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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Longboat Key villas

Property grounds

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
Exterior

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 ￥24,768
￥71,687 total
includes taxes & fees
Sep 8 - Sep 9
Peaceful Villa, 3.3 mi to the Beach & Big Parking
Exterior

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 ￥15,766
￥36,926 total
includes taxes & fees
Sep 10 - Sep 11
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

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.
The price is ￥21,029
￥47,012 total
includes taxes & fees
Aug 12 - Aug 13
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior

5. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
Property grounds

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 ￥23,601
￥50,078 total
includes taxes & fees
Aug 14 - Aug 15
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining

7. 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, (36 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
The price is ￥24,509
￥51,263 total
includes taxes & fees
Aug 14 - Aug 15
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

8. Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"Excellent location to Bean Beach and the Pine St shopping. Although across from a nice, busy restaurant, very quiet! Nice to see both the bay and the gulf."
United States
Mimi D.
The price is ￥28,765
￥90,323 total
includes taxes & fees
Aug 12 - Aug 13
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior

9. Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place. We loved it!!!!!"
United States
Jill T.
The price is ￥42,998
￥117,425 total
includes taxes & fees
Aug 27 - Aug 28
Beachfront Paradise! Ground level with Heated pool
Exterior

10. 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 ￥44,590
￥81,460 total
includes taxes & fees
Aug 18 - Aug 19
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

11. [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 ￥17,879
￥49,383 total
includes taxes & fees
Aug 13 - Aug 14
[Beach Elements] pool view withprivate beach access
Terrace/patio

12. 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
9.6 out of 10, Exceptional, (50 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 ￥20,066
￥76,262 total
includes taxes & fees
Aug 14 - Aug 15
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Property grounds

13. 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.
Heated Pool • Sleeps 22 • Pickle/Bball • Theater
Outdoor dining

14. 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 ￥21,212
￥60,509 total
includes taxes & fees
Aug 13 - Aug 14
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Terrace/patio

15. 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 ￥20,066
￥76,262 total
includes taxes & fees
Aug 12 - Aug 13
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Exterior

16. Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Anna Maria
9.6 out of 10, Exceptional, (78 reviews)
"The rooms were clean, and the residence was wonderful. Wish there was more parking. "
United States
Nick F.
The price is ￥39,295
￥125,959 total
includes taxes & fees
Aug 12 - Aug 13
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior

17. Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (45 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is ￥28,915
￥97,189 total
includes taxes & fees
Aug 18 - Aug 19
Beautiful Bungalow with Pool and Bay Views!
Exterior

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

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (48 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 ￥25,082
￥68,060 total
includes taxes & fees
Aug 13 - Aug 14
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior

19. Resort-Style Pool Steps from the Bay and Pine Ave!

Resort-Style Pool Steps from the Bay and Pine Ave!
Anna Maria
9.6 out of 10, Exceptional, (58 reviews)
"Great place, the pool was nice, lots of things to do near by…."
United States
Edison
The price is ￥37,983
￥111,077 total
includes taxes & fees
Aug 12 - Aug 13
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior

20. 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, (62 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 ￥15,766
￥48,423 total
includes taxes & fees
Aug 30 - Aug 31
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
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

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent
"We really enjoyed our time on longboat key! The studio was perfect. My children and I really enjoyed our time at the beach and pool!"
Erin F. 5-night trip
Posted 21 hours ago
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
752
Accommodation
7 Villas
Lowest Price
￥35,941
Highest Price
￥132,499

Frequently asked questions

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