Search Cottages in Sarasota

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Sarasota

The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (179)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The price is SAR 839
SAR 1,088 total
includes taxes & fees
22 Jun - 23 Jun
The Inn On Siesta Key
The "Grouper"
Beach

The "Grouper"

9.6 out of 10, Exceptional, (29)
"My stay was absolutely wonderful! The location is great, very convenient. The place itself is extremely comfortable, cozy, and it had everything we needed. The hosts were kind and attentive. It was truly worth every minute."
The price is SAR 371
SAR 792 total
includes taxes & fees
22 Jun - 23 Jun
The "Grouper"
1 Bedroom Duplex On Intracoastal W/ Beach Access
Terrace/patio

1 Bedroom Duplex On Intracoastal W/ Beach Access

10.0 out of 10, Exceptional, (147)
"We enjoyed a wonderful stay here. The house was great, Millie was so friendly and helpful, and the location was fantastic."
1 Bedroom Duplex On Intracoastal W/ Beach Access
Country Cottage Home
Property grounds

Country Cottage Home

9.4 out of 10, Exceptional, (136)
"Loved our stay at the property. Would book it again!"
Country Cottage Home
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Smart TV, fireplace, books

Private historical completely renovated cottage with 60 ft dock on Sarasota Bay

10.0 out of 10, Exceptional, (88)
"Wonderful long weekend on the water. Cozy and well stocked property. "
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun loungers, beach towels

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

9.2 out of 10, Wonderful, (88)
"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 2,893 total
includes taxes & fees
20 Jun - 21 Jun
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun loungers, beach towels

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

9.2 out of 10, Wonderful, (55)
"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 1,868
SAR 3,227 total
includes taxes & fees
26 Jun - 27 Jun
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Mermaid Cottage
Beach

Mermaid Cottage

10.0 out of 10, Exceptional, (16)
"Loved the decor and separate spaces. Liked that there was everything needed to prepare meals there. Nice stay."
Mermaid Cottage
Perfect location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool
A heated pool

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

9.8 out of 10, Exceptional, (30)
"We were very pleased with this rental, particularly the private pool and 3 minute walk to a pristine beach."
Perfect location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Sun loungers, beach towels

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

9.8 out of 10, Exceptional, (21)
"This home is paradise and just a short walk to the beach. The pool is lovely, clean and the Adirondack chairs are such a nice way to enjoy it. The house is well equiped for a group as well."
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Anna Maria Cottage with Golf Cart
Terrace/patio

Anna Maria Cottage with Golf Cart

9.8 out of 10, Exceptional, (9)
"Very comfortable property. Shower wall was loose and water pressure was low, but overall a nice property and would stay there again "
Anna Maria Cottage with Golf Cart
Sarasota Vacation Rental w/ Private Pool & Lanai!
Interior

Sarasota Vacation Rental w/ Private Pool & Lanai!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home was great for our family. Everything was clean and well-kept. We enjoyed the pool and backyard. The home is also conveniently located with many stores and restaurants nearby."
Sarasota Vacation Rental w/ Private Pool & Lanai!
Charming Ground Level Resort Style 3 unit Condo - unit C
Outdoor pool, a heated pool

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (14)
"we will be back!"
Charming Ground Level Resort Style 3 unit Condo - unit C
Tropical Paradise On The Beach Permit VRC17-000168
Fridge, microwave, oven, stovetop

Tropical Paradise On The Beach Permit VRC17-000168

9.4 out of 10, Exceptional, (132)
"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
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beach

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

10.0 out of 10, Exceptional, (4)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach
Outdoor dining

Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

10.0 out of 10, Exceptional, (19)
"Clean, well equipped condo with the beach for the back yard. Great location, close to Publix and local shops, restaurants and beaches, Tammy was welcoming and responsive."
Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Outdoor dining

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (88)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Charming, fully remodeled cottage steps from beach with WiFi & central AC
Beach nearby

Charming, fully remodeled cottage steps from beach with WiFi & central AC

8.2 out of 10, Very Good, (22)
"Very clean, comfortable, easy to reach the beach, and located in good neighbor "
Charming, fully remodeled cottage steps from beach with WiFi & central AC
Mins From Anna Maria Island: Bright Home w/ Pool!
Terrace/patio

Mins From Anna Maria Island: Bright Home w/ Pool!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Thank you for being a great host. It felt like staying at a friend’s place. There were small little comforts like having sugar, salt and pepper, cooking spray that make eating in so much easier. Also, the half bath has been updated, so it isn’t the cinder block wall shown in the picture. People should be aware that that particular bathroom is detached from the rest of the house, but we relegated our family to go there for their “longer” bathroom breaks;) Super easy to go to AMI, and having use...
Mins From Anna Maria Island: Bright Home w/ Pool!
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Sun loungers, beach towels

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

9.4 out of 10, Exceptional, (19)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do cottages in Sarasota cost?
Cottages in Sarasota range between SAR 371 and SAR 1,868 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?
Choose from multiple cottages in Sarasota that have a total average guest review rating of 9.6. The Inn On Siesta Key is a terrific place to rest and unwind between adventures. This 3.5-star cottage also has a terrace and a memory foam mattress. Flip Flop Cottages is another top pick with travelers to the area. It has a 3-star rating and amenities including a barbecue grill and a swimming pool.
How many cottages are there in Sarasota?
Surround yourself with nature in one of the 367 cottages available in Sarasota. To help you select your ideal place, make use of our handy filters to search for must-have amenities.