Search Vacation Homes in Longboat Key

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Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

Vacation Homes in Longboat Key

Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
A heated pool

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

8.6 out of 10, Excellent, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
$259 nightly
The price is $289
Oct 12 - Oct 13
Total with taxes and fees
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
Beachfront Bliss on Longboat Key- Steps to the sand
Outdoor dining

Beachfront Bliss on Longboat Key- Steps to the sand

7.0 out of 10, Good, (2)
"Location was perfect for the beach access we were looking for. The unit was small with a few minor glitches, but it was clean.The property and pool were well mantained and there were no issues with check-in."
$247 nightly
The price is $275
Oct 12 - Oct 13
Total with taxes and fees
Beachfront Bliss on Longboat Key- Steps to the sand
Condo with a View 4: Open Tomorrow - Friday, $171/nt!
On the beach, sun loungers, beach towels

Condo with a View 4: Open Tomorrow - Friday, $171/nt!

10.0 out of 10, Exceptional, (2)
"I absolutely loved this Condo! The view was so amazing, the beach it just a few steps away. The pictures are 100% accurate if not better. The host was attentive and so nice, she even left me muffins and drinks at my door for when I arrived and they were delicious! Will definitely be coming back again. Thanks for the great stay! I highly recommend this place for sure! "
$304 nightly
The price is $339
Oct 5 - Oct 6
Total with taxes and fees
Condo with a View 4: Open Tomorrow - Friday, $171/nt!
Canal-Front Charmer with Private Beach Access!
Beach

Canal-Front Charmer with Private Beach Access!

$599 nightly
The price is $667
Oct 26 - Oct 27
Total with taxes and fees
Canal-Front Charmer with Private Beach Access!
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very Good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
$280 nightly
The price is $317
Oct 6 - Oct 7
Total with taxes and fees
Siesta Heron Suites & Villas
Winter Special! New HOT TUB! Beach! Pool Heat!
Fridge, microwave, oven, stovetop

Winter Special! New HOT TUB! Beach! Pool Heat!

9.8 out of 10, Exceptional, (32)
"As wonderful as it appears. Great host."
$603 nightly
The price is $667
Oct 5 - Oct 6
Total with taxes and fees
Winter Special! New HOT TUB! Beach! Pool Heat!
Charming home near Anna Maria Island with Jacuzzi
Smart TV, stereo

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
$233 nightly
The price is $260
Oct 5 - Oct 6
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
Siesta Key Island Rentals
322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
$242 nightly
The price is $273
Oct 5 - Oct 6
Total with taxes and fees
Siesta Key Island Rentals
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
Beach

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

9.6 out of 10, Exceptional, (35)
"Great place, clean, fully stocked kitchen, very convenient location. Would definitely stay again."
$384 nightly
The price is $428
Oct 5 - Oct 6
Total with taxes and fees
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Property grounds

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

2.0 star property
9.2 out of 10, Wonderful, (11)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
$389 nightly
The price is $433
Oct 5 - Oct 6
Total with taxes and fees
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Paradise Cove -- A perfect Beach Getaway
Beach

Paradise Cove -- A perfect Beach Getaway

10.0 out of 10, Exceptional, (131)
"Relaxing week with the family, great location, nice home with pool, and very closed to beautiful beaches."
$357 nightly
The price is $398
Oct 6 - Oct 7
Total with taxes and fees
Paradise Cove -- A perfect Beach Getaway
Cozy Coastal Vibes w/ Private Pool!
A heated pool

Cozy Coastal Vibes w/ Private Pool!

9.6 out of 10, Exceptional, (31)
"Perfect! Would stay again "
$307 nightly
The price is $342
Oct 5 - Oct 6
Total with taxes and fees
Cozy Coastal Vibes w/ Private Pool!
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Property grounds

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

2.0 star property
10.0 out of 10, Exceptional, (19)
"Great stay! Nice place and location!"
$310 nightly
The price is $345
Oct 5 - Oct 6
Total with taxes and fees
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Peaceful Room 15 Minutes from Downtown or Beach
Terrace/patio

Peaceful Room 15 Minutes from Downtown or Beach

9.6 out of 10, Exceptional, (25)
"Easy to find and just as listed. Awesome decor and very comfy bed. Owner very accommodating and answered messages and phone calls when I needed her! Drive to beach each day! "
$117 nightly
The price is $130
Oct 5 - Oct 6
Total with taxes and fees
Peaceful Room 15 Minutes from Downtown or Beach
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Terrace/patio

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

10.0 out of 10, Exceptional, (65)
"Enjoyed our stay. Great location close to everything we needed"
$223 nightly
The price is $249
Oct 8 - Oct 9
Total with taxes and fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Historic Studio Carriage House, 15min to Beach
1 bedroom, iron/ironing board, travel crib, free WiFi

Historic Studio Carriage House, 15min to Beach

2.0 star property
10.0 out of 10, Exceptional, (10)
"Nice little spot close to downtown Bradenton. "
$185 nightly
The price is $206
Oct 27 - Oct 28
Total with taxes and fees
Historic Studio Carriage House, 15min to Beach
Bradenton Breeze
Deluxe Villa | Living area

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
$289 nightly
The price is $326
Oct 10 - Oct 11
Total with taxes and fees
Bradenton Breeze
Casa Azul 2Bed/1Bath
Interior

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (66)
"The home was decorated beautiful! We enjoyed ourselves. Comfortable and kitchen were stocked nicely. Great location, 5-10 minutes from most places of interest. Nice communication and easy to check in and out. "
$175 nightly
The price is $195
Oct 5 - Oct 6
Total with taxes and fees
Casa Azul 2Bed/1Bath
Kapok in Bradenton
Outdoor dining

Kapok in Bradenton

9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
$446 nightly
The price is $473
Nov 1 - Nov 2
Total with taxes and fees
Kapok in Bradenton
Lulu's Key House Leatherback 2/2 Downstairs
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior

Lulu's Key House Leatherback 2/2 Downstairs

4.0 star property
$498 nightly
The price is $561
Oct 28 - Oct 29
Total with taxes and fees
Lulu's Key House Leatherback 2/2 Downstairs
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"An amazing waterfront hotel, kind staff , clean and modern room "
angela 1-night trip
Posted 5 days ago
Zota Beach Resort

Find out more about Longboat Key

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
564
Accommodation
162 Vacation Homes
Lowest Price
$130
Highest Price
$667

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