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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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Cottage in Siesta Key

4.87 out of 5 average rating, 236 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!

Cottage in Siesta Key

4.92 out of 5 average rating, 101 reviews

The Mermaid: Heated Pool, 4 Houses to Beach

This apartment is a first-floor unit with 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 a washer/dryer in the apartment. Beach chairs and umbrellas are supplied to you at no charge. This is a duplex and has another 1 bedroom 1 bath apartment above you.

Cottage in Nokomis

4.97 out of 5 average rating, 138 reviews

Sanctuary for Post-Hurricane Travelers

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!

Cottage in Myakka City

4.99 out of 5 average rating, 125 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.

Cottage in Osprey

4.95 out of 5 average rating, 42 reviews

Mattie’s Cottage by the Bay

Enjoy this 1913 Florida vernacular cottage! Carefully restored, thoughtfully updated house on a quiet, tree-canopied street in historic Osprey, one of Sarasota County’s oldest settlements. Enclosed front porch, screened back porch, and tin roof. Walk to the bayfront, restaurants, shopping, library, parks, and historic sites. A short drive takes you to famous Gulf beaches and all Sarasota and Venice have to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

Cottage in Sarasota

4.93 out of 5 average rating, 122 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.

Cottage in Sarasota

4.94 out of 5 average rating, 163 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.

Cottage in Sarasota

4.84 out of 5 average rating, 158 reviews

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!

Cottage in Siesta Key

4.87 out of 5 average rating, 301 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.

Cottage in Sarasota

4.86 out of 5 average rating, 56 reviews

Cozy Cottage close to everything w/ grill on patio

West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Bromeliads" offers everything you need to relax! Gas grill on patio. Breath in the salty air while you unwind on the front porch or back patio. Stroll in the tropical garden frequented by birds and butterflies. Centrally located, so you can access the museums, theaters, beach sunset, world class dining and shopping in Sarasota Downtown, all within minutes!

Cottage in Siesta Key

4.89 out of 5 average rating, 155 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!

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 !

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Popular amenities for Sarasota County cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Sarasota

4.82 out of 5 average rating, 38 reviews

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

Cottage in Sarasota

4.84 out of 5 average rating, 37 reviews

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

Cottage in Venice

5 out of 5 average rating, 4 reviews

Cottage near Venice Beach

Cottage in Siesta Key

4.91 out of 5 average rating, 53 reviews

Cozy Cottage 1 block from Beach

Cottage in Sarasota

4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

Pet-friendly cottage rentals

Cottage in Nokomis

4.99 out of 5 average rating, 79 reviews

Pink Pineapple Cottage

Cottage in Siesta Key

5 out of 5 average rating, 5 reviews

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

Cottage in Sarasota

4.81 out of 5 average rating, 155 reviews

Cozy clean cottage

Cottage in Venice

4.75 out of 5 average rating, 115 reviews

Cozy Florida Cottage

Cottage in Sarasota

4.62 out of 5 average rating, 13 reviews

Charming Bungalow | Close to Beach | 2 Beds

Cottage in Venice

4.97 out of 5 average rating, 35 reviews

Manasota Cottage - 1 Mile from Beach

Cottage in Sarasota

4.92 out of 5 average rating, 76 reviews

Lovely ❤ Cottage near the Beach & Downtown SRQ.

Private cottage rentals

Cottage in Sarasota

4.9 out of 5 average rating, 29 reviews

Historic Cocoanut Art Cottage

Cottage in Sarasota

5 out of 5 average rating, 19 reviews

Bamboo Cottage, minutes from the beach.

Cottage in Siesta Key

4.95 out of 5 average rating, 75 reviews

Surf Shack- Walk to Village/Boat Dock Included

Cottage in Nokomis

4.92 out of 5 average rating, 88 reviews

The "Turtle Cottage" - a charming beachy retreat.

Cottage in Sarasota

4.94 out of 5 average rating, 32 reviews

The All Hands On Deck Cottage at Casa Limonada

Cottage in North Port

4.82 out of 5 average rating, 83 reviews

#3Cute cottage 3min walk to Warm Mineral Springs

Cottage in Sarasota

5 out of 5 average rating, 25 reviews

Mossy Oaks-beaches nearby-ice-cream and coffee

Cottage in Englewood

5 out of 5 average rating, 7 reviews

MK Farm - Cottage by the Beach

Destinations to explore