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Our top choices for Longboat Key vacation homes

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Would def stay here again!"
United States
Tammie and David
The price is AED 577
AED 1,242 total
includes taxes & fees
12 May - 13 May
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Sun-Soaked & Heated Pool Home - Minutes to Siesta Key

Sun-Soaked & Heated Pool Home - Minutes to Siesta Key
South Sarasota
9.8 out of 10, Exceptional, (37 reviews)
"We enjoyed our stay very much. The kitchen was well stocked. The location was close to the beach and to the Crosley Powell estate where we were attending a wedding."
United States
Julie H.
The price is AED 866
AED 2,833 total
includes taxes & fees
20 May - 21 May
Sun-Soaked & Heated Pool Home - Minutes to Siesta Key

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.2 out of 10, Wonderful, (77 reviews)
"Very clean, the host was very good at communication. We were there for an event so we wouldn't have to drive back to Tampa. It was a seamless stay. The host had snacks and small fridge and freezer, coffee maker, air fryer and microwave. It was a older and a little dated, but clean and just what we needed. We would stay again."
United States
Paul Vance R.
The price is AED 407
AED 678 total
includes taxes & fees
9 May - 10 May
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (156 reviews)
"It a was bigger place then in the pictures, it allow us to have a short visit with family over Christmas. "
United States
Ryan B.
The price is AED 1,028
AED 2,148 total
includes taxes & fees
11 May - 12 May
Cottage on the canal

"Manatee" 3 miles to Anna Marie<br>

"Manatee" 3 miles to Anna Marie<br>
Bradenton
9.8 out of 10, Exceptional, (18 reviews)
"Great location and really nice pool. Had a great week here, easy to get to the island and also close to shopping and dining."
United States
Matthew H.
The price is AED 698
AED 1,448 total
includes taxes & fees
11 May - 12 May
"Manatee" 3 miles to Anna Marie<br>

"Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.6 out of 10, Exceptional, (31 reviews)
" Clean, easy to get to, well stocked with towels, beach towels, etc. Gorgeous outdoor seating and pool. Would stay again. "
United States
Danielle W.
The price is AED 698
AED 1,346 total
includes taxes & fees
10 May - 11 May
"Stingray" 3 miles to Anna Marie

Old Florida Pool Oasis, Outdoor Kitchen, Fire Pit, Pets Welcome

Old Florida Pool Oasis, Outdoor Kitchen, Fire Pit, Pets Welcome
Bradenton
10.0 out of 10, Exceptional, (78 reviews)
"Awesome place. Great layout and location. Very good communication with hosts."
United States
John T.
The price is AED 1,046
AED 2,574 total
includes taxes & fees
19 May - 20 May
Old Florida Pool Oasis, Outdoor Kitchen, Fire Pit, Pets Welcome

Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (142 reviews)
"Great property, wonderful and responsive host"
United States
Erik H.
The price is AED 582
AED 1,536 total
includes taxes & fees
12 May - 13 May
Paradise Cove -- A perfect Beach Getaway

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Sarasota
10.0 out of 10, Exceptional, (5 reviews)
"We stayed during a soccer tournament down in Bradenton/ Sarasota area. Best place to stay super clean and very peaceful."
United States
Jessica
The price is AED 606
AED 1,421 total
includes taxes & fees
9 May - 10 May
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key
9.2 out of 10, Wonderful, (36 reviews)
"Very nice, clean and quiet place."
United States
Monika Z.
The price is AED 871
AED 1,707 total
includes taxes & fees
10 May - 11 May
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Cozy retreat in historical Bradenton

Cozy retreat in historical Bradenton
Bradenton
9.4 out of 10, Exceptional, (13 reviews)
"Perfect place to stop on our way to new adventures. The host was great, even left us a welcome basket with water and snacks. The house was clean and the beds were very comfortable. Definitely will stay again next time in Bradenton. "
United States
Chris C.
The price is AED 551
AED 800 total
includes taxes & fees
8 Jun - 9 Jun
Cozy retreat in historical Bradenton

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (175 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is AED 440
AED 948 total
includes taxes & fees
10 May - 11 May
The Hideaways at Point Pleasant (Palm Side)

Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (184 reviews)
"Maggie ,the hostess, was great. Responsive and very accommodating for our needs. "
United States
David S.
The price is AED 555
AED 1,404 total
includes taxes & fees
10 May - 11 May
Paradise Retreat with HEATED POOL-- Need We Say More

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (14 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is AED 320
AED 1,482 total
includes taxes & fees
11 May - 12 May
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
River District
10.0 out of 10, Exceptional, (69 reviews)
"We absolutely loved the house and were impressed by how clean it was."
United States
Natasha M.
The price is AED 423
AED 1,359 total
includes taxes & fees
11 May - 12 May
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!
Ridge Wood Heights
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful property, well stocked with all the essentials plus some and extremely clean. The host was kind and helpful. We really enjoyed our stay! "
United States
Hannah H.
The price is AED 595
AED 1,408 total
includes taxes & fees
16 May - 17 May
BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

⭐️ Luxury Coastal Retreat, 60 Steps to World-Famous Siesta Key Beach! ⭐️

⭐️ Luxury Coastal Retreat, 60 Steps to World-Famous Siesta Key Beach! ⭐️
Siesta Key
9.8 out of 10, Exceptional, (85 reviews)
"Perfect weather, perfect accommodations! Had a wonderful stay and would love to return. Highly recommend this suite for roomy, clean, comfortable, and aesthetically pleasing accommodations. "
United States
Gina M.
The price is AED 2,387
AED 3,858 total
includes taxes & fees
11 May - 12 May
⭐️ Luxury Coastal Retreat, 60 Steps to World-Famous Siesta Key Beach! ⭐️

Luxury House Walking Distance to Ocean - Sleeps 12

Luxury House Walking Distance to Ocean - Sleeps 12
Central Sarasota
9.8 out of 10, Exceptional, (16 reviews)
"Great place perfect location to the marina, and downtown area. Highly recommended thanks "
United States
Domingo B.
The price is AED 771
AED 1,741 total
includes taxes & fees
10 May - 11 May
Luxury House Walking Distance to Ocean - Sleeps 12

Kapok in Bradenton

Kapok in Bradenton
Sunny Shores
9.4 out of 10, Exceptional, (39 reviews)
"Excellent for a family trip."
United States
RHEA
The price is AED 364
AED 1,838 total
includes taxes & fees
10 May - 11 May
Kapok in Bradenton

AMI Dock of the Bay - "On the Water" 1st Floor - WiFi, Dog-Friendly

AMI Dock of the Bay - "On the Water" 1st Floor - WiFi, Dog-Friendly
Bradenton Beach
9.8 out of 10, Exceptional, (114 reviews)
"Location, views and easy access. This property is perfectly located on the intercostal side with a quick walk across the street to the beach. The views are fantastic each morning and evening. A quick walk to many restaurants and shops. Grocery delivery available in the area. The host was easy to communicate with very prompt to respond."
United States
Susan
AMI Dock of the Bay - "On the Water" 1st Floor - WiFi, Dog-Friendly
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