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

Villas in Longboat Key

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

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
$216 nightly
The price is $229
Nov 18 - Nov 19
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches
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
$385 nightly
The price is $431
Nov 5 - Nov 6
Total with taxes and fees
Peaceful Villa, 3.3 mi to the Beach & Big Parking
A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

3. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
10.0 out of 10, Exceptional, (1 review)
"Really great communication with the host and great stay"
United States
Alisha M.
$534 nightly
The price is $598
Nov 10 - Nov 11
Total with taxes and fees
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
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, (45 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.
$290 nightly
The price is $297
Nov 15 - Nov 16
Total with taxes and fees
[Beach Elements] pool view withprivate beach access
An aerial view of a house with a swimming pool, surrounded by lush greenery and palm trees.

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, (30 reviews)
"Beautiful property and lovely backyard. The Riverwalk was perfect for our 2 pups and the host was very quick to respond and very nice. Would definitely stay again."
United States
Kay S.
$262 nightly
The price is $293
Nov 5 - Nov 6
Total with taxes and fees
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.

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, (40 reviews)
"We had a great time at the Salty Lime! The property was very clean and inviting, decorated nicely and comfortable. The garden and outdoor spaces were so nice! Perfect location on the river and by the river walk, we enjoyed going out there in the mornings. Wonderful hosts who were very communicative and really have thought of everything. We will definitely be back!"
United States
Kara H.
$262 nightly
The price is $293
Nov 8 - Nov 9
Total with taxes and fees
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.

7. 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, (39 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
$263 nightly
The price is $294
Nov 9 - Nov 10
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
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
9.6 out of 10, Exceptional, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
$329 nightly
The price is $368
Nov 17 - Nov 18
Total with taxes and fees
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. 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
9.4 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.
$445 nightly
The price is $496
Nov 5 - Nov 6
Total with taxes and fees
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A multi-story hotel with a pool, beachside location, and a parking area.

10. Coconuts 107 ~ Gulf Front ~ Shared Pool

Coconuts 107 ~ Gulf Front ~ Shared Pool
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.
Coconuts 107 ~ Gulf Front ~ Shared Pool
An outdoor kitchen with a grill, cooking utensils, and a view of lush greenery.

11. 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.
$785 nightly
The price is $879
Nov 10 - Nov 11
Total with taxes and fees
Heated Pool • Sleeps 25 • Pickle/Bball • Theater
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
$216 nightly
The price is $242
Nov 9 - Nov 10
Total with taxes and fees
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A building with a mural of birds and flowers on the side.

13. 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.
$337 nightly
The price is $377
Nov 23 - Nov 24
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

14. 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.
$471 nightly
The price is $525
Nov 5 - Nov 6
Total with taxes and fees
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A resort with a pool, beach access, and a view of the ocean.

15. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
$648 nightly
The price is $728
Dec 1 - Dec 2
Total with taxes and fees
Beachfront · Heated Pool · King Bed
A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

16. 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.
$830 nightly
The price is $930
Nov 10 - Nov 11
Total with taxes and fees
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
A covered outdoor seating area with a round table and chairs, surrounded by lush tropical vegetation.

17. Miramar

Miramar
3.5 star property
Siesta Key
Miramar
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.
$221 nightly
The price is $247
Nov 30 - Dec 1
Total with taxes and fees
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Outdoor dining

19. 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.
$403 nightly
The price is $451
Nov 16 - Nov 17
Total with taxes and fees
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
A modern kitchen with stainless steel appliances, white cabinetry, granite countertops, and a large window offering a view of palm trees.

20. 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.
$327 nightly
The price is $366
Nov 11 - Nov 12
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
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

Fall sale ready for a luxury 5-floor penthouse 60 ft from water,

Fall sale ready for a luxury 5-floor penthouse 60 ft from water,

10/10 Excellent
"My Husband and I stayed here at this beautiful oceanfront condo at Longboat Key the last week of October 2026. It was perfect in every way. The space was just right for us. We Loved waking up to the Oceanfront views and being right on the water made it extra special. It was comfortable, inviting and the perfect place to unwind and enjoy the beauty of Longboat Key. We couldn't have asked for a better stay and would happily return. Highly recommend!"
Suzi W. 7-night trip
Posted 2 days ago
Fall sale ready for a luxury 5-floor penthouse 60 ft from water,

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
281
Accommodation
7 Villas
Lowest Price
$229
Highest Price
$930

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