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 villas

A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

1. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
A single-story house with a white exterior, a dark roof, and a front door.

2. 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
The price is AU$345
includes taxes & fees
7 Oct - 8 Oct
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A resort with a swimming pool, a covered patio, and a view of the ocean.

3. 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, (38 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is AU$409
includes taxes & fees
29 Sept - 30 Sept
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

4. 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.
The price is AU$409
includes taxes & fees
29 Sept - 30 Sept
Salty Lime Villa 2-Riverview w/pool on riverwalk, 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, (29 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is AU$409
includes taxes & fees
29 Sept - 30 Sept
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

6. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN 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.
The price is AU$656
includes taxes & fees
25 Sept - 26 Sept
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A residential property with a driveway leading to a house, surrounded by well-maintained lawns and large trees with hanging moss.

7. Heated Pool • Sleeps 25 • Pickle/Bball • Theater

Heated Pool • Sleeps 25 • 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.
The price is AU$1,231
includes taxes & fees
28 Sept - 29 Sept
Heated Pool • Sleeps 25 • Pickle/Bball • Theater
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

8. 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
9.4 out of 10, Exceptional, (26 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is AU$556
includes taxes & fees
29 Sept - 30 Sept
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

9. 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.
The price is AU$656
includes taxes & fees
25 Sept - 26 Sept
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A bicycle parked outside a building with a 'Hello' mat at the entrance.

10. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (42 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.
The price is AU$370
includes taxes & fees
27 Sept - 28 Sept
[Beach Elements] pool view withprivate beach access
A residential house with a fenced front yard, a parked car, and a palm tree.

11. 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)
"Close to everything, beautiful beach, clean property, pictures and description very accurate. Can’t wait to come back!"
United States
Karyn C.
The price is AU$416
includes taxes & fees
30 Sept - 1 Oct
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
A multi-story hotel with a pool, beachside location, and a parking area.

12. NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great property, location and host …worth the price. Enjoy your stay as much as we did !!"
United States
Zulett L.
The price is AU$975
includes taxes & fees
13 Oct - 14 Oct
NEW!~ Beach Front/Heated Pool! Coconuts 107
A patio with a round table and chairs, a blue umbrella, and a view of a building with a balcony.

13. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is AU$323
includes taxes & fees
28 Sept - 29 Sept
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

14. 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.
The price is AU$1,086
includes taxes & fees
28 Sept - 29 Sept
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
A house with a vibrant fish mural on the side, a paved pathway, and a small garden area with palm trees.

15. 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.
The price is AU$528
includes taxes & fees
1 Oct - 2 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

16. 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.
The price is AU$326
includes taxes & fees
28 Sept - 29 Sept
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
A building with a mural of birds and flowers on the side.

17. 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.
The price is AU$597
includes taxes & fees
18 Oct - 19 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

18. 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.
The price is AU$642
includes taxes & fees
1 Oct - 2 Oct
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
A modern living room with a leather sofa, a glass coffee table, and a dining area with a white table and chairs.

19. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Casey Key
The price is AU$543
includes taxes & fees
6 Oct - 7 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
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 2 days ago
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
265
Accommodation
7 Villas
Lowest Price
AU$323
Highest Price
AU$1,231