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Cottage vacation rentals in Sarasota County

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Top-rated cottage rentals in Sarasota County

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An open living space features a fully equipped kitchen with wooden cabinetry, a dining table, and seating area. A flat-screen TV is mounted on the wall. Light-colored flooring enhances the spacious feel, while natural light brightens the room through multiple windows.

Cottage in Siesta Key

4.88 out of 5 average rating, 248 reviews

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!

A spacious bedroom features a large bed adorned with a blue throw and several pillows. Two framed art pieces are displayed above the headboard. Nightstands with lamps are placed on either side, while a door on the left leads to another room.

Cottage in Sarasota

4.94 out of 5 average rating, 32 reviews

The All Hands On Deck Cottage at Casa Limonada

Casa Limonada Boutique Motel is situated in the heart of picturesque Lido Key, a great place to enjoy outdoor adventures, incredible sunsets, world-class dining experiences, and boutique shopping in the warm sunshine of Florida’s West Coast. Guests are a short stroll from the white sands of Lido Beach, minutes from the vibrant tourist destination of St. Armand’s Key, and a quick drive to downtown Sarasota, Siesta Key, or Longboat Key. We are the perfect destination for your Florida vacation!

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

Cottage in Nokomis

4.97 out of 5 average rating, 143 reviews

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!

Two wooden rocking chairs are positioned on a cottage porch, facing each other across a small orange table. A black lantern sits on the table, while a decorative compass rose is mounted on the wall behind the chairs. Natural light illuminates the inviting space.

Cottage in Myakka City

4.99 out of 5 average rating, 128 reviews

NEW! Peaceful Country Cottage near Lakewood Ranch

Enjoy the peace and solitude of the country at this fully renovated cottage. "Country Oaks" Cottage located on seven acres surrounded by nothing but woods and wildlife. We are located approximately 15 miles east of I-75 where you can enjoy privacy away from the bustling city but close enough to enjoy shopping and restaurant options in nearby Lakewood Ranch. Enjoy a trip to historic Arcadia for antique shopping or adventure out to Myakka State Park or TreeUmph! or even local beaches.

An inviting outdoor area features a heated pool surrounded by lounge chairs. A two-story blue building with a covered balcony offers a view of the pool. Lush palms and landscaping line the pool's perimeter, creating a relaxing environment.

Cottage in Siesta Key

4.95 out of 5 average rating, 101 reviews

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.

A private pool area is surrounded by a wooden fence and features a calming blue pool with a gentle curve. Two lounge chairs are positioned beside the pool, with soft lighting creating a tranquil ambiance as the evening sky transitions to twilight.

Cottage in Sarasota

4.94 out of 5 average rating, 126 reviews

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.

A comfortable living area is presented with a light-toned sofa adorned with decorative pillows. A glass coffee table is centered on a soft rug, while artistic wall decor enhances the space. Natural light enters through two windows, complemented by a ceiling fan and decorative lamp.

Cottage in Sarasota

4.93 out of 5 average rating, 175 reviews

Sea-esta Cottage-cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand-new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Fresh Market & Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

A charming yellow cottage is set against a clear blue sky, featuring a welcoming porch with wooden steps leading up to it. Surrounding palm trees contribute to the relaxed ambiance of the outdoor space.

Cottage in Siesta Key

4.87 out of 5 average rating, 305 reviews

Cottage on Siesta Key Beach

Never have to worry about finding a parking space for the #1 Beach in the United States. The cottage has two parking spots for guests use and Siesta Key beach is steps away with a private beach entrance. The cottage was built from the ground up completed in 2016 and it has all you need for a relaxing stay! Our association is on the free bus line which will take you all over the island. Siesta Key Village is a short ride away for a night out, dining or shopping.

A spacious living area features light-colored walls and a high ceiling with exposed beams. Soft seating is arranged around a coffee table. Large windows provide natural light, and a small dining table for two is positioned near a bright corner.

Cottage in Siesta Key

4.89 out of 5 average rating, 156 reviews

Siesta Key Cozy Cottage across from the beach!

Adorable Siesta key cottage one block from the beautiful white sand beach and two blocks from the iconic Siesta Key Village on the north end of the island. Everything is a short walk including all the shops and restaurants of Siesta Village. Very private fenced in yard with barbecue:) Very nice size kitchen with a dining room and a large sunken living room. Both the living room and the bedroom open to the private patio!

A bright living area is furnished with light-toned sofas and armchairs, complemented by a decorative area rug. Large windows framed with sheer curtains allow natural light to illuminate the space, while a decorative mirror adds depth to the room.

Cottage in Sarasota

4.95 out of 5 average rating, 38 reviews

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

An open-concept living area features a modern kitchen with stainless steel appliances and a central wooden island. Natural light fills the space through multiple windows, illuminating a cozy seating arrangement with a gray sofa and green chair. Light wood accents are present throughout.

Cottage in Englewood

4.96 out of 5 average rating, 147 reviews

Family-Friendly Beach Cottage Manasota Key

Perfect for family / friends who want to escape the stress of the real world into paradise on Manasota Key. This family/group-friendly beach cottage sits across the street from the Gulf of Mexico. The closest public beaches are Manasota Beach and Blind Pass beach ( ea. 4 min drive) The property sits bayside and has private dock access !

The exterior of the cottage features two distinct doors, one in soft peach and the other in light green, framed by light gray shingle siding. A brick pathway leads to the entrance, surrounded by well-kept landscaping and shaded by nearby trees.

Cottage in Sarasota

4.9 out of 5 average rating, 221 reviews

"Honeybee Hideaway" Cozy Cottage Near SIESTA KEY

Experience the Honeybee cottage, a classic coastal retreat in historic Sarasota, minutes from Siesta key Beach. Enjoy, cozy vibes, modern amenities, fast, Wi-Fi, and shared laundry facilities. Embrace, tranquility and convenience in this charming oasis, combining rich history, with world-class beaches for a memorable getaway.

Vacation rentals for every style

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Houses

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Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes. inviting architecture

Popular amenities for Sarasota County cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Sarasota

5 out of 5 average rating, 4 reviews

Family Friendly Cottage @ Sun N Fun Resort

Cottage in Venice

4.25 out of 5 average rating, 8 reviews

Cottage near Venice Beach

A charming cottage is seen with a porch featuring a white railing and a blue and white striped umbrella. The exterior showcases light blue siding and a screened-in lanai. Lush green grass frames the entrance, adding to the welcoming appeal of the home.

Cottage in Sarasota

4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

A spacious living area features a light-colored tiled floor and is illuminated by natural light coming through large windows. Comfortable seating options include a colorful sectional sofa, lounge chairs, and a dining table with high-backed chairs. Decorative accents and art pieces add character to the room.

Cottage in Sarasota

4.99 out of 5 average rating, 79 reviews

Quaint Cottage,150 steps away from Crescent Beach!

An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.

Cottage in Sarasota

4.75 out of 5 average rating, 122 reviews

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

Pet-friendly cottage rentals

Cottage in Nokomis

4.99 out of 5 average rating, 79 reviews

Pink Pineapple Cottage

An open living area features a modern sectional sofa with decorative pillows and a round ottoman. A sleek kitchen with stainless steel appliances and a dining table for four is visible in the background, complemented by neutral-colored walls and light tile flooring.

Cottage in Sarasota

4.79 out of 5 average rating, 71 reviews

Lovely ❤ Cottage - Very Close to Siesta Key & More

Cottage in Siesta Key

5 out of 5 average rating, 6 reviews

Cottage w/pool 1 block to village.close to beach

A private dock extends over calm waters, reflecting the blue sky. A figure sits casually at the edge, enjoying the serene surroundings. The dock features sturdy posts, ensuring safety and stability while providing an inviting space for relaxation by the water.

Cottage in Sarasota

4.75 out of 5 average rating, 4 reviews

Cheerful 2 bedroom art studio bungalow with dock

The living area features a comfortable seating arrangement with a dark sofa and two upholstered chairs. A glass coffee table occupies the center, while decorative wall art and shelves add character. Natural light fills the space through large windows, enhancing the welcoming atmosphere.

Cottage in Venice

4.75 out of 5 average rating, 8 reviews

Tropical Art Cottage

A newly renovated cottage features a light exterior with pink window shutters. A small patio area is visible in front, complemented by neatly arranged landscaping. A grill is positioned adjacent to the entrance, with a bright blue sky overhead and ample green lawn surrounding the property.

Cottage in Venice

4.75 out of 5 average rating, 120 reviews

Cozy Florida Cottage

Cottage in Sarasota

4.69 out of 5 average rating, 16 reviews

Charming Bungalow | Close to Beach | 2 Beds

Cottage in Sarasota

4.81 out of 5 average rating, 231 reviews

Cozy Cottage by the Bay

Private cottage rentals

A cozy porch area features a hanging swing adorned with colorful cushions, complemented by a small dining table and chairs. The entrance is framed by green lattice work, creating a welcoming space. A sign with the text 'WELCOME' is mounted on the wall.

Cottage in Siesta Key

4.84 out of 5 average rating, 153 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

A quaint entrance to the Surf Shack studio is showcased, featuring a striking turquoise door and sun-themed wall decor. Two chairs are positioned on a gravel path, surrounded by lush greenery, providing a welcoming atmosphere.

Cottage in Siesta Key

4.95 out of 5 average rating, 75 reviews

Surf Shack- Walk to Village/Boat Dock Included

A cozy yellow cottage is viewed from the front, surrounded by green grass and shrubbery. Large windows allow natural light to enter the interior. A welcoming front porch features steps leading to the door, enhancing accessibility for guests.

Cottage in Nokomis

4.83 out of 5 average rating, 48 reviews

The "Sun Cottage" - your relaxing interlude!

A charming cottage exterior features a light green facade with blue double doors and decorative shutters. Surrounded by tropical plants and a mulch bed, a stone pathway leads to the entrance, inviting guests into a serene atmosphere.

Cottage in Sarasota

4.83 out of 5 average rating, 162 reviews

Charming Beach Cottage

A spacious bedroom features a king-size bed with a colorful striped blanket. A desk with a chair is positioned nearby, along with a small bedside table. Natural light enters through the window, illuminating the area. A bathroom is visible beyond a door, adding convenience.

Cottage in Sarasota

4.87 out of 5 average rating, 63 reviews

Cozy Cottage close to everything w/ grill on patio

A light-filled living area features a white sofa with colorful throw pillows. A glass coffee table displays a vase of orange flowers and scattered magazines. Nearby, a fan sits on the floor, and a doorway leads to a visible bedroom, enhancing the airy atmosphere.

Cottage in Osprey

4.96 out of 5 average rating, 47 reviews

Mattie’s Cottage by the Bay

A modern kitchen is equipped with stainless steel appliances and white cabinetry. A small dining table with two chairs is positioned next to a window, allowing natural light to illuminate the space. Light-colored flooring enhances the room's bright and airy feel.

Cottage in Sarasota

4.9 out of 5 average rating, 50 reviews

Sand dollar cottage of Pinecraft

A vibrant sunset paints the sky with hues of orange, pink, and purple, reflecting on calm waters. Silhouettes of a dock and palm tree are observed in the foreground, enhancing the serene atmosphere of the lakeside.

Cottage in Englewood

5 out of 5 average rating, 10 reviews

MK Farm - Cottage by the Beach

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