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

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Our top choices for Longboat Key vacation homes

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, (63 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.
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Lakeview Bradenton Rental Near Beaches & IMG

Lakeview Bradenton Rental Near Beaches & IMG
South Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is SAR 560
SAR 1,128 total
includes taxes & fees
8 Jul - 9 Jul
Lakeview Bradenton Rental Near Beaches & IMG

Casa Esquina – St. Pete | Near Beaches & Downtown

Casa Esquina – St. Pete | Near Beaches & Downtown
Greater Pinellas Point
The price is SAR 451
SAR 1,277 total
includes taxes & fees
5 Jul - 6 Jul
Casa Esquina – St. Pete | Near Beaches & Downtown

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (14 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is SAR 614
SAR 1,861 total
includes taxes & fees
8 Jul - 9 Jul
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (69 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is SAR 443
SAR 1,290 total
includes taxes & fees
7 Jul - 8 Jul
Siesta Key Island Rentals

"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 SAR 713
SAR 1,465 total
includes taxes & fees
9 Jul - 10 Jul
"Manatee" 3 miles to Anna Marie<br>

Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (151 reviews)
"Great property, wonderful and responsive host"
United States
Erik H.
The price is SAR 969
SAR 2,007 total
includes taxes & fees
27 Jul - 28 Jul
Paradise Cove -- A perfect Beach Getaway

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (81 reviews)
"Looks like the pictures. Ideal for short stays and if you only need a bed and shower for the night."
United States
Dayna P.
The price is SAR 416
SAR 693 total
includes taxes & fees
5 Jul - 6 Jul
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (176 reviews)
"Great downtown location! We enjoyed our stay!"
United States
Diane M.
The price is SAR 450
SAR 1,172 total
includes taxes & fees
5 Jul - 6 Jul
The Hideaways at Point Pleasant (Palm Side)

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, (42 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 SAR 334
SAR 1,815 total
includes taxes & fees
1 Aug - 2 Aug
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

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

Hot Tub•5 min drive to AMI•Free Heated Pool•Near IMG•Fire Pit•Full Kitchen
Bradenton
9.8 out of 10, Exceptional, (31 reviews)
"Kids loved the pool! Beach wagon was a big help at the beach! Just the right size for the 8 of us! Very happy with how the host kept in touch & responded. If we can, we'll be back! "
United States
Kathleen P.
Hot Tub•5 min drive to AMI•Free Heated Pool•Near IMG•Fire Pit•Full Kitchen

"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 SAR 713
SAR 1,354 total
includes taxes & fees
29 Jul - 30 Jul
"Stingray" 3 miles to Anna Marie

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (161 reviews)
"Clean and very nice. Would stay here again."
United States
Robert J.
The price is SAR 1,141
SAR 2,286 total
includes taxes & fees
8 Jul - 9 Jul
Cottage on the canal

ChristianBNB For Teams Groups & Leaders •Sleeps 14

ChristianBNB For Teams Groups & Leaders •Sleeps 14
Sarasota Springs
The price is SAR 2,208
SAR 3,747 total
includes taxes & fees
9 Jul - 10 Jul
ChristianBNB For Teams Groups & Leaders •Sleeps 14

Tropical Oasis Near AMI | Pool + Dogs Welcome

Tropical Oasis Near AMI | Pool + Dogs Welcome
Bradenton
10.0 out of 10, Exceptional, (82 reviews)
"Great property and very attentive hosts ! My crew had a great time and hope to book again soon."
United States
ON313 J.
The price is SAR 1,293
SAR 2,970 total
includes taxes & fees
5 Jul - 6 Jul
Tropical Oasis Near AMI | Pool + Dogs Welcome

Waterfront Paradise| Dock, Pool & Near AMI Beaches

Waterfront Paradise| Dock, Pool & Near AMI Beaches
Bradenton
10.0 out of 10, Exceptional, (52 reviews)
"Very nice house, great layout for entertaining "
United States
Austin C.
The price is SAR 1,498
SAR 3,291 total
includes taxes & fees
5 Jul - 6 Jul
Waterfront Paradise| Dock, Pool & Near AMI Beaches

IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!

IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov 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.
IMG Lake & Beach Home with Pool White Sand Beaches MAY 16-10, Oct, Nov SPECIALS!

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is SAR 486
SAR 1,304 total
includes taxes & fees
7 Jul - 8 Jul
Siesta Heron Suites & Villas

Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home

Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
South Bradenton
9.8 out of 10, Exceptional, (59 reviews)
"Wonderful place! "
United States
Janelle K.
The price is SAR 1,502
SAR 2,885 total
includes taxes & fees
26 Jul - 27 Jul
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Sarasota
9.8 out of 10, Exceptional, (7 reviews)
"We stayed during a soccer tournament down in Bradenton/ Sarasota area. Best place to stay super clean and very peaceful."
United States
Jessica
The price is SAR 481
SAR 1,318 total
includes taxes & fees
6 Jul - 7 Jul
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
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