Search Vacation Homes in Longboat Key

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Nov 28 - Nov 30
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Dec 19 - Dec 21
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Jan 16 - Jan 18

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.
$303 nightly
The price is $338
Nov 30 - Dec 1
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
$298 nightly
The price is $337
Nov 21 - Nov 22
Total with taxes and fees
Siesta Heron Suites & Villas
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
$439 nightly
The price is $466
Nov 21 - Nov 22
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!
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!
Exterior
Siesta Key Island Rentals

Siesta Key Island Rentals

3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (50)
"Very nice place, we loved it. Great location. "
United States
Derrick
$259 nightly
The price is $293
Dec 3 - Dec 4
Total with taxes and fees
Siesta Key Island Rentals
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 23 - Nov 24
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
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, (8)
"Cottage cheese as wonderful It had everything we could possibly need and more. Very relaxing and comfortable and accommodating. Hostess was responsive and attentive. Hope to have an opportunity to stay again!!"
United States
Wendy
$365 nightly
The price is $376
Dec 14 - Dec 15
Total with taxes and fees
Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA
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
Outdoor pool, a heated pool
Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool

Bradenton
10.0 out of 10, Exceptional, (40)
"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
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.
$382 nightly
The price is $425
Nov 21 - Nov 22
Total with taxes and fees
Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
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
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
$508 nightly
The price is $566
Nov 21 - Nov 22
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, (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.
$411 nightly
The price is $458
Dec 9 - Dec 10
Total with taxes and fees
Casa del Río! Beaches, IMG, Boating & Riverwalk.
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
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)
"Fit our needs perfectly."
United States
Renee D.
$125 nightly
The price is $139
Nov 24 - Nov 25
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Beach
Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway

Bradenton
10.0 out of 10, Exceptional, (136)
"A great place to stay! They allowed us early check in which was great so we had ample time to settle in and prepare for the week. We had decided to eat in more and this was the perfect place for that! We were able to grill and cook, and hang out in the pool in a spacious backyard!"
United States
Andi J.
$362 nightly
The price is $404
Dec 1 - Dec 2
Total with taxes and fees
Paradise Cove -- A perfect Beach Getaway
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
Fridge, microwave, oven, stovetop
Open Heated Pool Home with 2 car garage

Open Heated Pool Home with 2 car garage

Sarasota Springs
9.8 out of 10, Exceptional, (96)
"The house was a great place to enjoy hanging out with our relatives. Although there were only 4 of us, would have been room for a few more. Beautiful pool and a screened in room by the pool. "
United States
Daniel S.
$370 nightly
The price is $412
Nov 22 - Nov 23
Total with taxes and fees
Open Heated Pool Home with 2 car garage
Beach
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key Village
9.6 out of 10, Exceptional, (16)
"Great location to walk to siesta key village. "
United States
N A.
$341 nightly
The price is $380
Nov 21 - Nov 22
Total with taxes and fees
Siesta Key Beach Duplex-Close to Sarasota Beach/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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Lovely poolside lanai area off room & white sandy beach"
Courtney 1-night trip
Posted 5 days ago
Zota Beach Resort

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
728
Accommodation
161 Vacation Homes
Lowest Price
$130
Highest Price
$566

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