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Our top choices for Longboat Key cottages
1. The "Grouper"
The "Grouper"Sunny Shores
9.4 out of 10, Exceptional, (80 reviews)
"Perfect spot"
Canyon L.
The price is CA $141
CA $294 total
includes taxes & fees
Nov 29 - Nov 30
2. Cozy Private Cottage, Minutes to Anna Maria Island
Cozy Private Cottage, Minutes to Anna Maria IslandBradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
Ismael
The price is CA $112
CA $351 total
includes taxes & fees
Nov 18 - Nov 19
3. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Pet-friendly Bradenton Home 1.5 Mi to Cortez BeachBradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
Rob
The price is CA $250
CA $479 total
includes taxes & fees
Nov 18 - Nov 19
4. Beach Tree Cottage,Walk To Beach& Siesta
Beach Tree Cottage,Walk To Beach& SiestaSiesta Key Village
The price is CA $202
CA $550 total
includes taxes & fees
Nov 16 - Nov 17
5. Beach View 100ft To Beach and SPA
Beach View 100ft To Beach and SPASiesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is CA $252
CA $607 total
includes taxes & fees
Nov 17 - Nov 18
6. Yellow Palm Cottage, Heart of Siesta Key
Yellow Palm Cottage, Heart of Siesta KeySiesta Key Village
The price is CA $320
CA $740 total
includes taxes & fees
Nov 15 - Nov 16
7. BlueDolphin Cottage Walk To Siesta Beach
BlueDolphin Cottage Walk To Siesta BeachSiesta Key Village
The price is CA $267
CA $664 total
includes taxes & fees
Nov 17 - Nov 18
8. PinkMango Cottage Steps to Beach&Village
PinkMango Cottage Steps to Beach&VillageSiesta Key Village
The price is CA $313
CA $733 total
includes taxes & fees
Nov 16 - Nov 17
9. Bridge Street Pier Beach House + Dog-friendly
Bridge Street Pier Beach House + Dog-friendlyBridge Street
9.6 out of 10, Exceptional, (38 reviews)
"Great place! Perfect location to the beach and shops "
Michelle R.
The price is CA $423
CA $653 total
includes taxes & fees
Nov 23 - Nov 24
10. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and VillageSarasota
9.2 out of 10, Wonderful, (192 reviews)
"Loved the location of this property! The property manager was easy to contact and the property was exactly as shown in the pictures. Would stay here again!"
Tracie B.
The price is CA $270
CA $561 total
includes taxes & fees
Nov 16 - Nov 17
11. Lido Beach Studio with Heated Pool
Lido Beach Studio with Heated PoolLido Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful place!!"
Lorraine B.
The price is CA $223
CA $576 total
includes taxes & fees
Nov 26 - Nov 27
12. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bedSiesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
Russ H.
The price is CA $178
CA $458 total
includes taxes & fees
Nov 15 - Nov 16
13. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.Sarasota
The price is CA $134
CA $340 total
includes taxes & fees
Dec 9 - Dec 10
14. 3716 7th Ave W
3716 7th Ave WBradenton
The price is CA $3,367
CA $4,402 total
includes taxes & fees
Nov 17 - Nov 18
15. Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key Beachfront Escape: Charming 1BR CottageCasey Key
9.6 out of 10, Exceptional, (137 reviews)
"Cute little cottage right on the beach. Doesn’t get any better than that."
kelly h.
The price is CA $282
CA $686 total
includes taxes & fees
Nov 16 - Nov 17
16. Beach Getaway Near Rays, Bikes & Gear
Beach Getaway Near Rays, Bikes & GearPass-a-Grille
9.8 out of 10, Exceptional, (34 reviews)
"We love staying at this nice cozy beach house! It's so close to the beach.And such a nice quiet location!"
Cathy P.
The price is CA $183
CA $456 total
includes taxes & fees
Nov 15 - Nov 16
17. Sunny Island Rental, Bikes, Steps2Beach
Sunny Island Rental, Bikes, Steps2BeachPass-a-Grille
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
Janise W.
The price is CA $250
CA $539 total
includes taxes & fees
Nov 22 - Nov 23
18. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini BayAnna Maria
9.6 out of 10, Exceptional, (129 reviews)
"Has a beautiful view of the bay right behind the houseNeighbors were very friendly,has a new house being built next door but it still was quaint beach was in walking distance. Definitely a must do again."
Terrence H.
The price is CA $371
CA $863 total
includes taxes & fees
Nov 15 - Nov 16
19. Steps 2 Beach Cottage, King Bed, Bikes
Steps 2 Beach Cottage, King Bed, BikesPass-a-Grille
9.6 out of 10, Exceptional, (52 reviews)
"Excellent location, property and adorable place!"
Meredith S.
The price is CA $272
CA $600 total
includes taxes & fees
Dec 6 - Dec 7
20. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Escape near Siesta Key with Hot Tub, BBQ, and Fire pitSarasota
8.6 out of 10, Excellent, (11 reviews)
"Very close drive to the beach! Nice place to stay!"
Rocio S.
The price is CA $243
CA $522 total
includes taxes & fees
Nov 17 - Nov 18
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.
Learn more about Longboat Key
Pristine white-sand beaches stretch for miles where dolphins play just offshore during sunset walks. Kayak through mangrove tunnels in the morning, then enjoy fresh grouper at waterfront restaurants where no one minds your flip-flops.
