Search Vacation Homes in Longboat Key

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Homes in Longboat Key

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

Vacation Home in 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 30 - Dec 1
Total with taxes and fees
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Exterior
Siesta Key Island Rentals

Vacation Home in Siesta Key

3.0 star property
9.6 out of 10, Exceptional, (51)
"Very nice place, we loved it. Great location. "
United States
Derrick
$242 nightly
The price is $274
Dec 1 - Dec 2
Total with taxes and fees
Siesta Key Island Rentals
Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Vacation Home in Siesta Key

3.5 star property
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$283 nightly
The price is $320
Nov 30 - Dec 1
Total with taxes and fees
Siesta Heron Suites & Villas
Property grounds
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Vacation Home in Sabal Harbour

2.0 star property
10.0 out of 10, Exceptional, (19)
"Everything was great!"
United States
Lisa and Colin M.
$307 nightly
The price is $342
Nov 29 - Nov 30
Total with taxes and fees
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Terrace/patio
The Hideaways at Point Pleasant (Palm Side)

Vacation Home in Bradenton

10.0 out of 10, Exceptional, (168)
"perfect location and size for what we were looking for"
United States
michael w.
$247 nightly
The price is $254
Nov 29 - Nov 30
Total with taxes and fees
The Hideaways at Point Pleasant (Palm Side)
Beach
Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA

Vacation Home in 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
$361 nightly
The price is $372
Dec 14 - Dec 15
Total with taxes and fees
Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA
Beach
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Vacation Home in 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.
$431 nightly
The price is $481
Dec 4 - Dec 5
Total with taxes and fees
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
Smart TV, stereo
Charming home near Anna Maria Island with Jacuzzi

Vacation Home in Bradenton

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!"
United States
Kyle S.
$251 nightly
The price is $279
Nov 30 - Dec 1
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi
Smart TV, Netflix, streaming services
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Vacation Home in Sarasota

9.4 out of 10, Exceptional, (16)
"Great location! Clean, easy to find and perfect amount of room. "
United States
Maribeliz G.
$199 nightly
The price is $222
Dec 1 - Dec 2
Total with taxes and fees
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Terrace/patio
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

Vacation Home in Bradenton

9.4 out of 10, Exceptional, (67)
"Fit our needs perfectly."
United States
Renee D.
$125 nightly
The price is $139
Dec 1 - Dec 2
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Fridge, microwave, oven, coffee/tea maker
Walk to Siesta key beach | Private Dock | Patio | Pool

Vacation Home in Siesta Key Village

9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
$358 nightly
The price is $375
Dec 1 - Dec 2
Total with taxes and fees
Walk to Siesta key beach | Private Dock | Patio | Pool
Outdoor dining
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Vacation Home in Sunny Shores

9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
United States
RHEA
$439 nightly
The price is $466
Nov 29 - Nov 30
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

Vacation Home in Bradenton

2.0 star property
10.0 out of 10, Exceptional, (10)
"Nice little spot close to downtown Bradenton. "
United States
Matt
$244 nightly
The price is $273
Dec 8 - Dec 9
Total with taxes and fees
Tiny Carriage House, close to AMI, Bikes, walkable
Property grounds
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

Vacation Home in River District

10.0 out of 10, Exceptional, (58)
"We loved this cottage and will be back!"
United States
Brenda D.
$344 nightly
The price is $383
Nov 29 - Nov 30
Total with taxes and fees
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Terrace/patio
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Vacation Home in Southgate

10.0 out of 10, Exceptional, (67)
"Enjoyed our stay. Great location close to everything we needed"
United States
Christine M.
$274 nightly
The price is $306
Dec 7 - Dec 8
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

Vacation Home in Bradenton

10.0 out of 10, Exceptional, (15)
"Comfy clean private house great neighborhood totally relaxing close to good resturants and beaches will book again."
United States
john l.
$259 nightly
The price is $289
Dec 2 - Dec 3
Total with taxes and fees
Little Charm-Close to Anna Maria Island-IMG Academy-Gt Bray Park
Sun loungers, beach towels
Perfect location. Updated & loaded with all you need!

Vacation Home in Nokomis

10.0 out of 10, Exceptional, (19)
"Close driving to three beaches "
United States
Roy
$355 nightly
The price is $396
Nov 28 - Nov 29
Total with taxes and fees
Perfect location. Updated & loaded with all you need!
Outdoor dining
The Mermaid at Tiny House Siesta

Vacation Home in Sarasota

2.0 star property
10.0 out of 10, Exceptional, (2)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
$185 nightly
The price is $206
Nov 30 - Dec 1
Total with taxes and fees
The Mermaid at Tiny House Siesta
Dining
[escape to paradise] siesta key beach getaway

Vacation Home in Siesta Key

10.0 out of 10, Exceptional, (22)
"Great place and location"
United States
Karen A.
$278 nightly
The price is $283
Nov 30 - Dec 1
Total with taxes and fees
[escape to paradise] siesta key beach getaway
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

Sea Club I Beach Resort

Sea Club I Beach Resort

10/10 Excellent
"Fantastic spot! Very clean, can’t beat the location and the staff was great!"
Neil 2-night trip
Posted 2 days ago
Sea Club I Beach Resort

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
656
Accommodation
161 Vacation Homes
Lowest Price
$139
Highest Price
$481

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