Title: Longboat Key Vacation Home Rentals from CA $195: Search Top Private Vacation Homes for Rent | Expedia.ca

 

[Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides)

![1_140312352](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Longboat Key Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Longboat Key Vacation Homes

![A heated pool](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/0d958ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/43db1448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/7ddb3b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/9a2ea3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

8.6/10

Excellent

(59)

"Clean, cozy and right in the beach!! Was a perfect little getaway! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle M.

CA $218

CA $467 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/45ae6432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/9ff42f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Key Island Rentals

Siesta Key

9.6/10

Exceptional

(51)

"Very nice place, we loved it. Great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Derrick

CA $157

CA $385 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information)

![Condo, Pool View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/0ea98630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/93c41295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![39-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/044717f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/d3b33d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Heron Suites & Villas

Siesta Key

8.6/10

Excellent

(38)

"It was perfect for my family of 4 for our beach vacation!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesse

CA $182

CA $489 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/w1290h1721x0y538-61c2ec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/0449e44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/71091855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/41ec2756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Sabal Harbour

10/10

Exceptional

(19)

"Everything was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa and Colin M.

CA $170

CA $472 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Bradenton-Hotels-Enjoy-Coastal-Townhome-W-Sunset-Views-Near-The-Gulfs-Most-Popular-Beaches.h107611754.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/c4cc982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/7e74e875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/ee917632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/54938b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaways at Point Pleasant (Palm Side)

Bradenton

10/10

Exceptional

(168)

"perfect location and size for what we were looking for"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael w.

CA $167

CA $357 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant-Palm-Side-Downtown-Bradenton.h23089447.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/ffd3f0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/973df9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/6c94b3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/a8759cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Retreat — Canal front, Pool, Putting Green, Beach Gear — 2BR/2BA

Bradenton

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy

CA $128

CA $522 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Bradenton-Hotels-Cottage-On-The-Canal.h84065893.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/8aa0ab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/6b5f791e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/ba244c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/7c9280ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Sarasota

9.6/10

Exceptional

(35)

"Great place, clean, fully stocked kitchen, very convenient location. Would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nan G.

CA $202

CA $675 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Sarasota-Hotels-Extremely-Comfortableclean-VILLAS-Heated-Pool-And-Jacuzzi-SUMMER-SPECIAL-RATES.h33393742.Hotel-Information)

![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/7e83ed7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/7148e781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/8c491d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/e081ceb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming home near Anna Maria Island with Jacuzzi

Bradenton

10/10

Exceptional

(14)

"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle S.

CA $170

CA $385 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Bradenton-Hotels-Charming-Home-Near-Anna-Maria-Island-With-Jacuzzi.h108585518.Hotel-Information)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/c792b6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/744ea565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/9255d13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/570273b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Sarasota

9.4/10

Exceptional

(16)

"Great location! Clean, easy to find and perfect amount of room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maribeliz G.

CA $111

CA $309 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Sarasota-Hotels-Small-But-Cute-11-In-A-Tropical-Oasis.h34398300.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/1e707cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/5b309f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/270-w908h1700x0y0-c41350b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/48100e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

Bradenton

9.4/10

Exceptional

(67)

"Fit our needs perfectly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Renee D.

CA $126

CA $195 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Bradenton-Hotels-1Bedroom1Bathroom-Livingroom-Beach-Get-Away-Pool-Access-Quite.h70434724.Hotel-Information)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/55000000/54160000/54157200/54157165/1e7e3483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/55000000/54160000/54157200/54157165/e29f5e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/55000000/54160000/54157200/54157165/1c9a482f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/55000000/54160000/54157200/54157165/e0b0f2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Siesta Key Village

9.4/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy

CA $161

CA $515 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Siesta-Key-Hotels-Walk-To-The-Beach-And-Village-Dolphin-Villa.h54157165.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/25cd6471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/297301d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/af4423ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/73c5f7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Sunny Shores

9.4/10

Exceptional

(35)

"Excellent for a family trip."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

RHEA

CA $139

CA $690 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/w2047h1365x0y0-8b739e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/2928c88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/d32db899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/a201f7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Carriage House, close to AMI, Bikes, walkable

Bradenton

10/10

Exceptional

(10)

"Nice little spot close to downtown Bradenton. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt

CA $183

CA $383 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/25e6023e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/f4a19781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/ab84b97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/1f8e18a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

River District

10/10

Exceptional

(58)

"We loved this cottage and will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brenda D.

CA $183

CA $538 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Bradenton-Hotels-Historic-Bradenton-Bungalow.h94736610.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/a5e815ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/5c1c879f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/75b33826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/82ee712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Southgate

10/10

Exceptional

(67)

"Enjoyed our stay. Great location close to everything we needed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christine M.

CA $170

CA $429 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Sarasota-Hotels-Centrally-Located-20-Minutes-To-Siesta-And-St-Armands-10-Minutes-To-Downtown.h76790733.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/92000000/91290000/91283700/91283654/w1080h808x0y0-a70a204a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91290000/91283700/91283654/5c1fc7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91290000/91283700/91283654/dbb03475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91290000/91283700/91283654/265b7008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Charm-Close to Anna Maria Island-IMG Academy-Gt Bray Park

Bradenton

10/10

Exceptional

(15)

"Comfy clean private house great neighborhood totally relaxing close to good resturants and beaches will book again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

john l.

CA $152

CA $397 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Bradenton-Hotels-Seaside-Village-1.h91283654.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/78000000/77170000/77167400/77167380/d91ab2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77170000/77167400/77167380/8ef5b172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/78000000/77170000/77167400/77167380/32354e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77170000/77167400/77167380/04ba8438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect location. Updated & loaded with all you need!

Nokomis

10/10

Exceptional

(19)

"Close driving to three beaches "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roy

CA $267

CA $556 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Nokomis-Hotels-Siesta-Key-Venice-Spacious-Updated.h77167380.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/8fe95d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/4282a8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/3ef6eab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/99091efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mermaid at Tiny House Siesta

Sarasota

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackeline R.

CA $161

CA $290 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Sarasota-Hotels-The-Mermaid-At-Tiny-House-Siesta.h109033458.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/91000000/90770000/90765900/90765870/e1b5a198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90770000/90765900/90765870/6d40cdb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90770000/90765900/90765870/a321ba46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90770000/90765900/90765870/0b896a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \[escape to paradise\] siesta key beach getaway

Siesta Key

10/10

Exceptional

(22)

"Great place and location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen A.

CA $103

CA $378 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Siesta-Key-Hotels-Modern-Beach-Bungalow-Garden-Views-Patio.h90765870.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&regionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Condos

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Private vacation homes

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Cottages

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Apartments

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Villas

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=APART_HOTEL)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=HOUSE_BOAT)

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## Top Longboat Key Hotel Reviews

![Sea Club I Beach Resort](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg)

### Sea Club I Beach Resort

10/10 Excellent

"Fantastic spot! Very clean, can’t beat the location and the staff was great!"

[](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information)

![ Flash sale 5-floor penthouse 60 feet from water, 150+ reviews](https://images.trvl-media.com/lodging/33000000/32810000/32806800/32806785/9e2f14c8_y.jpg)

### Flash sale 5-floor penthouse 60 feet from water, 150+ reviews

10/10 Excellent

"The condo was great ! Very clean and wonderful upgrades. The view was amazing! "

[](https://expedia.ca/Sarasota-Hotels-Penthouse-5th-Floor-Drop-Dead-Gorgeous-Private-Island-Beach-100reviews.h32806785.Hotel-Information)

![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg)

### The Resort at Longboat Key Club

10/10 Excellent

"All good!!"

[](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information)

![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/d6a766cd_y.jpg)

### Charming 1-bedroom, beachfront condo in marvelous Longboat Key

10/10 Excellent

"Easy check in and the condo was exactly what we were expecting. "

[](https://expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information)

![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg)

### Zota Beach Resort

10/10 Excellent

"Lovely poolside lanai area off room & white sandy beach"

[](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information)

![Beach front 2 bed-2 bath private balcony, modern with Gulf front views](https://images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/b8fb2c4f_y.jpg)

### Beach front 2 bed-2 bath private balcony, modern with Gulf front views

10/10 Excellent

"This condo had everything we wanted for a perfect vacation. Stunning views, easy beach access, great beach lounge chairs, and heated pool. The condo was clean, comfortable and well equipped. Can hardly wait til we can return!"

[](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.Hotel-Information)

![Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views](https://images.trvl-media.com/lodging/39000000/38190000/38188700/38188629/966a6d0f_y.jpg)

### Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent

"Location was exellent. Right on the beach and easy to access. Would definitely use again."

[](https://expedia.ca/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.Hotel-Information)

![Right on the beach.Renovated ground Floor unit 63.](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/73b3f930_y.jpg)

### Right on the beach.Renovated ground Floor unit 63.

10/10 Excellent

"Host was exceptional and all vacation needs were met"

[](https://expedia.ca/Sarasota-Hotels-Beach-Front-Condo-Paradise-Ground-Floor.h68153868.Hotel-Information)

![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg)

### The St. Regis Longboat Key Resort

10/10 Excellent

"Can’t be better! Just a greatest experience "

[](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information)

## Find out more about Longboat Key

## Longboat Key Vacation Homes information

| Number of reviews | 657 |
| --- | --- |
| Accommodation | 161 Vacation Homes |
| Lowest Price | CA $195 |
| Highest Price | CA $690 |

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-   [Cabin Rentals in Perico Island](https://www.expedia.ca/Perico-Island-Cabins.d553248635976194309-aaCabins.Travel-Guide-Accommodation)
-   [Condo Rentals in Perico Island](https://www.expedia.ca/Perico-Island-Condos.d553248635976194309-aaCondos.Travel-Guide-Accommodation)
-   [Cottages in Perico Island](https://www.expedia.ca/Perico-Island-Cottages.d553248635976194309-aaCottages.Travel-Guide-Accommodation)
-   [Guest Houses in Perico Island](https://www.expedia.ca/Perico-Island-Guest-Houses.d553248635976194309-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Perico Island](https://www.expedia.ca/Perico-Island-Inns.d553248635976194309-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Perico Island](https://www.expedia.ca/Perico-Island-Lodges.d553248635976194309-aaLodges.Travel-Guide-Accommodation)
-   [Townhomes in Perico Island](https://www.expedia.ca/Perico-Island-Townhomes.d553248635976194309-aaTownhomes.Travel-Guide-Accommodation)
-   [Aparthotels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation)
-   [Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation)
-   [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation)
-   [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation)
-   [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation)
-   [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Adults-Only-Resorts.0-n553248635976469851-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Couples-Resorts-Hotels.0-n553248635976469851-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Sunny Shores Hotels](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels.0-n553248635976469851-0.Travel-Guide-Filter-Hotels)

-   [Flights from Toronto (YYZ) to Sarasota (SRQ)](https://www.expedia.ca/lp/flights/yyz/srq/toronto-to-sarasota)

-   [Visit Bayshore Gardens](https://www.expedia.ca/Bradenton-Bayshore-Gardens.dx553248623282278434)
-   [Coquina Baywalk](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction)
-   [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction)
-   [Historic Bridge Street Pier](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction)
-   [Img Academy](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction)
-   [Img Bollettieri Tennis Academy](https://www.expedia.ca/IMG-Bollettieri-Tennis-Academy-Bradenton.d6128286.Vacation-Attraction)
-   [Visit Longbeach Village](https://www.expedia.ca/Longboat-Key-Longbeach-Village.dx553248635976481697)

-   [Car rentals near Bayshore Gardens](https://www.expedia.ca/Car-Rentals-In-Bayshore-Gardens.d553248623282278434.Car-Rental-Guide)

-   [Cortez Vacation Rentals](https://www.expedia.ca/Cortez-Vacation-Rentals.d553248623461959293.Travel-Guide-VacationRentals)

-   [Book Vacation Homes in Longboat Key on Expedia.com](https://www.expedia.com/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)