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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Longboat Key vacation homes

On the beach, beach umbrellas

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)
"Would def stay here again!"
United States
Tammie and David
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Beach

2. 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 AED 419
AED 1,081 total
includes taxes & fees
26 Sep - 27 Sep
Modern Coastal Charm • Near AMI Beach-IMG Academy
Outdoor dining

3. 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 AED 296
AED 1,734 total
includes taxes & fees
23 Sep - 24 Sep
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Outdoor pool, a heated pool

4. "Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.8 out of 10, Exceptional, (36 reviews)
"Property was great and location was ideal for our weekend getaway"
United States
Agnieszka
The price is AED 698
AED 1,335 total
includes taxes & fees
14 Oct - 15 Oct
"Stingray" 3 miles to Anna Marie
Terrace/patio

5. 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, (36 reviews)
"Very comfortable, clean, convenient location. Great place to stay."
United States
Karen B.
The price is AED 485
AED 1,233 total
includes taxes & fees
23 Sep - 24 Sep
Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach
Beach nearby, sun loungers, beach towels

6. IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!

IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, 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 AED 400
AED 1,905 total
includes taxes & fees
23 Sep - 24 Sep
IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!
Sun loungers

7. "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.
"Manatee" 3 miles to Anna Marie<br>
Outdoor pool, a heated pool

8. 🏝 4BR Tropical Oasis w/ Heated Pool + Game Room + 10 Min to Anna Maria and IMG

🏝 4BR Tropical Oasis w/ Heated Pool + Game Room + 10 Min to Anna Maria and IMG
Bradenton
10.0 out of 10, Exceptional, (16 reviews)
"Spacious and neat, we definitely enjoyed enjoyed our stay."
United States
Aracely T.
The price is AED 490
AED 1,913 total
includes taxes & fees
23 Sep - 24 Sep
🏝 4BR Tropical Oasis w/ Heated Pool + Game Room + 10 Min to Anna Maria and IMG
Coffee/tea maker, fridge, microwave, oven

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

Free Heated Pool•5 min drive to AMI•Hot Tub•Near IMG•Fire Pit•Full Kitchen
Bradenton
9.8 out of 10, Exceptional, (34 reviews)
"Thank you for the stay. Our family had a great time together."
United States
Tonya H.
The price is AED 543
AED 2,288 total
includes taxes & fees
23 Sep - 24 Sep
Free Heated Pool•5 min drive to AMI•Hot Tub•Near IMG•Fire Pit•Full Kitchen
Property grounds

10. Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (165 reviews)
"Great location for boating and ready beach access."
United States
J J.
Cottage on the canal
Dining

11. 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 AED 347
AED 859 total
includes taxes & fees
27 Sep - 28 Sep
Lakeview Bradenton Rental Near Beaches & IMG
Beach

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, (193 reviews)
"great place to stay host should get over a 5 star"
United States
Stacie
Paradise Retreat with HEATED POOL-- Need We Say More
2 bedrooms, iron/ironing board, WiFi, bed sheets

13. 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.
Charming home near Anna Maria Island with Jacuzzi
Beach nearby

14. Beach House Kids & Pets OK Oct, Nov, Dec DISCOUNTED! AMIsland White Sand Beaches

Beach House Kids & Pets OK Oct, Nov, Dec DISCOUNTED! AMIsland White Sand Beaches
Bradenton
9.8 out of 10, Exceptional, (46 reviews)
"Close to the beach and restaurants.Had everything we needed."
United States
thomas F.
The price is AED 437
AED 2,050 total
includes taxes & fees
5 Oct - 6 Oct
Beach House Kids & Pets OK Oct, Nov, Dec DISCOUNTED! AMIsland White Sand Beaches
Beach

15. Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (159 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 AED 522
AED 1,454 total
includes taxes & fees
27 Sep - 28 Sep
Paradise Cove -- A perfect Beach Getaway
Terrace/patio

16. Stylish Lake View House: Minutes to Beaches & IMG, Pet-friendly

Stylish Lake View House: Minutes to Beaches & IMG, Pet-friendly
Bradenton
10.0 out of 10, Exceptional, (26 reviews)
"We appreciated and enjoyed our stay at the house. The beds were comfortable and the kitchen very well stocked. It was convenient to the beaches and IMG Academy. "
United States
Alison W.
Stylish Lake View House: Minutes to Beaches & IMG, Pet-friendly
Beach nearby

17. Tropical Oasis Near AMI | Pool + Dogs Welcome

Tropical Oasis Near AMI | Pool + Dogs Welcome
Bradenton
10.0 out of 10, Exceptional, (90 reviews)
"The house was perfect for our family and super easy access to the beach / sound. The rooms were specious and clean and the pool was great!"
United States
Kristen P.
Tropical Oasis Near AMI | Pool + Dogs Welcome
A heated pool

18. "Barracuda"

"Barracuda"
Sunny Shores
9.6 out of 10, Exceptional, (30 reviews)
"Amazing place clean close to the beach awesome"
United States
James W.
"Barracuda"
Outdoor pool, a heated pool

19. Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (67 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is AED 453
AED 1,625 total
includes taxes & fees
23 Sep - 24 Sep
Backyard Oasis & Resort Style Pool
Outdoor pool, a heated pool

20. Heated Pool Florida Home 10 miles beach 3 miles IMG

Heated Pool Florida Home 10 miles beach 3 miles IMG
Bradenton
9.6 out of 10, Exceptional, (28 reviews)
"Great, family-friendly home. It was clean, comfortable and the host was very responsive to any questions we had. It is close to shopping plazas and easy to find. We would definitely stay here again and highly recommend! "
United States
Elizabeth R.
The price is AED 584
AED 1,704 total
includes taxes & fees
23 Sep - 24 Sep
Heated Pool Florida Home 10 miles beach 3 miles IMG
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

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent
"After an anniversary trip last year and then again in May with our family, my husband and I returned again for our Anniversary! Everything was superb, especially the water pressure from the shower head!! That felt so good after our 14 hour drive!! Right on the beach and not too crowded! Our kids were jealous they couldn’t come back this time. We can’t wait to come back again with the family!"
Bonnie L. 3-night trip
Posted 14 hours ago
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views