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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.
The price is AED 1,818
AED 3,277 total
includes taxes & fees
18 Apr - 19 Apr
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.
The price is AED 731
AED 1,329 total
includes taxes & fees
12 Apr - 13 Apr
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - 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
The price is AED 669
AED 1,624 total
includes taxes & fees
4 May - 5 May
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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 731
AED 1,329 total
includes taxes & fees
12 Apr - 13 Apr
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

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 3,814 total
includes taxes & fees
29 Apr - 30 Apr
Beachfront Paradise! Ground level with Heated pool

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 384
AED 886 total
includes taxes & fees
5 May - 6 May
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.
The price is AED 804
AED 1,546 total
includes taxes & fees
10 Apr - 11 Apr
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, (40 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.
The price is AED 1,584
AED 3,443 total
includes taxes & fees
11 Apr - 12 Apr
Canal Lower-Gorgeous 3 bed 3 bath near SK Village

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 1,120
AED 3,640 total
includes taxes & fees
3 May - 4 May
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.
The price is AED 1,175
AED 3,249 total
includes taxes & fees
29 Apr - 30 Apr
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and 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, (27 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 731
AED 1,329 total
includes taxes & fees
12 Apr - 13 Apr
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

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
8 Apr - 9 Apr
NEW!~ Beach Front/Heated Pool! Coconuts 107

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.
The price is AED 661
AED 1,630 total
includes taxes & fees
13 Apr - 14 Apr
Completely Remodeled- 150 Yards to Beach and Restaurants!

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.
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.
The price is AED 364
AED 1,073 total
includes taxes & fees
16 Apr - 17 Apr
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
9.4 out of 10, Exceptional, (96 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 1,337
AED 3,453 total
includes taxes & fees
4 May - 5 May
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
The price is AED 817
AED 2,445 total
includes taxes & fees
4 May - 5 May
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.
The price is AED 789
AED 2,323 total
includes taxes & fees
4 May - 5 May
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

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, (53 reviews)
"Great location! Beautifully decorated."
United States
Dana F.
The price is AED 1,150
AED 3,021 total
includes taxes & fees
4 May - 5 May
Resort-Style Pool Steps from the Bay and Pine Ave!

Newly Remodeled-150 Yards to Beach and Restaurants!

Newly Remodeled-150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (37 reviews)
"Excellent location to many great restaurants and A short walk to the beach access. Communication was excellent. Thanks for having us. "
United States
Stuart S.
The price is AED 735
AED 1,757 total
includes taxes & fees
3 May - 4 May
Newly Remodeled-150 Yards to Beach and Restaurants!
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

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