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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Longboat Key villas

A single-story house with a white exterior, a dark roof, and a front door.

1. 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 NZ$428
includes taxes & fees
2 Nov - 3 Nov
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A serene lakeside setting with large trees and a white gazebo.

2. 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, (30 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 NZ$517
includes taxes & fees
6 Oct - 7 Oct
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.

3. 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 NZ$514
includes taxes & fees
4 Oct - 5 Oct
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A bicycle parked outside a building with a 'Hello' mat at the entrance.

4. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (43 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 NZ$497
includes taxes & fees
11 Oct - 12 Oct
[Beach Elements] pool view withprivate beach access
A resort with a swimming pool, a covered patio, and a view of the ocean.

5. 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 NZ$510
includes taxes & fees
9 Oct - 10 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - 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 NZ$886
includes taxes & fees
15 Oct - 16 Oct
AUTUMN 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.

7. 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, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is NZ$713
includes taxes & fees
15 Oct - 16 Oct
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A residential property with a driveway leading to a house, surrounded by well-maintained lawns and large trees with hanging moss.

8. 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.
Heated Pool • Sleeps 25 • Pickle/Bball • Theater
A resort with a swimming pool, beach, and parked cars.

9. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
The price is NZ$1,336
includes taxes & fees
28 Oct - 29 Oct
Beachfront · Heated Pool · King Bed
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

10. 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)
"We loved staying here!! Having the garage was a really great bonus especially if you're going to the beach a lot! Pool was super nice and very close so that was great too! I really liked all the beach towels provided as well! Really great and nice place!"
United States
Misty S.
The price is NZ$914
includes taxes & fees
3 Oct - 4 Oct
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.

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 NZ$533
includes taxes & fees
15 Oct - 16 Oct
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.

12. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is NZ$402
includes taxes & fees
5 Oct - 6 Oct
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

13. 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 NZ$402
includes taxes & fees
5 Oct - 6 Oct
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
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, (4 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
The price is NZ$1,491
includes taxes & fees
15 Oct - 16 Oct
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
A building with a mural of birds and flowers on the side.

15. 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 NZ$782
includes taxes & fees
28 Oct - 29 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
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.
The price is NZ$656
includes taxes & fees
4 Oct - 5 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Outdoor dining

17. 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 NZ$900
includes taxes & fees
2 Nov - 3 Nov
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.

18. 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 NZ$661
includes taxes & fees
7 Oct - 8 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

19. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
The price is NZ$1,090
includes taxes & fees
4 Oct - 5 Oct
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
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
"View fantastic of the gulf! Watched dolphins daily along with exotic wildlife Very clean room. Very comfortable and enjoyable. Once you check in, won’t need anything to go out for if you stock food! Had a wonderful stay. Communication with the host was smooth and effortless! Will not hesitate to go back!!!!!! Laundry facilities on site! Overall had a delightful stay!"
Anna S. 5-night trip
Posted 21 hours 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
268
Accommodation
7 Villas
Lowest Price
NZ$402
Highest Price
NZ$1,491