Longboat Key Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Longboat Key Vacation Homes

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)
"Great location!"
The price is CA $238
CA $492 total
includes taxes & fees
Aug 25 - Aug 26
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
Condo with a View 4: Open Tonight, $125/nt + Fees!
On the beach, sun loungers, beach towels

Condo with a View 4: Open Tonight, $125/nt + Fees!

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! "
The price is CA $312
CA $560 total
includes taxes & fees
Aug 31 - Sep 1
Condo with a View 4: Open Tonight, $125/nt + Fees!
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."
The price is CA $323
CA $588 total
includes taxes & fees
Aug 25 - Aug 26
Beachfront Bliss on Longboat Key- Steps to the sand
Chic happens 3/2pool 5min from Siesta
Private kitchen

Chic happens 3/2pool 5min from Siesta

The price is CA $332
CA $805 total
includes taxes & fees
Aug 28 - Aug 29
Chic happens 3/2pool 5min from Siesta
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen

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!!"
The price is CA $174
CA $476 total
includes taxes & fees
Aug 24 - Aug 25
Siesta Heron Suites & Villas
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, (18)
"Great stay! Nice place and location!"
The price is CA $168
CA $478 total
includes taxes & fees
Aug 25 - Aug 26
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
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!"
The price is CA $160
CA $380 total
includes taxes & fees
Aug 29 - Aug 30
Charming home near Anna Maria Island with Jacuzzi
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)
"Looking forward to staying there again."
The price is CA $153
CA $618 total
includes taxes & fees
Aug 25 - Aug 26
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
September discount,15 mins to AMI, walk to Main St
1 bedroom, iron/ironing board, travel crib, free WiFi

September discount,15 mins to AMI, walk to Main St

2.0 star property
10.0 out of 10, Exceptional, (10)
"Nice little spot close to downtown Bradenton. "
The price is CA $137
CA $418 total
includes taxes & fees
Aug 27 - Aug 28
September discount,15 mins to AMI, walk to Main St
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...
Outdoor dining

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...

9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
The price is CA $137
CA $689 total
includes taxes & fees
Sep 7 - Sep 8
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...
Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home
House, 3 Bedrooms | Property grounds

Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

3.0 star property
The price is CA $206
CA $601 total
includes taxes & fees
Aug 22 - Aug 23
Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home
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
9.0 out of 10, Wonderful, (10)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
The price is CA $261
CA $668 total
includes taxes & fees
Aug 31 - Sep 1
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, (127)
"This property was excellent. It suited all of our needs. Plenty of space and sleeping arrangements. Excellent communication. Excellent location. Kids had a blast in the pool, overall experience was amazing. "
The price is CA $210
CA $564 total
includes taxes & fees
Aug 25 - Aug 26
Paradise Cove -- A perfect Beach Getaway
RAMADA SARASOTA CONDO HOTEL#407 Waterfront Balcony, King Bed, Pool, Kitchenette
Property grounds

RAMADA SARASOTA CONDO HOTEL#407 Waterfront Balcony, King Bed, Pool, Kitchenette

9.6 out of 10, Exceptional, (35)
"The unit is very nice with everything for a great comfortable stay.. the water view and onsite restaurants are a bonus "
The price is CA $136
CA $292 total
includes taxes & fees
Aug 24 - Aug 25
RAMADA SARASOTA CONDO HOTEL#407 Waterfront Balcony, King Bed, Pool, Kitchenette
New home 3/2 renovation 3 miles to Siesta Key
TV

New home 3/2 renovation 3 miles to Siesta Key

9.2 out of 10, Wonderful, (19)
"The house was remodeled nicely and clean. "
The price is CA $201
CA $468 total
includes taxes & fees
Aug 25 - Aug 26
New home 3/2 renovation 3 miles to Siesta Key
Tiny House Yellow Lifeguard Stand- pet friendly
Interior

Tiny House Yellow Lifeguard Stand- pet friendly

9.6 out of 10, Exceptional, (43)
"We enjoyed the stay and it worked well. "
The price is CA $144
CA $269 total
includes taxes & fees
Sep 8 - Sep 9
Tiny House Yellow Lifeguard Stand- pet friendly
Bradenton Breeze
Deluxe Villa | Living area

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is CA $147
CA $683 total
includes taxes & fees
Aug 22 - Aug 23
Bradenton Breeze
Heated Pool Florida Home
Dining

Heated Pool Florida Home

9.8 out of 10, Exceptional, (24)
"Always a great place to stay. We have a tournament a month- try to stay at the game room house!! "
The price is CA $207
CA $633 total
includes taxes & fees
Aug 25 - Aug 26
Heated Pool Florida Home
Adorable Cottage moments to beach w/ pool, beach gear, bikes
Beach nearby, sun loungers

Adorable Cottage moments to beach w/ pool, beach gear, bikes

9.8 out of 10, Exceptional, (11)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
The price is CA $320
CA $854 total
includes taxes & fees
Aug 26 - Aug 27
Adorable Cottage moments to beach w/ pool, beach gear, bikes
Near AMI/Sarasota-Heated Pool-Hot Tub-Putting Green-Backyard Games-Game Room
Terrace/patio

Near AMI/Sarasota-Heated Pool-Hot Tub-Putting Green-Backyard Games-Game Room

2.5 star property
10.0 out of 10, Exceptional, (7)
"This house is perfect. Great location and full stocked with whatever you need. "
The price is CA $306
CA $886 total
includes taxes & fees
Aug 25 - Aug 26
Near AMI/Sarasota-Heated Pool-Hot Tub-Putting Green-Backyard Games-Game Room
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
"Very friendly staff. Clean and well kept. High value for the price."
James D. 4-night trip
Posted 4 days ago
Zota Beach Resort