Villas in Longboat Key

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Villas in Longboat Key

Property grounds
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Villa in Bradenton

2.0 star property
9.2 out of 10, Wonderful, (12)
"Perfect spot for golf tournament. "
United States
Amy K.
$387 nightly
The price is $431
Dec 2 - Dec 3
Total with taxes and fees
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Property grounds
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Villa in Bradenton

10.0 out of 10, Exceptional, (30)
"Enjoyed our stay."
United States
Nathan H.
$281 nightly
The price is $313
Dec 2 - Dec 3
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior
Completely Remodeled- 150 Yards to Beach and Restaurants!

Villa in South Village

10.0 out of 10, Exceptional, (37)
"We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again."
United States
TATE J.
$369 nightly
The price is $412
Dec 18 - Dec 19
Total with taxes and fees
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Villa in Bradenton

10.0 out of 10, Exceptional, (23)
"We LOVED this villa! It was so perfect for our little vacation here. This location had everything you could want - from perfect location of beaches to the host providing everything for a sweet little getaway. Whether you’re an adventurer destined to be out and about or looking for a peaceful lazy vacation, this is perfect for you. We will be staying again!"
United States
Hannah R.
$281 nightly
The price is $313
Dec 2 - Dec 3
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Villa in Bradenton

9.8 out of 10, Exceptional, (20)
"This property is amazing!"
United States
Heather R.
$281 nightly
The price is $313
Dec 2 - Dec 3
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior
Updated Downtown Sarasota Villa, 2b/2b

Villa in Central Sarasota

9.6 out of 10, Exceptional, (7)
"Would stay again "
United States
Josh R.
$507 nightly
The price is $507
Dec 27 - Dec 28
Total with taxes and fees
Updated Downtown Sarasota Villa, 2b/2b
Exterior
Beautiful Bungalow with Pool and Bay Views!

Villa in Anna Maria

9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$352 nightly
The price is $392
Dec 2 - Dec 3
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
Exterior
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Villa in South Bradenton

$205 nightly
The price is $216
Dec 9 - Dec 10
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Outdoor dining
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

Villa in Casey Key

10.0 out of 10, Exceptional, (4)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
$296 nightly
The price is $330
Dec 7 - Dec 8
Total with taxes and fees
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Exterior
Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Villa in South Bradenton

2.0 star property
$591 nightly
The price is $653
Dec 3 - Dec 4
Total with taxes and fees
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
Property grounds
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Villa in Bradenton

$512 nightly
The price is $571
Dec 4 - Dec 5
Total with taxes and fees
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Exterior
Newly Remodeled-150 Yards to Beach and Restaurants!

Villa in South Village

10.0 out of 10, Exceptional, (35)
"Perfect for our family, we will be back! "
United States
Dan S.
$342 nightly
The price is $382
Dec 11 - Dec 12
Total with taxes and fees
Newly Remodeled-150 Yards to Beach and Restaurants!
Outdoor dining
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

Villa in Casey Key

10.0 out of 10, Exceptional, (1)
"Perfect getaway"
United States
Joseph K.
$433 nightly
The price is $482
Dec 8 - Dec 9
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Property grounds
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

Villa in Casey Key

10.0 out of 10, Exceptional, (2)
"Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay"
United States
Joanne K.
$433 nightly
The price is $482
Dec 5 - Dec 6
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Fridge, microwave, oven, stovetop
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

Villa in Casey Key

$433 nightly
The price is $482
Dec 5 - Dec 6
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Property grounds
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

Villa in Casey Key

10.0 out of 10, Exceptional, (1)
"The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend"
United States
Roger B.
$684 nightly
The price is $763
Dec 14 - Dec 15
Total with taxes and fees
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"Fantastic stay . All servers were great. Staff very friendly and helpful. "
Richard 1-night trip
Posted 22 hours ago
The St. Regis Longboat Key Resort

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
196
Accommodation
10 Villas
Lowest Price
$216
Highest Price
$763

Frequently asked questions

Why book your villa in Longboat Key with Expedia?
We think planning a vacation should be hassle-free, so if you're on the lookout for villas at the right price, Expedia has your back. Stick to the budget and select an all-inclusive stay, or splurge on a high-end villa to spoil your favorite people. Our search filters make it simple to find an escape in Longboat Key that suits your needs.
How can I find cheap villas in Longboat Key?
Expedia can help you search for cheap villas in Longboat Key. Use our convenient filter tool to choose budget, star rating and amenities to refine your search and find the perfect stay in a matter of clicks.

Explore a world of travel with Expedia