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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Longboat Key vacation homes

On the beach, beach umbrellas

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, (62 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 ￥24,846
￥53,174 total
includes taxes & fees
Jun 1 - Jun 2
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Shower, hair dryer, towels

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 ￥19,901
￥43,035 total
includes taxes & fees
Jun 1 - Jun 2
Lakeview Bradenton Rental Near Beaches & IMG
Outdoor dining

Retro Sarasota Haven: Private Yard| BBQ |Downtown

Retro Sarasota Haven: Private Yard| BBQ |Downtown
Southgate
Retro Sarasota Haven: Private Yard| BBQ |Downtown
Outdoor dining

Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼

Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Palma Sola
9.6 out of 10, Exceptional, (143 reviews)
"Good location, house was in great shape with all the essentials. Enjoyed the pool and morning coffee on the dock. "
United States
Gregory P.
The price is ￥43,003
￥108,439 total
includes taxes & fees
Jun 8 - Jun 9
Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Outdoor pool, a heated pool

"Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.6 out of 10, Exceptional, (33 reviews)
"Property was great and location was ideal for our weekend getaway"
United States
Agnieszka
The price is ￥30,261
￥58,065 total
includes taxes & fees
Jun 1 - Jun 2
"Stingray" 3 miles to Anna Marie
Beach towels

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 ￥21,701
￥73,881 total
includes taxes & fees
Jun 7 - Jun 8
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Terrace/patio

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, (79 reviews)
"It was very clean, appreciated that. "
United States
Juanita D.
The price is ￥17,631
￥29,407 total
includes taxes & fees
Jun 1 - Jun 2
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Sun loungers

"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 ￥30,261
￥62,322 total
includes taxes & fees
Jun 1 - Jun 2
"Manatee" 3 miles to Anna Marie<br>
Beach

Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (146 reviews)
"Great property, wonderful and responsive host"
United States
Erik H.
The price is ￥36,982
￥80,826 total
includes taxes & fees
Jun 1 - Jun 2
Paradise Cove -- A perfect Beach Getaway
Terrace/patio

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (177 reviews)
"Great location. Super quiet! "
United States
John R.
The price is ￥19,096
￥39,354 total
includes taxes & fees
Jun 2 - Jun 3
The Hideaways at Point Pleasant (Pine Side)
Fridge, microwave, oven, stovetop

Large pool/spa home minutes from beach with arcade games and canal for fishing.

Large pool/spa home minutes from beach with arcade games and canal for fishing.
Palma Sola
9.4 out of 10, Exceptional, (81 reviews)
"Host was very welcoming and their home was absolutely stunning. We had the best time enjoying the space. Thank you!!"
United States
Valerie S.
The price is ￥55,187
￥123,641 total
includes taxes & fees
Jun 8 - Jun 9
Large pool/spa home minutes from beach with arcade games and canal for fishing.
Property grounds

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (159 reviews)
"It a was bigger place then in the pictures, it allow us to have a short visit with family over Christmas. "
United States
Ryan B.
The price is ￥47,940
￥95,965 total
includes taxes & fees
Jun 8 - Jun 9
Cottage on the canal
5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (68 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
Siesta Key Island Rentals
Beach nearby

Private family pool home, Outdoor Kitchen, Fire Pit, Pets OK, Near Anna Maria

Private family pool home, Outdoor Kitchen, Fire Pit, Pets OK, Near Anna Maria
Bradenton
10.0 out of 10, Exceptional, (80 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 ￥60,164
￥134,492 total
includes taxes & fees
Jun 7 - Jun 8
Private family pool home, Outdoor Kitchen, Fire Pit, Pets OK, Near Anna Maria
Interior

Kapok in Bradenton

Kapok in Bradenton
Sunny Shores
9.6 out of 10, Exceptional, (41 reviews)
"Excellent for a family trip."
United States
RHEA
The price is ￥19,909
￥84,482 total
includes taxes & fees
Jun 6 - Jun 7
Kapok in Bradenton
Fridge, microwave, oven, stovetop

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
10.0 out of 10, Exceptional, (5 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 ￥23,891
￥60,045 total
includes taxes & fees
Jun 1 - Jun 2
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Exterior

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (176 reviews)
"The Hidaways is perfect for me and my husband…we have been staying there for 6 or 7 years and it is really just like home for us. Thank you so much for being so welcoming!"
United States
Ellen L.
The price is ￥19,096
￥40,787 total
includes taxes & fees
Jun 2 - Jun 3
The Hideaways at Point Pleasant (Palm Side)
Beach nearby, sun loungers, beach towels

Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive

Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
Sarasota Springs
9.6 out of 10, Exceptional, (83 reviews)
"Everything was wonderful and as described. Will definitely keep on our list for future travels."
United States
Ruth S.
The price is ￥33,128
￥76,575 total
includes taxes & fees
Jun 2 - Jun 3
Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (43 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ￥20,480
￥55,179 total
includes taxes & fees
Jun 1 - Jun 2
Siesta Heron Suites & Villas
Beach

Cozy Beach House Just Minutes From Siesta Key

Cozy Beach House Just Minutes From Siesta Key
Sarasota
9.0 out of 10, Wonderful, (16 reviews)
"Excellent! "
United States
Eva
The price is ￥27,455
￥55,232 total
includes taxes & fees
Jun 1 - Jun 2
Cozy Beach House Just Minutes From Siesta Key
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"This hotel had absolutely everything we wanted. Beautiful pool, very easy access to a private beach, lovely towel service, terrific and dedicated staff in facilities, bartending, cleaning of the main parts of the hotel. The restaurant was onsite perfect and bar/resto exceptional for easy drinks, snacks by the pool, and enjoying the full day outside. This hotel is in a great location on Long Boat Key. We didn't have a car and were able to uber to St. Armand's Circle for shopping and Amelia's Island for beaches/change of scenery."
Emily 3-night trip
Posted 4 hours ago
Zota Beach Resort

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
1,171
Accommodation
159 Vacation Homes
Lowest Price
￥29,407
Highest Price
￥134,492