Search Vacation Homes in Longboat Key

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Nov 21 - Nov 23
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Dec 12 - Dec 14
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Jan 9 - Jan 11

Vacation Homes in Longboat Key

A heated pool
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, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
$298 nightly
The price is $333
Nov 11 - Nov 12
Total with taxes and fees
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Beach
Canal-Front Charmer with Private Beach Access!

Canal-Front Charmer with Private Beach Access!

Longboat Key
$441 nightly
The price is $493
Nov 13 - Nov 14
Total with taxes and fees
Canal-Front Charmer with Private Beach Access!
Smart TV, stereo
Charming home near Anna Maria Island with Jacuzzi

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
$251 nightly
The price is $279
Nov 11 - Nov 12
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.4 out of 10, Very Good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$284 nightly
The price is $321
Nov 12 - Nov 13
Total with taxes and fees
Siesta Heron Suites & Villas
Beach
Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA

Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA

Bradenton
10.0 out of 10, Exceptional, (7)
"This was a super cute house, the property was just as great. Everything was super clean and nice. We had a wonderful stay!"
United States
Christopher H.
$360 nightly
The price is $371
Nov 17 - Nov 18
Total with taxes and fees
Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA
Outdoor dining
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, (35)
"Excellent for a family trip."
United States
RHEA
$443 nightly
The price is $494
Nov 17 - Nov 18
Total with taxes and fees
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Beach
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Sarasota
9.6 out of 10, Exceptional, (35)
"Looking forward to staying there again."
United States
aimen s.
$360 nightly
The price is $402
Nov 11 - Nov 12
Total with taxes and fees
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
Fridge, microwave, oven, stovetop
Fire pit - Arcade Games - Pets Allowed

Fire pit - Arcade Games - Pets Allowed

Bradenton
10.0 out of 10, Exceptional, (2)
"The kitchen and two bedrooms were great, but the Pac Man machine stole the show. Very close to IMG and Publix with a nice living and dining area. I would definitely stay there again on my next trip to Bradenton. "
United States
William M.
$352 nightly
The price is $392
Dec 7 - Dec 8
Total with taxes and fees
Fire pit - Arcade Games - Pets Allowed
Outdoor pool
Charming Florida bungalow with pool and fenced-in yard.

Charming Florida bungalow with pool and fenced-in yard.

Ringling Park
10.0 out of 10, Exceptional, (36)
"So after Helene and Milton, we sent crews to Fla, we could not find anywhere for them to sleep! This little gem, was available! So I ran to book it! Kim was amazing!!!! I can not thank her enough! The guys slept on their trucks for over 20 days! So this gave them the good nights sleep a wonderful shower, and a place to eat! The place is amazing, and in a great location! I will be forever grateful! Yall book this place! You will love it!!! "
United States
misty m.
$285 nightly
The price is $318
Nov 18 - Nov 19
Total with taxes and fees
Charming Florida bungalow with pool and fenced-in yard.
1 bedroom, iron/ironing board, travel crib, free WiFi
Tiny Carriage House, 15 mins to AMI, Nr downtown .

Tiny Carriage House, 15 mins to AMI, Nr downtown .

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (10)
"Stayed here while visiting family over the weekend. Location is great, the tiny house has everything you need. We'll definitely stay here again."
United States
Chris A.
$213 nightly
The price is $238
Nov 11 - Nov 12
Total with taxes and fees
Tiny Carriage House, 15 mins to AMI, Nr downtown .
Beach
Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway

Bradenton
10.0 out of 10, Exceptional, (134)
"The property was excellent, clean, and safe. Snacks were provided(thank you!), and the owners could not have been nicer. It was a lovely few days away from NYC. Thank you!"
United States
Anonymous traveler
$332 nightly
The price is $370
Nov 11 - Nov 12
Total with taxes and fees
Paradise Cove -- A perfect Beach Getaway
A heated pool
Cozy Coastal Vibes w/ Private Pool!

Cozy Coastal Vibes w/ Private Pool!

Bradenton
9.6 out of 10, Exceptional, (33)
"This was in a perfect location.."
United States
Phil L.
$304 nightly
The price is $339
Nov 11 - Nov 12
Total with taxes and fees
Cozy Coastal Vibes w/ Private Pool!
Exterior detail
Casa del Río! Beaches, IMG, Boating & Riverwalk.

Casa del Río! Beaches, IMG, Boating & Riverwalk.

River District
10.0 out of 10, Exceptional, (55)
"Everything was wonderful "
United States
Andrea R.
$414 nightly
The price is $461
Dec 9 - Dec 10
Total with taxes and fees
Casa del Río! Beaches, IMG, Boating & Riverwalk.
Terrace/patio
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

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

Bradenton
9.4 out of 10, Exceptional, (67)
"Everything was great! Check in instructions were very easy."
United States
SARA
$135 nightly
The price is $150
Nov 11 - Nov 12
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Terrace/patio
Charming Cottage Near Bay and Beach

Charming Cottage Near Bay and Beach

Anna Maria
10.0 out of 10, Exceptional, (3)
"My husband & I enjoyed this little cottage for our recent trip to Anna Maria Island. The location is perfect, just a short walk to restaurants, the beach, shops and everything else you might want to do. The house is clean and quiet...had everything we needed."
United States
Jennifer W.
$292 nightly
The price is $325
Nov 13 - Nov 14
Total with taxes and fees
Charming Cottage Near Bay and Beach
Property grounds
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, (58)
"We loved this cottage and will be back!"
United States
Brenda D.
$278 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Terrace/patio
Peaceful Room 15 Minutes from Downtown or Beach

Peaceful Room 15 Minutes from Downtown or Beach

Sarasota Springs
9.6 out of 10, Exceptional, (25)
"Excellent stay the accommodations in the house was absolutely marvelous"
United States
Dustin P.
$117 nightly
The price is $130
Nov 11 - Nov 12
Total with taxes and fees
Peaceful Room 15 Minutes from Downtown or Beach
Terrace/patio
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Southgate
10.0 out of 10, Exceptional, (66)
"We loved our stay. Everything was so clean. We will definetly recommend this place. Everything you would need was there. Awesome place. "
United States
a s.
$242 nightly
The price is $270
Nov 14 - Nov 15
Total with taxes and fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Beach
Little Charm-Close to Anna Maria Island-IMG Academy-Gt Bray Park

Little Charm-Close to Anna Maria Island-IMG Academy-Gt Bray Park

Bradenton
10.0 out of 10, Exceptional, (14)
"This was a perfect location as it was close to stores and restauraunts and only about 10 minutes to the beach."
United States
Dustin S.
$271 nightly
The price is $302
Nov 11 - Nov 12
Total with taxes and fees
Little Charm-Close to Anna Maria Island-IMG Academy-Gt Bray Park
Outdoor pool, a heated pool
Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool

Bradenton
10.0 out of 10, Exceptional, (38)
"This home was absolutely amazing! Its so beautiful and relaxing. The pool is incredible. We had so much fun! Highly recommended staying here!! If i ever go back to this area, I will be staying here again!!! "
United States
Kimberly M.
$395 nightly
The price is $441
Nov 12 - Nov 13
Total with taxes and fees
Backyard Oasis & Resort Style Pool
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

Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.

10/10 Excellent
"Host was exceptional and all vacation needs were met"
Andrea C. 6-night trip
Posted 5 days ago
Right on the beach.Renovated ground Floor unit 63.

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
634
Accommodation
161 Vacation Homes
Lowest Price
$130
Highest Price
$494

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