Search Vacation Homes in Longboat Key

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

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.
$299 nightly
The price is $334
Nov 20 - Nov 21
Total with taxes and fees
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Sun loungers
Canal-Front Charmer with Private Beach Access!

Canal-Front Charmer with Private Beach Access!

Longboat Key
$444 nightly
The price is $496
Nov 29 - Nov 30
Total with taxes and fees
Canal-Front Charmer with Private Beach Access!
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
$282 nightly
The price is $319
Nov 20 - Nov 21
Total with taxes and fees
Siesta Heron Suites & Villas
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 20 - Nov 21
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
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
$440 nightly
The price is $491
Nov 20 - Nov 21
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!
1 bedroom, iron/ironing board, travel crib, free WiFi
Tiny Carriage House, close to AMI, Bikes, walkable

Tiny Carriage House, close to AMI, Bikes, walkable

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (10)
"Nice little spot close to downtown Bradenton. "
United States
Matt
$224 nightly
The price is $250
Dec 1 - Dec 2
Total with taxes and fees
Tiny Carriage House, close to AMI, Bikes, walkable
Property grounds
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

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

2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (19)
"Everything was great!"
United States
Lisa and Colin M.
$297 nightly
The price is $331
Nov 23 - Nov 24
Total with taxes and fees
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A heated pool
Cozy Coastal Vibes w/ Private Pool!

Cozy Coastal Vibes w/ Private Pool!

Bradenton
9.6 out of 10, Exceptional, (33)
"Good place to stay specially if you have kids. "
United States
Alejandro
$425 nightly
The price is $474
Nov 20 - Nov 21
Total with taxes and fees
Cozy Coastal Vibes w/ Private Pool!
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)
"Such a nice place!!!! And the sweetest hostess! Hope it’s available next time I’m in town. "
United States
Tricia L.
$117 nightly
The price is $130
Nov 23 - Nov 24
Total with taxes and fees
Peaceful Room 15 Minutes from Downtown or Beach
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)
"Great place, clean, fully stocked kitchen, very convenient location. Would definitely stay again."
United States
Nan G.
$451 nightly
The price is $503
Dec 4 - Dec 5
Total with taxes and fees
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
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)
"Comfy clean private house great neighborhood totally relaxing close to good resturants and beaches will book again."
United States
john l.
$254 nightly
The price is $284
Dec 2 - Dec 3
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)
"The home was very comfortable and in a great location. Close to lots of amenities and quick to great beaches. "
United States
Eric H.
$415 nightly
The price is $462
Dec 7 - Dec 8
Total with taxes and fees
Backyard Oasis & Resort Style Pool
Outdoor dining
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

The Meadows
10.0 out of 10, Exceptional, (18)
"Fun place "
United States
Maureen
$215 nightly
The price is $240
Nov 24 - Nov 25
Total with taxes and fees
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
Exterior detail
Casa del Río! Beaches, IMG, Boating & Riverwalk.

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

River District
10.0 out of 10, Exceptional, (56)
"Everything was great. Very clean, very well-furnished and stocked. Great communication from the owner and easy to get in"
United States
Thomas S.
$416 nightly
The price is $464
Dec 9 - Dec 10
Total with taxes and fees
Casa del Río! Beaches, IMG, Boating & Riverwalk.
Exterior
Waterfront Home w dock & pool table 3 bedroom, sleeps 8

Waterfront Home w dock & pool table 3 bedroom, sleeps 8

2.0 star property
River Pointe
$298 nightly
The price is $333
Nov 20 - Nov 21
Total with taxes and fees
Waterfront Home w dock & pool table 3 bedroom, sleeps 8
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.
$346 nightly
The price is $385
Nov 29 - Nov 30
Total with taxes and fees
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Exterior
Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!

2.5 star property
Anna Maria
9.6 out of 10, Exceptional, (5)
"It was good "
United States
Jennifer
$447 nightly
The price is $498
Nov 23 - Nov 24
Total with taxes and fees
Emerald Shores East! Walk to Beach!
Dining
[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway

Siesta Key
10.0 out of 10, Exceptional, (22)
"Great place and location"
United States
Karen A.
$272 nightly
The price is $276
Nov 24 - Nov 25
Total with taxes and fees
[escape to paradise] siesta key beach getaway
Beach nearby, sun loungers, beach towels
Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille

Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille

Nokomis
10.0 out of 10, Exceptional, (38)
"Great beach and restaurant access. Very clean and quaint house."
United States
Chad M.
$371 nightly
The price is $414
Nov 20 - Nov 21
Total with taxes and fees
Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
Outdoor pool, a heated pool
NOV DEC DISCOUNTS IMG AMIsland WHITE BEACHES KAYAKS FISHING ON LAKE KIDS PETS OK

NOV DEC DISCOUNTS IMG AMIsland WHITE BEACHES KAYAKS FISHING ON LAKE KIDS PETS OK

South Bradenton
9.8 out of 10, Exceptional, (137)
"The property was amazing! Pool was fabulous, the kitchen was well stocked, there was tons of beach extras and the lake was great as well! "
United States
Megan L.
$450 nightly
The price is $502
Nov 24 - Nov 25
Total with taxes and fees
NOV DEC DISCOUNTS IMG AMIsland WHITE BEACHES KAYAKS FISHING ON LAKE KIDS PETS OK
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
"Lovely poolside lanai area off room & white sandy beach"
Courtney 1-night trip
Posted 4 days ago
Zota Beach Resort

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
593
Accommodation
161 Vacation Homes
Lowest Price
$130
Highest Price
$503

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