Villas in Longboat Key

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Our top choices for Longboat Key villas

1 Week left April 18 of a kind home right on the beach then booked till July

1 Week left April 18 of a kind home right on the beach then booked till July
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.
$810 nightly
The price is $902
Apr 18 - Apr 19
Total with taxes and fees
1 Week left April 18 of a kind home right on the beach then booked till July

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, (34 reviews)
"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "
United States
Chris H.
$272 nightly
The price is $303
Apr 13 - Apr 14
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

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, (23 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
$272 nightly
The price is $303
Apr 13 - Apr 14
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

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, (20 reviews)
"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"
United States
Sommer
$392 nightly
The price is $437
Apr 13 - Apr 14
Total with taxes and fees
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"Great place. We loved it!!!!!"
United States
Jill T.
$700 nightly
The price is $780
Apr 15 - Apr 16
Total with taxes and fees
Beachfront Paradise! Ground level with Heated pool

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, (28 reviews)
"We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!"
United States
Theresa M.
$272 nightly
The price is $303
Apr 12 - Apr 13
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very Good, (2 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
$228 nightly
The price is $242
May 5 - May 6
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Updated Downtown Sarasota Villa, 2b/2b

Updated Downtown Sarasota Villa, 2b/2b
Central Sarasota
9.6 out of 10, Exceptional, (8 reviews)
"Would stay again "
United States
Josh R.
$315 nightly
The price is $315
Apr 14 - Apr 15
Total with taxes and fees
Updated Downtown Sarasota Villa, 2b/2b

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Canal Lower-Gorgeous 3 bed 3 bath near SK Village
Siesta Key Village
9.6 out of 10, Exceptional, (42 reviews)
"Phenomenal experience and the perfect house! Location, communication, beach access, pool and being that close to the village was great — perfect place to relax and enjoy Siesta!"
United States
Dylan F.
$794 nightly
The price is $840
Apr 13 - Apr 14
Total with taxes and fees
Canal Lower-Gorgeous 3 bed 3 bath near SK Village

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.
$270 nightly
The price is $301
Apr 20 - Apr 21
Total with taxes and fees
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

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.
$897 nightly
The price is $999
May 3 - May 4
Total with taxes and fees
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

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, (75 reviews)
"Enjoyed our stay."
United States
JAMELYN G.
$789 nightly
The price is $880
Apr 29 - Apr 30
Total with taxes and fees
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (28 reviews)
"pool was clean, and wonderfully heated. short trip to the beach, but the bicycles made in easily accessible. Excellent beach location"
United States
jay e.
$545 nightly
The price is $564
May 10 - May 11
Total with taxes and fees
[Beach Elements] pool view withprivate beach access

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (39 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.
$406 nightly
The price is $453
Apr 13 - Apr 14
Total with taxes and fees
Completely Remodeled- 150 Yards to Beach and Restaurants!

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"We had an amazing 5 days enjoying waterfront access and gorgeous sunsets. The bed was very comfortable and the condo was spotless. It was very convenient to have 2 chair and umbrella. Although we didn't use the pool, it was great to have available. We didn't eat dinner in, but if you do you will need to bring or purchase seasonings, etc. Would definitely stay here again. "
United States
cheryl m.
$953 nightly
The price is $1,063
Apr 22 - Apr 23
Total with taxes and fees
NEW!~ Beach Front/Heated Pool! Coconuts 107

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
Central Sarasota
8.6 out of 10, Excellent, (12 reviews)
"Enjoyed our stay."
United States
Greg M.
$315 nightly
The price is $315
Apr 14 - Apr 15
Total with taxes and fees
Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

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, (56 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.
$268 nightly
The price is $299
Apr 16 - Apr 17
Total with taxes and fees
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.6 out of 10, Exceptional, (97 reviews)
"Great spot for an Anna Maria vaca. Will be great when new pier is completed just outside the door. Gulf beach on opposite side, easy walk or bike ride! We were sad to leave!!!"
United States
Kirsten B.
$830 nightly
The price is $926
May 5 - May 6
Total with taxes and fees
Bayfront Bliss! Pool, BBQ and Dolphin Views!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (41 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$591 nightly
The price is $659
May 5 - May 6
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

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, (60 reviews)
"Really nice."
United States
Dee J.
$547 nightly
The price is $611
May 5 - May 6
Total with taxes and fees
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
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
683
Accommodation
10 Villas
Lowest Price
$242
Highest Price
$1,063

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