Longboat Key Vacation Rentals

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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)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
The price is CA $213
CA $462 total
includes taxes & fees
May 4 - May 5
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

"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 CA $260
CA $503 total
includes taxes & fees
May 13 - May 14
"Stingray" 3 miles to Anna Marie

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 CA $323
CA $1,063 total
includes taxes & fees
May 7 - May 8
Sun-Soaked & Heated Pool Home - Minutes to Siesta Key

"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 CA $260
CA $541 total
includes taxes & fees
May 13 - May 14
"Manatee" 3 miles to Anna Marie<br>

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (155 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 CA $345
CA $753 total
includes taxes & fees
May 6 - May 7
Cottage on the canal

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

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (75 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 CA $151
CA $253 total
includes taxes & fees
May 4 - May 5
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

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 CA $226
CA $549 total
includes taxes & fees
May 13 - May 14
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

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, (77 reviews)
"Awesome place. Great layout and location. Very good communication with hosts."
United States
John T.
The price is CA $372
CA $943 total
includes taxes & fees
May 7 - May 8
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 CA $217
CA $572 total
includes taxes & fees
May 13 - May 14
Paradise Cove -- A perfect Beach Getaway

Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!

Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!
Bradenton
9.8 out of 10, Exceptional, (46 reviews)
"Owner was responsive and helpful with early check in and about the heating the pool! Great location, quiet neighborhood but close to a lot of things too. Overall it was a great stay!"
United States
Annie C.
The price is CA $354
CA $1,039 total
includes taxes & fees
May 6 - May 7
Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Sunny Shores
9.4 out of 10, Exceptional, (39 reviews)
"Excellent for a family trip."
United States
RHEA
The price is CA $135
CA $686 total
includes taxes & fees
May 13 - May 14
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

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

⭐️ 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 CA $889
CA $1,479 total
includes taxes & fees
May 13 - May 14
⭐️ 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 CA $287
CA $654 total
includes taxes & fees
May 1 - May 2
Luxury House Walking Distance to Ocean - Sleeps 12

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)
"If I'm ever staying in Sarasota again, I'll be looking for this property first!"
United States
Sam G.
The price is CA $197
CA $492 total
includes taxes & fees
May 1 - May 2
BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (16 reviews)
"It was great, very clean, nice location. Everything was as they said it was!"
United States
Michelle H.
The price is CA $704
CA $1,480 total
includes taxes & fees
May 5 - May 6
Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (174 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is CA $164
CA $354 total
includes taxes & fees
May 6 - May 7
The Hideaways at Point Pleasant (Palm Side)

Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (53 reviews)
"The pool area was wonderful at night!"
United States
Jessica S.
The price is CA $172
CA $610 total
includes taxes & fees
May 3 - May 4
Backyard Oasis & Resort Style Pool

Cozy retreat in historical Bradenton

Cozy retreat in historical Bradenton
Bradenton
9.4 out of 10, Exceptional, (12 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 CA $205
CA $305 total
includes taxes & fees
May 6 - May 7
Cozy retreat in historical Bradenton

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Siesta Key Village
9.8 out of 10, Exceptional, (81 reviews)
"Loved this spot! We have stayed a MANY rentals on Siesta, this was our fave!!"
United States
wendy a.
The price is CA $445
CA $1,307 total
includes taxes & fees
May 5 - May 6
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet 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

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Longboat Key Vacation Homes information

Number of reviews
1,101
Accommodation
156 Vacation Homes
Lowest Price
CA $253
Highest Price
CA $1,480

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