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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Sarasota Cottages

The Inn On Siesta Key
The Lookout, 1 King Bedroom 1 Bath | Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The price is CA $321
CA $415 total
includes taxes & fees
Aug 20 - Aug 21
The Inn On Siesta Key
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Terrace/patio

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

9.2 out of 10, Wonderful, (60)
"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 CA $273
CA $654 total
includes taxes & fees
Aug 16 - Aug 17
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Exterior

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

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Outdoor dining

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

9.2 out of 10, Wonderful, (95)
"We have stayed at this cottage before- just love this beach."
The price is CA $273
CA $620 total
includes taxes & fees
Aug 17 - Aug 18
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Anna Maria Cottage with Golf Cart
Exterior

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart
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, (125)
"We had an awesome vacation! The house beach and pool were outstanding. Hope to return next year!!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
The Cottage by Anna Maria Island
Outdoor dining

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (13)
"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
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is CA $207
CA $699 total
includes taxes & fees
Aug 27 - Aug 28
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Sun loungers, beach towels

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

9.6 out of 10, Exceptional, (23)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
On the beach, sun loungers, beach towels

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (71)
"Wonderful quiet neighborhood property with very attentive property owners. Flamingo Cottage is ideally located for easy access to the beach as well as Shopping within walking distance. We look forward to our return next year!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Property grounds

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

9.8 out of 10, Exceptional, (23)
"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
1-bedroom cottage just 10 minutes from Siesta Key Beach
Terrace/patio

1-bedroom cottage just 10 minutes from Siesta Key Beach

9.0 out of 10, Wonderful, (36)
"We greatly enjoyed our stay. The yard is very secluded and quite large, which was ideal for us. The house was exceptionally clean, and is well laid out. Powerful a/c system, super welcome for hot florida days. It also has a very large screened in lanai, which is perfect for relaxing. "
1-bedroom cottage just 10 minutes from Siesta Key Beach
Across The Street From #1 Beach
Exterior

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Very cute beach cottage! Great location,very clean ,no complaints,if ever in Siesta Key again would definitely stay here "
Across The Street From #1 Beach
Perfect location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool
Exterior

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

9.8 out of 10, Exceptional, (30)
"My husband and I loved this place. It was private and we had a blast. It was close to the beach. "
Perfect location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool
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!
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Exterior

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

10.0 out of 10, Exceptional, (88)
"Enjoyed our stay"
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Charming Ground Level Resort Style 3 unit Condo - unit C
Property grounds

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (14)
"We had a good time and enjoyed to live near the beach. Just a few steps in the morning and we could dive into the sea. The apartment was a good size for the four of us. Everything we needed was there or could be found in the stores right around the corner. We also enjoyed the outdoor barbecue place and to sit outside for breakfast and dinner. Just a nice place to recommend."
Charming Ground Level Resort Style 3 unit Condo - unit C
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Exterior

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

10.0 out of 10, Exceptional, (91)
"Enjoyed our stay. Everything was perfect. "
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Historic beach cottage with private pool - walk 1 block to beach & free trolley
Exterior

Historic beach cottage with private pool - walk 1 block to beach & free trolley

9.0 out of 10, Wonderful, (48)
"Great location next to the beach. Pool area is fantastic."
Historic beach cottage with private pool - walk 1 block to beach & free trolley
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Exterior

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

9.0 out of 10, Wonderful, (8)
"Great location. Very clean and well maintained. I would come back "
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton 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.
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Top Sarasota Hotel Reviews

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

10/10 Excellent
"Went here for a weekend honeymoon. Beautiful hotel. Great views. Close to everything. Would definitely go back !"
Renee 2-night trip
Posted 1 day ago
Embassy Suites by Hilton Sarasota, FL