Villas in Longboat Key

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Our top choices for Longboat Key villas

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very Good, (1 review)
"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"
United States
Maria I
$244 nightly
The price is $260
Jan 31 - Feb 1
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches

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, (32 reviews)
"Enjoyed our stay."
United States
Nathan H.
$332 nightly
The price is $371
Feb 8 - Feb 9
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
2.0 star property
Bradenton
9.2 out of 10, Wonderful, (12 reviews)
"Perfect spot for golf tournament. "
United States
Amy K.
$468 nightly
The price is $522
Feb 16 - Feb 17
Total with taxes and fees
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (37 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$530 nightly
The price is $592
Jan 26 - Jan 27
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

Sunny 1BR/1BA Ground-Level Villa, Walk to Beach, Full Kitchen, Private Patio

Sunny 1BR/1BA Ground-Level Villa, Walk to Beach, Full Kitchen, Private Patio
Casey Key
9.2 out of 10, Wonderful, (5 reviews)
"Beach or bay. Easy stay. Bikes a plus - nice 8 mile round trip on a beautiful ride. Kayaking nice - had to wait for the three in use to return but worth it. A few more on premise would help. Need to return to take full advantage of the property - grill, fire pit, pool, fishing, as our stay was but a few days. Thank you for a nice stay"
United States
Brian K.
$259 nightly
The price is $288
Jan 28 - Jan 29
Total with taxes and fees
Sunny 1BR/1BA Ground-Level Villa, Walk to Beach, Full Kitchen, Private Patio

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (37 reviews)
"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "
United States
Kelsey B.
$598 nightly
The price is $667
Feb 10 - Feb 11
Total with taxes and fees
Completely Remodeled- 150 Yards to Beach and Restaurants!

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
9.4 out of 10, Exceptional, (51 reviews)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
United States
John K.
$265 nightly
The price is $296
Feb 3 - Feb 4
Total with taxes and fees
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
2.5 star property
Holmes Beach
Beachfront Paradise! Ground level with Heated pool

Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
2.0 star property
South Bradenton
$571 nightly
The price is $631
Jan 22 - Jan 23
Total with taxes and fees
Heated Pool and Spa • Outdoor Kitchen/Theater/Games

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
2.0 star property
Holmes Beach
$664 nightly
The price is $742
Feb 7 - Feb 8
Total with taxes and fees
NEW!~ Beach Front/Heated Pool! Coconuts 107

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Bradenton
$623 nightly
The price is $695
Feb 2 - Feb 3
Total with taxes and fees
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

#1 Beachfront Mansion • Heated Pool • Theater

#1 Beachfront Mansion • Heated Pool • Theater
Casey Key
$1,039 nightly
The price is $1,161
Jan 25 - Jan 26
Total with taxes and fees
#1 Beachfront Mansion • Heated Pool • Theater

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, (51 reviews)
"Great location! Beautifully decorated."
United States
Dana F.
$616 nightly
The price is $687
Jan 22 - Jan 23
Total with taxes and fees
Resort-Style Pool Steps from the Bay and Pine Ave!

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, (59 reviews)
"Really nice."
United States
Dee J.
$491 nightly
The price is $548
Jan 22 - Jan 23
Total with taxes and fees
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.6 out of 10, Exceptional, (94 reviews)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
United States
Gilaine F.
$688 nightly
The price is $768
Jan 22 - Jan 23
Total with taxes and fees
Bayfront Bliss! Pool, BBQ and Dolphin Views!

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, (72 reviews)
"Everything was as in the pictures "
United States
Julio César R.
$735 nightly
The price is $820
Jan 22 - Jan 23
Total with taxes and fees
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

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.
$362 nightly
The price is $404
Jan 28 - Jan 29
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

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.
$454 nightly
The price is $506
Jan 26 - Jan 27
Total with taxes and fees
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Casey Key
$367 nightly
The price is $409
Jan 29 - Jan 30
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

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.
$746 nightly
The price is $831
Feb 1 - Feb 2
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
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

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
378
Accommodation
10 Villas
Lowest Price
$260
Highest Price
$831

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