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

Search Villas in Longboat Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

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, (120 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.
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
The price is HK$1,231
HK$3,563 total
includes taxes & fees
24 Aug - 25 Aug
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
The price is HK$664
HK$1,723 total
includes taxes & fees
22 Sept - 23 Sept
Lakefront 2BR Bradenton Rental Near IMG & Beaches
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, (38 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
The price is HK$1,147
HK$2,456 total
includes taxes & fees
25 Aug - 26 Aug
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
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, (36 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is HK$1,035
HK$2,314 total
includes taxes & fees
25 Aug - 26 Aug
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A serene lakeside setting with large trees and a white gazebo.

6. 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.
The price is HK$1,117
HK$2,376 total
includes taxes & fees
25 Aug - 26 Aug
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
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 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.
The price is HK$1,693
HK$6,645 total
includes taxes & fees
25 Aug - 26 Aug
Heated Pool • Sleeps 22 • Pickle/Bball • Theater
A bicycle parked outside a building with a 'Hello' mat at the entrance.

8. [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.
The price is HK$711
HK$2,143 total
includes taxes & fees
24 Aug - 25 Aug
[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.

9. 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 HK$988
HK$3,754 total
includes taxes & fees
24 Aug - 25 Aug
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
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)
"Beautiful apartment located near the beach and state parks"
United States
Eliot f.
The price is HK$988
HK$3,754 total
includes taxes & fees
24 Aug - 25 Aug
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
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.
The price is HK$1,044
HK$2,979 total
includes taxes & fees
31 Aug - 1 Sept
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
An aerial view of a coastal town with a beachfront hotel, featuring a mix of residential and commercial buildings, and a clear view of the ocean.

12. Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (49 reviews)
"We loved our stay here! Beautiful space, very clean, so well equipped, great location. John has thought of every detail and was so easy to communicate with. We would love to return and would recommend to all. "
Canada
Joette B.
The price is HK$1,235
HK$3,366 total
includes taxes & fees
24 Aug - 25 Aug
Completely Remodeled- 150 Yards to Beach and Restaurants!
A residential house with a fenced front yard, a parked car, and a palm tree.

13. 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.
The price is HK$776
HK$2,384 total
includes taxes & fees
31 Aug - 1 Sept
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
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 HK$1,921
HK$6,190 total
includes taxes & fees
24 Aug - 25 Aug
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
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
The price is HK$1,592
HK$2,331 total
includes taxes & fees
9 Sept - 10 Sept
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
An aerial view of a coastal town with a beachfront hotel, featuring a mix of residential and commercial buildings, and a clear view of the ocean.

16. Newly Remodeled-150 Yards to Beach and Restaurants!

Newly Remodeled-150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (45 reviews)
"We loved this property!! Everything was as described and communication was great!! We will definitely be returning!! The location was perfect for us. I highly recommend. They had everything you could need for the beach!!"
United States
Tracy
The price is HK$1,411
HK$3,597 total
includes taxes & fees
29 Aug - 30 Aug
Newly Remodeled-150 Yards to Beach and Restaurants!
A house with a vibrant fish mural on the side, a paved pathway, and a small garden area with palm trees.

17. 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 HK$2,117
HK$3,493 total
includes taxes & fees
7 Sept - 8 Sept
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.

18. 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 HK$1,592
HK$2,315 total
includes taxes & fees
13 Sept - 14 Sept
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
A building with a mural of birds and flowers on the side.

19. 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 HK$2,117
HK$3,493 total
includes taxes & fees
7 Sept - 8 Sept
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

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.
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
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

Island Time: Open Aug 30th - September 3rd!

Island Time: Open Aug 30th - September 3rd!

10/10 Excellent
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
Gina 2-night trip
Posted 11 hours ago
Island Time: Open Aug 30th - September 3rd!

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
8,564
Accommodation
8 Villas
Lowest Price
HK$517
Highest Price
HK$7,211

Frequently asked questions

Why book your villa in Longboat Key with Expedia?
We think planning a holiday 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 favourite 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