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

Villas in Longboat Key

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Longboat Key villas

A view of a resort with a pool, tennis court, and a beach.

1. 1 of a kind home 13 steps to sand LATE SUMMER SALE

1 of a kind home 13 steps to sand LATE SUMMER SALE
Longboat Key
10.0 out of 10, Exceptional, (121 reviews)
"We loved our stay at the villa! The owner was always available to assist with any questions and allowed for a late check out as well. The house was well equipped. We all LOVED the location- right on the beach!"
United States
Brandy W.
$730 nightly
The price is $813
Sep 13 - Sep 14
Total with taxes and fees
1 of a kind home 13 steps to sand LATE SUMMER SALE
A house with a turquoise door, a welcome sign, and a window with blinds.

2. Peaceful Villa, 3.3 mi to the Beach & Big Parking

Peaceful Villa, 3.3 mi to the Beach & Big Parking
Bradenton
10.0 out of 10, Exceptional, (5 reviews)
"Excellent stay."
United States
Shanna Lee
$403 nightly
The price is $449
Sep 5 - Sep 6
Total with taxes and fees
Peaceful Villa, 3.3 mi to the Beach & Big Parking
A single-story house with a white exterior, a dark roof, and a front door.

3. Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
$211 nightly
The price is $222
Sep 22 - Sep 23
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A resort with a swimming pool, a covered patio, and a view of the ocean.

4. Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (36 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
$257 nightly
The price is $287
Sep 7 - Sep 8
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A serene lakeside setting with large trees and a white gazebo.

5. Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (28 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
$253 nightly
The price is $283
Sep 7 - Sep 8
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

6. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (39 reviews)
"Very nice place and quiet. Enjoyed the secluded pool and the variety of plants and flowers everywhere. The Riverwalk was nice too."
United States
Craig C.
$265 nightly
The price is $296
Sep 18 - Sep 19
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

7. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
$497 nightly
The price is $550
Sep 9 - Sep 10
Total with taxes and fees
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
A room with a large window overlooking a beach with lounge chairs.

8. Beachfront · Heated Pool · Steps to the Sand

Beachfront · Heated Pool · Steps to the Sand
Holmes Beach
$572 nightly
The price is $638
Sep 29 - Sep 30
Total with taxes and fees
Beachfront · Heated Pool · Steps to the Sand
A residential property with a driveway leading to a house, surrounded by well-maintained lawns and large trees with hanging moss.

9. Heated Pool • Sleeps 22 • Pickle/Bball • Theater

Heated Pool • Sleeps 22 • Pickle/Bball • Theater
Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Great spot to have for a team playing in IMG events."
United States
Adam D.
$794 nightly
The price is $885
Sep 10 - Sep 11
Total with taxes and fees
Heated Pool • Sleeps 22 • Pickle/Bball • Theater
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

10. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
$430 nightly
The price is $479
Sep 9 - Sep 10
Total with taxes and fees
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

11. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (25 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
$361 nightly
The price is $402
Sep 6 - Sep 7
Total with taxes and fees
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A bicycle parked outside a building with a 'Hello' mat at the entrance.

12. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.4 out of 10, Exceptional, (39 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
$257 nightly
The price is $262
Sep 10 - Sep 11
Total with taxes and fees
[Beach Elements] pool view withprivate beach access
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

13. BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful apartment located near the beach and state parks"
United States
Eliot f.
$430 nightly
The price is $479
Sep 9 - Sep 10
Total with taxes and fees
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A residential house with a fenced front yard, a parked car, and a palm tree.

14. Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.6 out of 10, Exceptional, (63 reviews)
"It was perfect for our family of four and we had a great trip! We would stay again!"
United States
Amy H.
$272 nightly
The price is $303
Sep 7 - Sep 8
Total with taxes and fees
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
A patio with a round table and chairs, a blue umbrella, and a view of a building with a balcony.

15. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
$292 nightly
The price is $325
Sep 9 - Sep 10
Total with taxes and fees
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A house with a vibrant fish mural on the side, a paved pathway, and a small garden area with palm trees.

16. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Casey Key
10.0 out of 10, Exceptional, (2 reviews)
"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.
$400 nightly
The price is $446
Sep 7 - Sep 8
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

17. Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
Nokomis
10.0 out of 10, Exceptional, (3 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
$665 nightly
The price is $742
Sep 5 - Sep 6
Total with taxes and fees
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
A building with a mural of birds and flowers on the side.

18. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Casey Key
10.0 out of 10, Exceptional, (1 review)
"Perfect getaway"
United States
Joseph K.
$400 nightly
The price is $446
Sep 7 - Sep 8
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

19. ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Casey Key
10.0 out of 10, Exceptional, (4 reviews)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
$292 nightly
The price is $325
Sep 12 - Sep 13
Total with taxes and fees
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

20. 3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Casey Key
10.0 out of 10, Exceptional, (1 review)
"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.
$558 nightly
The price is $621
Sep 7 - Sep 8
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.
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Top Longboat Key Hotel Reviews

Island Time!

Island Time!

10/10 Excellent
"Great condo literally on the gulf!Clean and beautiful property!We’ll be back for sure"
Michael V. 1-night trip
Posted 17 hours ago
Island Time!

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
407
Accommodation
7 Villas
Lowest Price
$222
Highest Price
$885

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