Holiday Homes in Longboat Key

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Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Holiday 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.
The price is NZ$595
includes taxes & fees
11 Nov - 12 Nov
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Beach
Canal-Front Charmer with Private Beach Access!

Canal-Front Charmer with Private Beach Access!

Longboat Key
The price is NZ$1,158
includes taxes & fees
13 Nov - 14 Nov
Canal-Front Charmer with Private Beach Access!
Condo, Pool View | Private kitchen
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
The price is NZ$659
includes taxes & fees
14 Nov - 15 Nov
Siesta Heron Suites & Villas
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, (7)
"This was a super cute house, the property was just as great. Everything was super clean and nice. We had a wonderful stay!"
United States
Christopher H.
The price is NZ$663
includes taxes & fees
17 Nov - 18 Nov
Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA
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.
The price is NZ$497
includes taxes & fees
11 Nov - 12 Nov
Charming home near Anna Maria Island with Jacuzzi
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)
"Looking forward to staying there again."
United States
aimen s.
The price is NZ$723
includes taxes & fees
11 Nov - 12 Nov
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
A heated pool
Cozy Coastal Vibes w/ Private Pool!

Cozy Coastal Vibes w/ Private Pool!

Bradenton
9.6 out of 10, Exceptional, (33)
"This was in a perfect location.."
United States
Phil L.
The price is NZ$602
includes taxes & fees
11 Nov - 12 Nov
Cozy Coastal Vibes w/ Private 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!

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
The price is NZ$836
includes taxes & fees
12 Nov - 13 Nov
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 cot, free WiFi
Tiny Carriage House, 15 mins to AMI, Nr downtown .

Tiny Carriage House, 15 mins to AMI, Nr downtown .

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (10)
"Stayed here while visiting family over the weekend. Location is great, the tiny house has everything you need. We'll definitely stay here again."
United States
Chris A.
The price is NZ$423
includes taxes & fees
11 Nov - 12 Nov
Tiny Carriage House, 15 mins to AMI, Nr downtown .
Outdoor pool
Charming Florida bungalow with pool and fenced-in yard.

Charming Florida bungalow with pool and fenced-in yard.

Ringling Park
10.0 out of 10, Exceptional, (36)
"Great Property. Clean, near everything but on a quiet street! Fabulous Communication with host! will Definitely stay here again!"
United States
Kerry B.
The price is NZ$566
includes taxes & fees
20 Nov - 21 Nov
Charming Florida bungalow with pool and fenced-in yard.
Exterior detail
Casa del Río! Beaches, IMG, Boating & Riverwalk.

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

River District
10.0 out of 10, Exceptional, (55)
"Everything was wonderful "
United States
Andrea R.
The price is NZ$833
includes taxes & fees
8 Dec - 9 Dec
Casa del Río! Beaches, IMG, Boating & Riverwalk.
Beach
Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway

Bradenton
10.0 out of 10, Exceptional, (134)
"It was a beautiful property. I will be saving this location for next year"
United States
Jose R.
The price is NZ$659
includes taxes & fees
11 Nov - 12 Nov
Paradise Cove -- A perfect Beach Getaway
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)
"Our stay here was just perfect - great location, everything we needed, Bryce left very good instructions for anything that we might have needed (we didn’t 😊), and very comfortable! We were close to everything but felt like we had our own little private place too. Will definitely come back here. "
United States
Maureen
The price is NZ$267
includes taxes & fees
11 Nov - 12 Nov
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Fridge, microwave, oven, stovetop
Fire pit - Arcade Games - Pets Allowed

Fire pit - Arcade Games - Pets Allowed

Bradenton
10.0 out of 10, Exceptional, (2)
"The kitchen and two bedrooms were great, but the Pac Man machine stole the show. Very close to IMG and Publix with a nice living and dining area. I would definitely stay there again on my next trip to Bradenton. "
United States
William M.
The price is NZ$703
includes taxes & fees
7 Dec - 8 Dec
Fire pit - Arcade Games - Pets Allowed
2 bedrooms, iron/ironing board, WiFi, bed sheets
Charming 2-bedroom house in cool Sarasota with AC

Charming 2-bedroom house in cool Sarasota with AC

South Sarasota
9.4 out of 10, Exceptional, (3)
"Location is in a nice area."
United States
Leon A.
The price is NZ$299
includes taxes & fees
20 Nov - 21 Nov
Charming 2-bedroom house in cool Sarasota with AC
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)
"Excellent stay the accommodations in the house was absolutely marvelous"
United States
Dustin P.
The price is NZ$231
includes taxes & fees
11 Nov - 12 Nov
Peaceful Room 15 Minutes from Downtown or Beach
Fridge, microwave, oven, coffee/tea maker
Walk to Siesta key beach | Private Dock | Patio | Pool

Walk to Siesta key beach | Private Dock | Patio | Pool

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
The price is NZ$658
includes taxes & fees
11 Nov - 12 Nov
Walk to Siesta key beach | Private Dock | Patio | Pool
Dining
[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway

Siesta Key
10.0 out of 10, Exceptional, (22)
"Clean and great location! Would stay again! "
United States
Laura W.
The price is NZ$468
includes taxes & fees
12 Nov - 13 Nov
[escape to paradise] siesta key beach getaway
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)
"This was a perfect location as it was close to stores and restauraunts and only about 10 minutes to the beach."
United States
Dustin S.
The price is NZ$537
includes taxes & fees
11 Nov - 12 Nov
Little Charm-Close to Anna Maria Island-IMG Academy-Gt Bray Park
Sun-loungers, beach towels
NURSES/WORKERS NOV DEC JAN DISCOUNTS AMIsland White Beaches/IMG ACADEMY/GOLFERS

NURSES/WORKERS NOV DEC JAN DISCOUNTS AMIsland White Beaches/IMG ACADEMY/GOLFERS

Bradenton
10.0 out of 10, Exceptional, (32)
"We were visiting Florida to celebrate my nephews birthday at the beach! We enjoyed the house and the beach! The family had a great time!"
United States
Eileen G.
The price is NZ$1,167
includes taxes & fees
24 Nov - 25 Nov
NURSES/WORKERS NOV DEC JAN DISCOUNTS AMIsland White Beaches/IMG ACADEMY/GOLFERS
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

Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.

10/10 Excellent
"Host was exceptional and all vacation needs were met"
Andrea C. 6-night trip
Posted 4 days ago
Right on the beach.Renovated ground Floor unit 63.

Find out more about Longboat Key

Longboat Key Holiday Homes information

Number of reviews
540
Accommodation
161 Holiday Homes
Lowest Price
NZ$231
Highest Price
NZ$1,167

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