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Featured Cottages in Sarasota

The Inn On Siesta Key
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (147)
"The Inn’s accommodations & staff are the definition of hospitality done right. Perfect location - near the beach & short walk to The Village. Our Lookout unit had everything we could possibly need & a nice balcony sitting area. The pool area was beautiful. Also provided all the beach necessities (wagons, chairs, umbrellas, mats). Every single staff member was friendly & helpful. We greatly enjoyed our stay. "
The Inn On Siesta Key
Cute cottage, walk to beach, 2 bd home w/pool
A heated pool
Cute cottage, walk to beach, 2 bd home w/pool
10.0 out of 10, Exceptional, (23)
"We came to the area for the first time for a short spring break trip. This property was awesome. It had everything we needed down to a cooler to take to the beach . The location was wonderful and the beach was a very short walk. The property was very clean and we thoroughly enjoyed the private backyard and pool area. Nearly Salt Bar and Table was fabulous."
Cute cottage, walk to beach, 2 bd home w/pool
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
On the beach, sun-loungers, beach towels
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
10.0 out of 10, Exceptional, (101)
"We all had a great time at the house. The hosts were wonderful and very helpful. The location is great and the neighborhood is very quiet."
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
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2Bd2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Property grounds
2Bd2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
10.0 out of 10, Exceptional, (62)
"Flamingo Cottage offers everything a Florida getaway has to offer. Gracious owners; a lovely, well appointed vintage beach house and a perfect quiet location for an stress-free vacation. We look forward to our return next year!"
2Bd2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Beach/ocean view
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
10.0 out of 10, Exceptional, (69)
"My wife and I absolutely loved this property. Perfect location a block from the beach, easy walk to St. Armand's Circle, clean and quiet, made the best use of its space. Host also provided some beach accessories, which was very much appreciated. Communication with host and check-in process were perfect. I would stay here again in a heartbeat."
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Historic Bradenton Cottage ~ 1 Mi to Downtown
Dishwasher, coffee/tea maker, cookware/dishes/utensils
Historic Bradenton Cottage ~ 1 Mi to Downtown
10.0 out of 10, Exceptional, (23)
"We were seeking a place to stay for a family matter that came upon us suddenly. The Cottage was delightful. Two very nice bedrooms, lovely bath and functional kitchen. The living room was large and comfortable. The house is tastefully decorated and the mattresses are comfortable. George, the owner, stayed in touch and even after wel left"
Historic Bradenton Cottage ~ 1 Mi to Downtown
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Interior
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
10.0 out of 10, Exceptional, (75)
"After initially arriving at address a block away, we were delighted to locate The Gray House behind it! In addition to all that the listing shows is included, there were lovely small touches such as spices, custom coffee mugs, fresh water on the pier, bug spray & zappers on the porch and lots more. Really made the place feel like home, and location was perfect. Discovered Swordfish Grill & Cortez Kitchen hidden around the (water) corner and easy to get to all the popular places nearby: Bridge...
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Across The Street From #1 Beach
Beach
Across The Street From #1 Beach
10.0 out of 10, Exceptional, (299)
"Right across the street from Beach 7 and only two blocks from all the shops and restaurants. The cottage was very nice, extremely clean (didn't see a single bug, which is rare in FL), and comfortable for the two of us. We made good use of the available beach chairs, umbrella, and bikes, and appreciated the outside shower to clean off after beach outings. Owner was very responsive. You'll need to take quarters for the laundry (we couldn't get the app to work). A bit of road noise, primarily on...
Across The Street From #1 Beach
Beachside Vacation Cottage at Beach Palms
Pool
Beachside Vacation Cottage at Beach Palms
10.0 out of 10, Exceptional, (1)
"Perfect get away close to beach and village"
Beachside Vacation Cottage at Beach Palms
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Sun-loungers, beach towels
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
10.0 out of 10, Exceptional, (9)
"Amazing stay for Spring break 2024. Your cottage was absolutely perfect and we had an amazing time exploring all of beautiful AMI. Loved watching the sunset from the rooftop and having our morning coffee on the back deck. Boys loved the outdoor shower and everything about your cottage was perfect! We can’t wait to come back! Perfect location in all the action. Loved the bike path over to Longboat key and Beer Can Island was such a gem. Thank you for an amazing time. Cheers!!!"
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Gorgeous Cottage Steps From Beach Access - Heated Pool
Pool
Gorgeous Cottage Steps From Beach Access - Heated Pool
10.0 out of 10, Exceptional, (111)
"We loved the cottage!! The size was perfect! loved the screened porch! Was in walking distance to the beach and all the restaurants! Th pool was perfect for the days that were to windy to go to the beach! Would highly recommend!!!"
Gorgeous Cottage Steps From Beach Access - Heated Pool
Two Beautiful Cottages Side By Side - Private Pool
Pool
Two Beautiful Cottages Side By Side - Private Pool
10.0 out of 10, Exceptional, (56)
"We really enjoyed the pool and hot tub. Everything was clean, beds were comfortable. Great for 2 couples or families with teenagers to have their own space"
Two Beautiful Cottages Side By Side - Private Pool
COZY APT IN QUADRAPLEX HOME. 1BR/1BA Sleeps up to 4. POOLSIDE. STEPS TO BEACH!
Beach nearby
COZY APT IN QUADRAPLEX HOME. 1BR/1BA Sleeps up to 4. POOLSIDE. STEPS TO BEACH!
10.0 out of 10, Exceptional, (147)
"Family beaxh vacation mom, dad and 2 children"
COZY APT IN QUADRAPLEX HOME. 1BR/1BA Sleeps up to 4. POOLSIDE. STEPS TO BEACH!
Luxury specious furnished cottage-King size bed
Beach
Luxury specious furnished cottage-King size bed
10.0 out of 10, Exceptional, (40)
"We chose this location because it was close to our daughter. We were very happy with how comfortable and clean everything was. Z welcomed us when we arrived with bottles of water in hand. My husband was excited that we could control the thermostat. We’ve stayed in other VRBOs where you can’t. We didn’t get to use the pool this time, but we’ll be back. So there’s always next time."
Luxury specious furnished cottage-King size bed
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
On the beach
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
10.0 out of 10, Exceptional, (81)
"This was a perfect location for us......see the ocean, walk to the beach, and enjoy ourselves. The gift basket was a special treat.....we will be back!!"
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Cheerful 1-bedroom Island Cottage with shared pool
Property grounds
Cheerful 1-bedroom Island Cottage with shared pool
9.6 out of 10, Exceptional, (31)
"Short walk to beach. Accommodations were perfect for me and my husband."
Cheerful 1-bedroom Island Cottage with shared pool
Cozy, Clean & Crazily Convenient
Beach nearby
Cozy, Clean & Crazily Convenient
9.6 out of 10, Exceptional, (64)
"This lovely cottage is in a perfect location. Siesta Key Crescent Beach and nearby shops and restaurants are within easy walking distance. The accommodation was very comfortable, well appointed and had everything we needed. From the start of booking, our arrival and during our stay, the contact with/from our host John was excellent with immediate responses to our queries and local advice and suggestions forthcoming. We seriously hope we can come back again !"
Cozy, Clean & Crazily Convenient
A night full of stillness - a breeze comes telling the stars too many to count.
Fridge, microwave, oven, stovetop
A night full of stillness - a breeze comes telling the stars too many to count.
9.6 out of 10, Exceptional, (4)
"This vacation home is spotless and very cozy. Big back yard if you want to relax outside or just a walk to the beach. Near restaurants and shops…very nicely located. The owner was great and provided everything we needed. Thank you for a great stay!"
A night full of stillness - a breeze comes telling the stars too many to count.
Experience the passion of hospitality, cleaning, and good location!
Beach nearby
Experience the passion of hospitality, cleaning, and good location!
9.6 out of 10, Exceptional, (124)
"The place was quaint and was the perfect location to the beach and downtown area."
The price is NZ$536
per night
15 May - 16 May
Experience the passion of hospitality, cleaning, and good location!
Beachfront Casey Key Cottage B
On the beach, sun-loungers, beach towels
Beachfront Casey Key Cottage B
9.4 out of 10, Exceptional, (40)
"This cottage is what old Florida was when we were kids. A great little escape for a local. Very well updated inside, so comfortable and clean. The kitchen is well stocked you will not need a thing. And plenty of beach towels and several chairs to take down to the sand. The beach was so private and quiet. Loved the little deck out back as well for extra living space. Easy to get to Publix for all your sundries and grilling needs to use on the two available grills out back. Also the unit was back...
The price is NZ$1,005
per night
1 Jun - 2 Jun
Beachfront Casey Key Cottage B
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Sarasota

Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
Property grounds
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
9.8 out of 10, Exceptional, (27)
"I enjoyed my stay. Several years ago I stay in this tiny house and it was perfert for my stay."
The price is NZ$316
per night
28 May - 29 May
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Outdoor pool, a heated pool
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
9.4 out of 10, Exceptional, (37)
"Nice time"
The price is NZ$290
per night
19 May - 20 May
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (1993)
"We ended up staying here because the hotel we originally booked, sent us an email the day before we were leaving to tell us their pool would be undergoing maintenance while we were there (and the only place we wanted to be). We're so glad that happened because we loved the Hibiscus Suites! It exceeded any expectation we may have had. Russ and the rest of the staff was super friendly and accomodating, the rooms were BIG and completely updated, with a small kitchen, and living room, which we were...
The price is NZ$214
per night
14 May - 15 May
Hibiscus Suites - Gateway to Siesta Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.