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Compare 309 Cottages in Sarasota with updated reviews, rates, and availability.

The Inn On Siesta Key
Outdoor pool

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (166)
"Great place to stay! "
The price is SAR 1,477
SAR 1,809 total
includes taxes & fees
28 Dec - 29 Dec
The Inn On Siesta Key
The "Grouper"
Beach

The "Grouper"

8.8 out of 10, Excellent, (3)
"Fantastic little spot away from the hustle and bustle of the main roads. Just a 8 minute drive to the beach and incredible food options all over! Would definitely recommend this spot and the smash burger joint was incredible!"
The price is SAR 372
SAR 792 total
includes taxes & fees
24 Jan - 25 January 2025
The "Grouper"
NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259
Pool

NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259

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...
NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

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

8.8 out of 10, Excellent, (70)
"The Mangrove Cottage was perfect for my family of 4. Great location to the beach! Backyard was like our own tropical oasis! We loved the pool!! Comfortable beds! Hot water lasted a really long time with no issues of running out (4 baths/showers, dishes and laundry on same evening). I enjoyed the sitting in the screened porch in the mornings drinking my coffee. Washer and dryer worked really well. House cleaning staff could have done a better job, but it wasn't terrible. The dishes could...
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK
NEW: Free standing Cottage within steps to the BEACH!
Full size kitchen with a dish washer & dryer and granite counter tops

NEW: Free standing Cottage within steps to the BEACH!

9.8 out of 10, Exceptional, (6)
"Me and wife came down for the weekend. It was perfect place for us. It was very clean. It was close to beach and the town with night life and restaurants."
NEW: Free standing Cottage within steps to the BEACH!
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Beach

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

9.2 out of 10, Wonderful, (50)
"This place was exactly as described. Cute little cottage with an ocean view. We loved waking up to hearing the ocean and watching the dolphins pass through every day. Beach is loaded with beautiful shells. We had a maintenance issue but the owner was extremely helpful had it taken care immediately "
The price is SAR 2,245
SAR 3,688 total
includes taxes & fees
30 Dec - 31 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Country Cottage Home
Welcome to the Country Cottage

Country Cottage Home

9.6 out of 10, Exceptional, (122)
"Quiet cottage 15 minutes from the venue. Linda was accommodating with our very late arrival. Will stay here again when visiting Bradenton."
Country Cottage Home
Pool, Lake & Sunset Views: Home in Sarasota
Pool

Pool, Lake & Sunset Views: Home in Sarasota

3.0 star property
10.0 out of 10, Exceptional, (1)
"I’m a photographer. The pond outside the house had lots of birds! So fun! The pool was really nice too. "
Pool, Lake & Sunset Views: Home in Sarasota
Across The Street From #1 Beach
Speaks For Itself. No Stress Here!

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (314)
"Beautiful cottage with the perfect amount of space and amenities in a great location. Conveniently located down the street from the strip and right across the street from the beaches. Highly recommend to any couple whose looking to relax for the week"
Across The Street From #1 Beach
Experience the passion of hospitality, cleaning, and good location!
Aerial view

Experience the passion of hospitality, cleaning, and good location!

9.6 out of 10, Exceptional, (131)
"Enjoyed staying here it’s close to the beach"
Experience the passion of hospitality, cleaning, and good location!
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Duplex Cottage seen from the patios

Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1

10.0 out of 10, Exceptional, (85)
"My wife and i had a great weekend in Alice's cottage..Pkace was clean and clearly well maintained. Oh and did i mention only a few steps to a white, soft sandy beach? Yes this was a great old Florida' experience. Not many of these gems left"
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Siesta Key Old Florida Cottage, Great Location at a Great Price
Old Florida at its Best!

Siesta Key Old Florida Cottage, Great Location at a Great Price

9.0 out of 10, Wonderful, (164)
"We love this cottage ! Even in a hurricane 😉"
Siesta Key Old Florida Cottage, Great Location at a Great Price
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
New screened Florida Room-for relaxing alone or together outside sans bugs!

2Bd+2 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!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Duplex Cottage seen from the Beach

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

9.8 out of 10, Exceptional, (88)
"We loved the historical feel of the cottage and proximity to the beach. It was a relaxing, rejuvenating visit and we appreciated the hospitality basket upon our arrival. We have found most VRBO’s do not offer this simple but much appreciated touch. On top of everything, the owner, Alice, is a delight"
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Beach

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

9.2 out of 10, Wonderful, (78)
"Love the cottage- was relieved to see that it weathered the storms. Sad to see the destruction of the foliage surrounding. "
The price is SAR 2,245
SAR 3,595 total
includes taxes & fees
26 Dec - 27 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Seabreeze Street View

Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!

10.0 out of 10, Exceptional, (15)
"We had such a great stay at the Seabreeze Cottage. The space is so nice with everything you need to stay in and cook and feel comfortable. Such an easy walk to the beach, bay and tons of restaurants. We will definitely be coming back! "
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Don't miss a sunset! Experience Lido's sunset as the sun dips below the Gulf!

Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!

10.0 out of 10, Exceptional, (79)
"We loved our cottage. Perfect location very private but not isolated. Clean and comfortable. We will definitely return next year. We had all the convenience of home."
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
The Cottage by Anna Maria Island
Outdoor dining

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (8)
"Everything was very good, the only bad thing was the sink was clogged."
The Cottage by Anna Maria Island
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Outdoor dining

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

9.6 out of 10, Exceptional, (66)
"Everything was wonderful and as described in the listing. The master BR sheets were loose and made it hard for me to sleep but maybe it is just different from what I am used to. I would stay here again! Everything was new and fresh!"
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Your own privet spa!! cleaned and sanitized after every guest!

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

9.6 out of 10, Exceptional, (7)
"Our family stayed at La Mia Casa, the listing of the rental was accurate so we weren’t surprised by anything. The host does a WONDERFUL job of providing any and everything you might need while you stay. The proximity to the beach and points of interest is great it never took us more than 10-15mins to go to the beach or eateries. Our host even extended our checkout which I thought was very nice."
The price is SAR 469
SAR 1,227 total
includes taxes & fees
30 Dec - 31 Dec
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
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
Outdoor pool

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2078)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is SAR 511
SAR 577 total
includes taxes & fees
6 Jan - 7 January 2025
Hibiscus Suites - Gateway to Siesta Key
Tiny House Siesta
Terrace/patio

Tiny House Siesta

2.0 star property
8.4 out of 10, Very Good, (187)
"Very nice "
The price is SAR 400
SAR 707 total
includes taxes & fees
8 Jan - 9 January 2025
Tiny House Siesta
Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable
Large 24'x17' solar heated(warms 7-10°) POOL * HOT TUB * gas fire pit & grill

Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable

10.0 out of 10, Exceptional, (59)
"This home was cozy and well stocked. On a private street and quiet back yard with several amenities., The host was very attentive and kept us in the loop on everything. I would definitely stay again and highly recommend."
Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable
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?
Prices for cottages in Sarasota range between SAR 372 and SAR 2,245 per night. No matter your budget, you’re sure to find an ideal place to touch base with nature. 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?
There are multiple cottages in Sarasota with a total average guest review rating of 9.5. The Inn On Siesta Key is an ideal place to relax and recharge between adventures. This 3.5-star cottage also comes with pool sun loungers and a barbecue grill. Flip Flop Cottages is another popular option with travelers visiting this area. It has a 3-star rating and amenities including a terrace and a swimming pool.
How many cottages are there in Sarasota?
There are 309 cottages in Sarasota. Whether you’re vacationing with the kids or planning a retreat with your best buds, Expedia can help you find the ideal place to get back to nature.
Why book your cottage in Sarasota with Expedia?
We think that traveling should be simple, so if you’re on the lookout for cottages in Sarasota at a competitive rate, Expedia delivers. Save those pennies and stay in an inexpensive option far from the hustle and bustle, or splurge on an upscale cottage to pamper your favorite people.
How can I find cheap cottages in Sarasota?
Expedia is here to help you easily locate cheap cottages in Sarasota. To reserve your special stay in just a few clicks, try out our convenient filter tool to tailor your search results by star rating, budget and amenities.