

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.