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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Longboat Key villas

Exterior

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)
"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "
United States
Chris H.
The price is AED 489
AED 1,085 total
includes taxes & fees
10 May - 11 May
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior

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
The price is AED 404
AED 934 total
includes taxes & fees
12 May - 13 May
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

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.
The price is AED 514
AED 1,121 total
includes taxes & fees
12 May - 13 May
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining

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, (24 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
The price is AED 595
AED 1,530 total
includes taxes & fees
5 Jun - 6 Jun
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

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.
The price is AED 1,837
AED 3,810 total
includes taxes & fees
29 May - 30 May
Beachfront Paradise! Ground level with Heated pool
Exterior

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.
The price is AED 944
AED 2,922 total
includes taxes & fees
12 May - 13 May
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Terrace/patio

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, (49 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 AED 808
AED 2,197 total
includes taxes & fees
1 Jun - 2 Jun
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Outdoor dining

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, (32 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.
The price is AED 533
AED 1,145 total
includes taxes & fees
13 May - 14 May
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Outdoor pool, a heated pool

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.
The price is AED 1,095
AED 3,593 total
includes taxes & fees
10 May - 11 May
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
Flat-screen TV, books

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.
The price is AED 911
AED 1,301 total
includes taxes & fees
16 May - 17 May
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Exterior

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (29 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 AED 450
AED 1,107 total
includes taxes & fees
12 May - 13 May
[Beach Elements] pool view withprivate beach access
Exterior

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (40 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.
The price is AED 579
AED 1,559 total
includes taxes & fees
13 May - 14 May
Completely Remodeled- 150 Yards to Beach and Restaurants!
Fridge, microwave, oven, stovetop

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is AED 911
AED 1,297 total
includes taxes & fees
16 May - 17 May
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
TV

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.
The price is AED 2,204
AED 3,911 total
includes taxes & fees
20 May - 21 May
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.4 out of 10, Exceptional, (99 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.
The price is AED 1,010
AED 2,997 total
includes taxes & fees
12 May - 13 May
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Property grounds

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.
The price is AED 1,194
AED 1,894 total
includes taxes & fees
29 May - 30 May
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Exterior

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (41 reviews)
"Súper Super comfortable and tidy"
United States
SOFIA D.
The price is AED 694
AED 2,265 total
includes taxes & fees
14 May - 15 May
Beautiful Bungalow with Pool and Bay Views!
Exterior

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)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is AED 694
AED 2,180 total
includes taxes & fees
19 May - 20 May
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior

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, (55 reviews)
"Great location! Beautifully decorated."
United States
Dana F.
The price is AED 865
AED 2,538 total
includes taxes & fees
12 May - 13 May
Resort-Style Pool Steps from the Bay and Pine Ave!
Outdoor dining

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.
The price is AED 1,572
AED 2,491 total
includes taxes & fees
11 May - 12 May
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
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

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

10/10 Excellent
"Fabulous view of the beach and very clean. The kitchen could be better equipped if you are planning on cooking.I would definitely return. "
Lisa G. 4-night trip
Posted 18 hours ago
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

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