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Compare 364 Cottages in Sarasota with updated reviews, rates, and availability.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (173)
"It was special and unique and personal. It was quaint but modern, thoughtful about guest experiences and intentional in arrangements. Teakettle and encouragement to recycle were especially refreshing! We will definitely stay here again!"
The price is SAR 1,071
SAR 1,350 total
includes taxes & fees
8 Apr - 9 Apr
The Inn On Siesta Key

The "Grouper"

9.4 out of 10, Exceptional, (21)
"Very clean and nice place ."
The price is SAR 372
SAR 792 total
includes taxes & fees
17 Apr - 18 Apr
The "Grouper"

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (52)
"Was easy to grab this little oasis in a pristine location to grab some much needed getaway time with the family. The surrounding area is low key and relaxed, plenty to do and see or just walk out and enjoy the beach!"
The price is SAR 1,869
SAR 3,239 total
includes taxes & fees
8 Apr - 9 Apr
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (172)
"The location and cleanliness was top notch. I would recomend to stay there.The description needs to be updated. It says the place has a murphy Bed. It doesn't. It has a blow up.matress.for the 3rd bed. That was a problem since i need 3 actual beds. I had 1 couple and two friends that didnt share a bed. The description made that not be a problem but it was a problem.. Other then the bed situation in the description it was very good. The description of any place is super important. That needs to...
The price is SAR 781
SAR 2,168 total
includes taxes & fees
27 Apr - 28 Apr
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

10.0 out of 10, Exceptional, (1)
"This was perfect for our family. It was a quick walk to the beach. We loved it!"
The price is SAR 751
SAR 1,910 total
includes taxes & fees
11 Apr - 12 Apr
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (72)
"We loved everything about this rental! There are so many fun restaurants and bars within walking distance! There's also the convenience of the trolley stop right across the street for trips into the Village. The pool was nice and the beach was very close. We'd definitely recommend this location and we hope to be back next year!"
The price is SAR 544
SAR 1,321 total
includes taxes & fees
20 Apr - 21 Apr
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (82)
"Beautiful sunsets and loved walking out to the back patio and onto the beach. Great place for 2 people. "
The price is SAR 1,681
SAR 2,871 total
includes taxes & fees
11 Apr - 12 Apr
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (15)
"The house had just been completely renovated due to the recent hurricane damage. Jim did an excellent job with everything to make sure our stay was top-notch. All the furnishings and appliances were brand new. We took the bikes out every day to Siesta Key Beach, which was just down the street. Absolutely amazing, and it took under 5 minutes! The rental location is very close (less than 1 mile) to fun restaurants in Siesta Key Village, with lot's of great bars and shopping. This place has it...
ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal

Great Location, steps to beach, 2 bd home w/ private pool

9.8 out of 10, Exceptional, (28)
"If we had better weather we would have enjoyed the pool and quiet backyard retreat Overall was a great place to stay. Great location Funny thing the place we stayed at last year was right behind us but this place was sooo much better!"
Great Location, steps to beach, 2 bd home w/ private pool

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"We stayed at this cottage for a week in March 2025. The cottage was right across the street from the beach and just a couple blocks from the center of town with many restaurants and stores. We didn’t have to drive the entire week; everything we needed was within walking distance. The cottage itself was very clean and well stocked with bath/beach towels, toilet paper and paper towels. There is cable TV in the living room and bedroom. Dave even checked in with us at the beginning and end of the...
Across The Street From #1 Beach

Tropical Paradise On The Beach Permit VRC17-000168

9.2 out of 10, Wonderful, (127)
"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"
Tropical Paradise On The Beach Permit VRC17-000168

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (9)
"Great host ,nice property. We had a problem with the shower, but the host had it fixed almost immediately. Would definitely stay here again."
The Cottage by Anna Maria Island

Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

Mermaid Cottage

10.0 out of 10, Exceptional, (11)
"We loved the two living spaces and outdoor areas. It was perfect for our varied ages. Close to food, beaches, shops,and parks."
Mermaid Cottage

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

8.8 out of 10, Excellent, (72)
"This house on Anna Maria Island was a perfect vacation. The island is obviously still recovering from hurricane damage, but in a way that probably made this stay better. It was super quiet - even with construction going on - which was expected. This house has an awesome backyard with the privacy fence and pool. The pool was heated, and although cold first couple days because I'm sure they had just finished filling it for us, the last several days with it were really nice! The beach is literally...
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

9.8 out of 10, Exceptional, (27)
"Great little beach cottage one block from the beach! Perfect for my husband and I and was well-appointed with everything we needed. Loved the very private backyard. A good number of restaurants and shops are open again after the hurricane so we were able to experience them. The property management company was informative and responsive. Thank You!"
Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (12)
"Perfect location with anything needed. Was great to get out of the cold and snow and into the sunshine. Forest time on Anna Maria Island and this VRBO exceeded our expectations. "
Charming Ground Level Resort Style 3 unit Condo - unit C

Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

9.4 out of 10, Exceptional, (19)
"The house was clean, had all the items needed to feel at home. Comfortable beds. Decorated nicely. Tucked into the property to allow for privacy. We enjoyed the area a d the realaxing time. Holmes beach was the nicest beach in the area. Not too crowded."
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

New Pool! - Tropical Waterfront Cottage -Dock & Optional Boat

10.0 out of 10, Exceptional, (14)
"This property was exactly as described. The location was excellent for our needs and interests. We enjoyed the dock for relaxing while watching lovely sea birds and sunset and also stargazing at night. The surrounding area was quiet and peaceful, even over the busy holiday vacation time of year! Our host was welcoming and responsive, although we had no issues to resolve. Everything was as we hoped. The house was also spotless upon our arrival, which I greatly appreciated. I highly recommend this...
New Pool! - Tropical Waterfront Cottage -Dock & Optional Boat

Lovely ❤ Cottage - VERY close to Siesta Beach, Downtown, Shopping and More!!!

9.2 out of 10, Wonderful, (34)
"Overall it fit our needs. Having Walgreens in a sixty second walking distance was a lifesaver. Especially when we ran out of toilet paper on day three of our stay. The really helpful information binder in the unit instructed us to contact the property manager if we ran out of TP but when we did, they said they supply 2-3 rolls and that would be enough for our five night stay. We were supplied a partial roll on the dispenser and one additional roll, not 2-3. All in all, it’s a minor expense, but...
Lovely ❤ Cottage - VERY close to Siesta Beach, Downtown, Shopping and More!!!
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.
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Other property types in Sarasota

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2110)
"The property is a little old, but it was clean and a great location. The pool area was great as well and the laundry tubs and driers are big, you fit lots of clothes in. The front desk was very helpful and friendly. Next time we visit Sarasota we will be staying at the Hibiscus again. "
The price is SAR 619
SAR 699 total
includes taxes & fees
1 May - 2 May
Hibiscus Suites - Gateway to Siesta Key

Tiny House Siesta

2.0 star property
8.2 out of 10, Very Good, (254)
"Great location! We enjoyed our stay!"
The price is SAR 334
SAR 589 total
includes taxes & fees
8 Apr - 9 Apr
Tiny House Siesta

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

10.0 out of 10, Exceptional, (134)
"Sue is a fantastic host to work with. Everything came as advertised and my stay was the best! I would highly recommend this property if you are planning a stay on Lido Key.Thx, Chet"
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
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.

Frequently asked questions

How much do cottages in Sarasota cost?
Cottages in Sarasota range between SAR 372 and SAR 1,869 per night. These stays offer a chance to soak in nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Sarasota?
Sarasota has multiple cottages with a total average guest review rating of 9.5. The Inn On Siesta Key is a superb option if you like nature and an unhurried pace. Guests of this 3.5-star stay will have use of pool sun loungers and premium bedding. Flip Flop Cottages also comes highly recommended. This 3-star cottage has a barbecue grill and a terrace.
How many cottages are there in Sarasota?
Surround yourself with nature in one of the 364 cottages available in Sarasota. To help you select your ideal place, make use of our handy filters to search for must-have amenities.
Why book your cottage in Sarasota with Expedia?
Expedia has some superb cottages in Sarasota, so get set for an unforgettable stay on nature’s doorstep. If you have a certain budget, select how much you’re willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect digs whatever your style of travel or plans.
How can I find cheap cottages in Sarasota?
With Expedia’s convenient filter tool, scoring cheap cottages in Sarasota couldn’t be easier. To view properties that’ll make your bank balance smile, refine your search results by star rating, budget and amenities.