A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Longboat Key Vacation Rentals

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Our top choices for Longboat Key vacation homes

1. Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (64 reviews)
"We had the most wonderful stay despite the cold temps for most it! The staff at our location are above and beyond to make sure you have everything you need! Highly recommend!"
United States
Sahra S.
The price is CA $216
CA $469 total
includes taxes & fees
Aug 26 - Aug 27
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

2. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
9.6 out of 10, Exceptional, (44 reviews)
"Superb value, quiet area, responsive owner, very nicely appointed; will definitely book again for next visit to Anna Maria Island!"
United States
Bryce W.
The price is CA $122
CA $671 total
includes taxes & fees
Aug 28 - Aug 29
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

3. Beautiful Blue Beach House Kids & Pets OK Aug, Sept, Oct, Nov, Dec DISCOUNTS! Beautiful Blue Beach House/AMIsland White Sand Beaches

Beautiful Blue Beach House Kids & Pets OK Aug, Sept, Oct, Nov, Dec DISCOUNTS! Beautiful Blue Beach House/AMIsland White Sand Beaches
Bradenton
9.8 out of 10, Exceptional, (45 reviews)
"Close to the beach and restaurants.Had everything we needed."
United States
thomas F.
The price is CA $144
CA $749 total
includes taxes & fees
Aug 28 - Aug 29
Beautiful Blue Beach House Kids & Pets OK Aug, Sept, Oct, Nov, Dec DISCOUNTS! Beautiful Blue Beach House/AMIsland White Sand Beaches

4. Modern Coastal Charm • Near AMI Beach-IMG Academy

Modern Coastal Charm • Near AMI Beach-IMG Academy
Bradenton
10.0 out of 10, Exceptional, (41 reviews)
"Very cute 2 bedroom place with parking, Wi-fi, private fenced outdoor space. Safe location convenient drive to the beach. Would stay there again."
United States
Dawn Z.
The price is CA $158
CA $410 total
includes taxes & fees
Aug 26 - Aug 27
Modern Coastal Charm • Near AMI Beach-IMG Academy

5. IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!

IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!
South Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful pool, nice kitchen, and close to Anna Marie Island."
United States
Gary B.
The price is CA $158
CA $723 total
includes taxes & fees
Aug 28 - Aug 29
IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!

6. "Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.6 out of 10, Exceptional, (35 reviews)
"Property was great and location was ideal for our weekend getaway"
United States
Agnieszka
The price is CA $187
CA $410 total
includes taxes & fees
Aug 31 - Sep 1
"Stingray" 3 miles to Anna Marie

7. Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach
Bradenton
10.0 out of 10, Exceptional, (35 reviews)
"Very comfortable, clean, convenient location. Great place to stay."
United States
Karen B.
The price is CA $183
CA $469 total
includes taxes & fees
Aug 31 - Sep 1
Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach

8. Private Resort:Pool, Game Room, Near IMG & Beaches

Private Resort:Pool, Game Room, Near IMG & Beaches
Bradenton
10.0 out of 10, Exceptional, (17 reviews)
The price is CA $209
CA $929 total
includes taxes & fees
Aug 26 - Aug 27
Private Resort:Pool, Game Room, Near IMG & Beaches

9. Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (163 reviews)
"This was an amazing house! Awesome host and all amenities just like it mentioned on add.Definitely I would rent this place again.!Thanks "
United States
Nancy T.
The price is CA $348
CA $757 total
includes taxes & fees
Aug 26 - Aug 27
Cottage on the canal

10. 5 min drive to AMI•Free Heated Pool•Hot Tub•Near IMG•Fire Pit•Full Kitchen

5 min drive to AMI•Free Heated Pool•Hot Tub•Near IMG•Fire Pit•Full Kitchen
Bradenton
9.8 out of 10, Exceptional, (33 reviews)
"Clean house in a great area! Good communication with host. "
United States
Tyler B.
The price is CA $219
CA $777 total
includes taxes & fees
Aug 26 - Aug 27
5 min drive to AMI•Free Heated Pool•Hot Tub•Near IMG•Fire Pit•Full Kitchen

11. Charming home near Anna Maria Island with Jacuzzi

Charming home near Anna Maria Island with Jacuzzi
Bradenton
9.8 out of 10, Exceptional, (21 reviews)
"Loved our stay! "
United States
Brittany C.
The price is CA $228
CA $447 total
includes taxes & fees
Aug 30 - Aug 31
Charming home near Anna Maria Island with Jacuzzi

12. Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (191 reviews)
"Enjoyed my stay. "
United States
Stephanie R.
The price is CA $184
CA $497 total
includes taxes & fees
Aug 26 - Aug 27
Paradise Retreat with HEATED POOL-- Need We Say More

13. "Manatee" 3 miles to Anna Marie<br>

"Manatee" 3 miles to Anna Marie<br>
Bradenton
9.8 out of 10, Exceptional, (18 reviews)
"Everything was great!!"
United States
Jean S.
The price is CA $192
CA $449 total
includes taxes & fees
Sep 8 - Sep 9
"Manatee" 3 miles to Anna Marie<br>

14. Tropical Oasis Near AMI | Pool + Dogs Welcome

Tropical Oasis Near AMI | Pool + Dogs Welcome
Bradenton
10.0 out of 10, Exceptional, (89 reviews)
"Everything was above and beyond excellent! Very well equipped and cozy home feels."
United States
Carly S.
The price is CA $288
CA $847 total
includes taxes & fees
Aug 31 - Sep 1
Tropical Oasis Near AMI | Pool + Dogs Welcome

15. Lakeview Bradenton Rental Near Beaches & IMG

Lakeview Bradenton Rental Near Beaches & IMG
South Bradenton
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is CA $116
CA $302 total
includes taxes & fees
Sep 15 - Sep 16
Lakeview Bradenton Rental Near Beaches & IMG

16. Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay! Host was easy to communicate with and was very hospitable. House was super clean and very nice. "
United States
Carol E.
The price is CA $232
CA $593 total
includes taxes & fees
Aug 30 - Aug 31
Paradise Cove -- A perfect Beach Getaway

17. Vacation Home With POOL and BBQ Near Anna Maria Island

Vacation Home With POOL and BBQ Near Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (6 reviews)
"We throughly enjoyed our stay. It was very clean, comfortable and it had everything we needed."
United States
Kim F.
The price is CA $201
CA $780 total
includes taxes & fees
Sep 4 - Sep 5
Vacation Home With POOL and BBQ Near Anna Maria Island

18. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (229 reviews)
"Great place to stay!"
United States
Donna B.
The price is CA $212
CA $515 total
includes taxes & fees
Aug 26 - Aug 27
Anna Maria Beach Condo 1/1

19. "Barracuda"

"Barracuda"
Sunny Shores
9.6 out of 10, Exceptional, (29 reviews)
"Amazing place clean close to the beach awesome"
United States
James W.
The price is CA $242
CA $554 total
includes taxes & fees
Aug 27 - Aug 28
"Barracuda"

20. Endless summer in beautiful house with heated pool

Endless summer in beautiful house with heated pool
Bradenton
10.0 out of 10, Exceptional, (68 reviews)
"Enjoyed the stay, would stay there again! "
United States
Beverly V.
The price is CA $359
CA $805 total
includes taxes & fees
Sep 6 - Sep 7
Endless summer in beautiful house with heated pool
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 Longboat Key Hotel Reviews

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Longboat Key Vacation Homes information

Number of reviews
1,184
Accommodation
147 Vacation Homes
Lowest Price
CA $302
Highest Price
CA $929

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