Cottage holiday rentals in Sarasota County

Luxury large cottage-studio/wth kitchen & bathroom

Located in South Sarasota! Just 10-15 minutes to Siesta Key Beach by car Luxury specious furnished DETACHED cottage/ studio with king size bed, full kitchen and bathroom Private entrance, shared outside area, outside laundry, driveway parking on premises Includes: utilities, garbage and Wi-Fi, Netflix, Hulu. Property is located near Sarasota Middle School on one acre, very quiet and private, resort like setting! Small Pool/tub, gazebo, beautiful landscaping Quiet animal is OK No smoking/drugs

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ FREE pool, kayaks, stand up paddle boards & Tiki Hut. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private screened lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

Staycation Sanctuary

We’re pleased to report we sustained no hurricane damage and our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world and experience the comfort and hospitality you so deserve! Many of our favorite restaurants are open and waiting for you! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 1/2 blocks away!

The Marlin: Heated Pool, 4 Houses to Beach

This apartment is a 2nd story unit with vaulted ceilings in the living room and an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge.

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

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.

Charming Beach Cottage

** No damage from hurricane, has power *** LOCATION!!! Getaway from the fast paced, high pressure life and slip on some flip flops! Get ready to unwind with the cool sea breeze, sunny adventures on the beach or on the water and explore the meaning of easy island living. Our contemporary designed home is just a few minutes drive from the most picturesque beaches in the nation with LOTS of parking. Feel free to bring your boat:) Restaurants and shopping are plentiful!

Magnolia Cottage

Enjoy the walking-distance restaurants, shops and bars from this cozy cottage in the heart of Olde Englewood. Catch fish or the sun dancing on the water at Lemon Bay just two blocks away. The neighborhood is great for morning and evening strolls. Four local beaches are just minutes away. Relax with a refreshing beverage on the back patio, fenced for your privacy. If you want to park the car and enjoy a quaint beach town without the hassle, we have you covered!

Cozy 2 bedroom cottage

Idyllic 2 bedroom, one bath cottage nestled in a cul-de-sac just steps away from Payne Park and Sarasota's downtown business and arts districts. This property is perfect for a relaxing get away or lodging for a business trip. Business or pleasure, you will leave your worries at the door and enjoy a peaceful atmosphere during your stay. City of SRQ Vacation Rental Registration #VR24-00106