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

Villas in Longboat Key

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Longboat Key villas

Property grounds

1. 1 of a kind home right on the beach t booked till August 8 see why

1 of a kind home right on the beach t booked till August 8 see why
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.
$802 nightly
The price is $894
Aug 8 - Aug 9
Total with taxes and fees
1 of a kind home right on the beach t booked till August 8 see why
Exterior

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
$227 nightly
The price is $240
Aug 30 - Aug 31
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

3. 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
Aug 9 - Aug 10
Total with taxes and fees
Peaceful Villa, 3.3 mi to the Beach & Big Parking
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.
$256 nightly
The price is $285
Aug 10 - Aug 11
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Property grounds

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.
$266 nightly
The price is $297
Aug 12 - Aug 13
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining

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, (36 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
$272 nightly
The price is $303
Aug 10 - Aug 11
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

7. 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.
$643 nightly
The price is $718
Aug 27 - Aug 28
Total with taxes and fees
Beachfront Paradise! Ground level with Heated pool
Exterior

8. 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.
$462 nightly
The price is $515
Aug 18 - Aug 19
Total with taxes and fees
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

9. 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.
$545 nightly
The price is $608
Aug 10 - Aug 11
Total with taxes and fees
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Terrace/patio

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
9.6 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.
$430 nightly
The price is $479
Aug 7 - Aug 8
Total with taxes and fees
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Outdoor dining

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.
$340 nightly
The price is $379
Aug 7 - Aug 8
Total with taxes and fees
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

12. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (37 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.
$322 nightly
The price is $330
Aug 11 - Aug 12
Total with taxes and fees
[Beach Elements] pool view withprivate beach access
Terrace/patio

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
Aug 7 - Aug 8
Total with taxes and fees
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Pool

14. Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio
Sarasota
10.0 out of 10, Exceptional, (14 reviews)
"We enjoyed spending a week in this villa. It was cozy, very clean and perfect for our family. Great location... you can enjoy 3 different pools or the private beach aera. Looking forward to our next visit. "
United States
Beverly G.
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio
Exterior

15. Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (44 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$554 nightly
The price is $618
Aug 18 - Aug 19
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
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.
$700 nightly
The price is $781
Aug 24 - Aug 25
Total with taxes and fees
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior

17. 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.
$270 nightly
The price is $301
Aug 9 - Aug 10
Total with taxes and fees
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
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.
$386 nightly
The price is $429
Aug 13 - Aug 14
Total with taxes and fees
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior

19. Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.4 out of 10, Exceptional, (104 reviews)
"Nice Clean Place Near Water. Beds were noisy and not very comfortable. Location was Great Though"
United States
David B.
$701 nightly
The price is $781
Aug 25 - Aug 26
Total with taxes and fees
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Exterior

20. 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
$642 nightly
The price is $717
Aug 16 - Aug 17
Total with taxes and fees
Resort-Style Pool Steps from the Bay and Pine Ave!
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"We are steps from the beach - the chairs and umbrellas are set up for you by the staff. The amenities and rooms are exactly as pictured. The staff is phenomenal. The complimentary valet service just puts the cherry on the top. I will bring family back here forever."
Elizabeth 2-night trip
Posted 12 hours ago
Zota Beach Resort

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
865
Accommodation
9 Villas
Lowest Price
$240
Highest Price
$894

Frequently asked questions

Why book your villa in Longboat Key with Expedia?
We think planning a vacation 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 favorite 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