Holiday rentals with a pool in Myakka City

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Lake View, 6 Miles From Beach

-Located inToscana Isles (gated community with heated infinity pool, gym, tennis/pickleball/bocce ball courts, playground, dog park, billiard room, and monthly events) -Backs up to 1 of 3 lakes (kayaking and fishing allowed, 2 kayaks, 2 fishing poles and tackle box included) -6 Miles from Nokomis Beach, 6.8 miles to Venice and dog beach, the only pet friendly beach in the area (4 beach chairs, umbrella, cooler, wagon and beach bags included) -Close to Legacy Trail and Oscar Scherer State Park

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!

Sarasota Escape | Minutes to Beaches + Downtown

HEATED POOL. NONTOXIC + ECO FRIENDLY. Relax with the whole family or bring that group chat trip to life at this peaceful retreat in the heart of Sarasota. Boasting a spacious and nature-inspired design, this home is a short drive to several world class beaches, the downtown Sarasota arts district, 5 star dining, shopping and more. The home is also located within walking distance of a park complete with playground, public pool, tennis + basketball courts, workout area and walking trails.

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.

Rustic SunShine Ranch

Welcome to Sunshine Ranch, your perfect countryside retreat! Our charming house, nestled on a 8-acre property, offers a unique experience away from the city hustle and bustle. Wake up to the beautiful sounds of nature, enjoy your morning coffee on the terrace surrounded by trees, and breathe in the fresh country air. Additionally, we also have a beautiful pool where you can relax and cool off at any time in Florida, whether it's during the summer or any other season.

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.

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool.