Title: Longboat Key Vacation Rentals from CA $441: Short-Term Rentals for 2026 | 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)[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)

![On the tip of Longboat Key, at the channel that connects the Gulf of Mexico with the Sarasota Bay, there exists a chunk of sandy paradise known colloquially as Beer Can Island. 

The landscape of this beach is decorated with the remnants of countless fallen Australian Pines (Casuarina). An invasive tree that even after its death lingers. The death of many a chainsaw blade is blamed on its incredibly hard wood. 

The pure white sand with tree stumps protruding at various angles and entire trees fallen out into the Gulf, makes for a more adventurous beach endeavor.](https://images.trvl-media.com/place/8409/1d0b614f-8c02-41d8-afa7-1b057d73ecfd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by throwingsofas

# Longboat Key Vacation Rentals

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

Tonight

[Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-13&endDate=2026-01-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-14&endDate=2026-01-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[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)

## Our top choices for Longboat Key vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/0e0257b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/cfa0f723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room (Specialty Room)](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7faca073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in South Village

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

9.4/10

Exceptional

(5,225 reviews)

"This place is very nice really close to the beach pool was amazing laid back"

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

michael

CA $199

CA $257 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/417808cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch TV with cable channels, MP3 dock](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/2e2e6989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, free WiFi](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/1743e560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/d67a42eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in South Village

[](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information)

9.6/10

Exceptional

(306 reviews)

"The rooms were perfect, and the staff was great. The location was perfect and peaceful"

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

Marybeth

CA $512

CA $650 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information)

![Cabin (Tiny House - The Siesta) | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/69212d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - Green Lifeguard Stand) | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/c4c71831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - The Siesta) | Private kitchen](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/aa92991f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - Seashell)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/564d78d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

8.4/10

Very good

(347 reviews)

"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"

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

Justice

CA $139

CA $325 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/5701c57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/e544b582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Holmes Beach

[](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

8.6/10

Excellent

(412 reviews)

"Location was perfect and room did the job nicely for our stay."

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

Marcellena

CA $704

CA $891 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Island Room](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/641604d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/8aab0088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/facf9397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bradenton Beach

[](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

9.2/10

Wonderful

(340 reviews)

"Great room. Very clean. Good communication from property staff. "

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

Amy

CA $190

CA $241 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4232d07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hideaway Studio | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/018c8641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Village

[](https://www.expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

9.0/10

Wonderful

(1,189 reviews)

"Excellent place and location, "

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

Richard

CA $246

CA $302 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/6e093d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c4828145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Casey Key

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

9.2/10

Wonderful

(586 reviews)

"Room was nice & staff was friendly. "

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

Paula

CA $229

CA $259 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/490000/486500/486468/0f3c01fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/490000/486500/486468/8720551d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/490000/486500/486468/738ed424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed with Sofa bed, Beach View (Grand King)](https://images.trvl-media.com/lodging/1000000/490000/486500/486468/f0118486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Belle Vista

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beach-House-Suites-By-The-Don-CeSar.h486468.Hotel-Information)

8.8/10

Excellent

(1,036 reviews)

"Very nice rooms with a balcony that looks over the beautiful gulf. All of the staff members are very friendly and helpful. The rooms and property are clean and well maintained. We will definitely be back!"

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

Cheryl

CA $348

CA $456 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beach-House-Suites-By-The-Don-CeSar.h486468.Hotel-Information)

![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/b278ba9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/bf379373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/f710e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/4b30e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information)

8.6/10

Excellent

(2,232 reviews)

"Very nice place !"

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

Ivette

CA $199

CA $225 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information)

![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bradenton Beach

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

9.0/10

Wonderful

(68 reviews)

"Very great stay will stay again "

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

Joseph

CA $1,288

CA $1,629 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![House, Lakeside | Living area](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/6efe649f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Lake View | Terrace/patio](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/f4e50887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Lake View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/74e8ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Lake View | Living area](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/1ca731da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siesta Key

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

8.6/10

Excellent

(38 reviews)

"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "

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

jason

CA $193

CA $498 total

includes taxes & fees

Jan 15 - Jan 16

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

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/8d74afd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Condo, Garden View](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/129b6c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Holmes Beach

[](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

9.2/10

Wonderful

(172 reviews)

"We had a great stay! The property was located within a short walk to the beach. We will be back!"

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

Anonymous traveller

[](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

![2 restaurants, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom (Sabal Palm) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/ae082181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 2 Bedrooms (Royal Palm)](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/c1732e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom (Sabal Palm)](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/538b5f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Bridge Street

[](https://www.expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

9.4/10

Exceptional

(773 reviews)

"Staff was great, room very nice"

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

LeeAnn

CA $327

CA $370 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/c6eb17ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/66da17bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/816bf8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

10/10

Exceptional

(193 reviews)

"Great place to stay! "

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

Carlos

CA $233

CA $341 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/45fb4271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/1460a90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/14471e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/c7b23d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Siesta Key

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information)

10/10

Exceptional

(1 review)

"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "

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

Jacob

CA $225

CA $582 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information)

![Outdoor wedding area](https://images.trvl-media.com/lodging/16000000/15450000/15448000/15447995/ebe30762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach Front Two Bedroom House](https://images.trvl-media.com/lodging/16000000/15450000/15448000/15447995/53405c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach Front Two Bedroom House | Living area](https://images.trvl-media.com/lodging/16000000/15450000/15448000/15447995/cc50097d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Modern Waterfront Studio | Water view](https://images.trvl-media.com/lodging/16000000/15450000/15448000/15447995/0c22198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Casey Key

[](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resort-Gulf-Shores.h15447995.Hotel-Information)

8.4/10

Very good

(267 reviews)

"Very helpful and nice staff. Lovely room, great location. Adorable cottage"

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

Hilary

CA $442

CA $525 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resort-Gulf-Shores.h15447995.Hotel-Information)

![Deluxe Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/5b42b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/a2fa219e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/3e86e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/1e7203ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Siesta Key

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

9.4/10

Exceptional

(84 reviews)

"Very clean very quiet and a great location to the beach."

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

Dave

CA $423

CA $478 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/e5f834fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/cdb005dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/070efe09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/91b3f667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-3-Mi-To-Downtown-Bradenton-Family-Home-W-Yard.h121750643.Hotel-Information)

CA $160

CA $669 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bradenton-Hotels-3-Mi-To-Downtown-Bradenton-Family-Home-W-Yard.h121750643.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/2a87e8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Holmes Beach

[](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "

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

Lourdes

CA $311

CA $630 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

![House](https://images.trvl-media.com/lodging/124000000/123800000/123796300/123796248/3f2882b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/124000000/123800000/123796300/123796248/w2500h1666x0y1-a43e9682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/124000000/123800000/123796300/123796248/w2499h1665x1y1-3ce22a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/124000000/123800000/123796300/123796248/w2499h1665x1y1-100ba5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siesta Key

[](https://www.expedia.ca/Siesta-Key-Hotels-Waterfront-Heated-Pool-House-Kayaks-Boat-Dock.h123796248.Hotel-Information)

[](https://www.expedia.ca/Siesta-Key-Hotels-Waterfront-Heated-Pool-House-Kayaks-Boat-Dock.h123796248.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=2026-01-28&endDate=2026-01-29&regionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)

## Top Longboat Key Hotel Reviews

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

### Zota Beach Resort

10/10 Excellent

"Beachfront. Clean and upscale "

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

![Oceanfront Bliss–Longboat Key Beach 106 by RVA](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/4c1f67bf_y.jpg)

### Oceanfront Bliss–Longboat Key Beach 106 by RVA

10/10 Excellent

"Beautiful sunset view. "

[](https://expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-106-Studio-1-BA-Resort-By-Rva.h61500921.Hotel-Information)

![Oceanfront Oasis – Longboat Key 226 by RVA](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046_y.jpg)

### Oceanfront Oasis – Longboat Key 226 by RVA

10/10 Excellent

"Room was fantastic "

[](https://expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information)

![THE BEACH CONDO #107 BEACHFRONT FULL VIEW](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg)

### THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent

"Incredible place. Already booked again!! "

[](https://expedia.ca/Longboat-Key-Hotels-THE-BEACH.h35541645.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

"Everything Perfect!"

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

"Nice welcome letter with clear instructions. Great location, beautiful pool, amazing beach, clean grounds and property. Will definitely be back!"

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

![Country Club Long Boat Key Beach Villa  2B 3BA Pool](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/51ecc90f_y.jpg)

### Country Club Long Boat Key Beach Villa 2B 3BA Pool

10/10 Excellent

"The home is in a great location and had all the amenities needed for a week stay. Host responded quickly to our questions and was very responsive to our needs. Several bicycles were available for exercise or quick trips to run errands. "

[](https://expedia.ca/Longboat-Key-Hotels-Country-Club-Long-Boat-Key-Beach-Villa-2B-3BA-PoolNo-Hurricane-Damage.h32660283.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

"Everything was new, clean and the service was amazing! The best part is how many activities there are for kids. This is perfect for families to enjoy and relax! We'll be back very soon!"

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

![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

"Beautiful property "

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

## Find out more about Longboat Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Longboat Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca
- All accommodation types in Longboat Key

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Condo Rentals in Longboat Key ](https://expedia.ca/Longboat-Key-Condos.d8409-aaCondos.Travel-Guide-Accommodation)
- [Vacation Homes in Longboat Key ](https://expedia.ca/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Longboat Key ](https://expedia.ca/Longboat-Key-Apartments.d8409-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Longboat Key ](https://expedia.ca/Longboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation)
- [Villas in Longboat Key ](https://expedia.ca/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Longboat Key ](https://expedia.ca/Longboat-Key-Resort-Hotels.d8409-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Longboat Key?

### What are some of the best vacation rentals that Longboat Key has to offer?

### How many vacation rentals are there in Longboat Key?

### What can I see and do in Longboat Key?

### What are vacation rentals like in Longboat Key?

### Expedia's Latest Trends

Hotels

- [Best Hotels in Panama City Beach](https://expedia.ca/Panama-City-Beach-Hotels.d8021.Travel-Guide-Hotels)
- [Best Hotels in St. Augustine](https://expedia.ca/St-Augustine-Hotels.d6047864.Travel-Guide-Hotels)
- [Best Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)
- [Cocoa Beach Oceanfront Hotels](https://expedia.ca/Cocoa-Beach-Hotels-Oceanfront-Hotels.0-0-d6549-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Siesta Key Beach Hotel](https://expedia.ca/Siesta-Key-Hotels-Beach-Hotel.0-0-d6881-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Key Largo](https://expedia.ca/Key-Largo-Hotels.d8369.Travel-Guide-Hotels)
- [Best Hotels in Fort Myers Beach](https://expedia.ca/Fort-Myers-Beach-Hotels.d7194.Travel-Guide-Hotels)
- [Key West All Inclusive Resorts and Hotels](https://expedia.ca/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Naples](https://expedia.ca/Naples-Hotels.d602724.Travel-Guide-Hotels)
- [Best Hotels in Daytona Beach](https://expedia.ca/Daytona-Beach-Hotels.d6023995.Travel-Guide-Hotels)
- [Best Hotels in Marco Island](https://expedia.ca/Marco-Island-Hotels.d8812.Travel-Guide-Hotels)
- [Best Hotels in West Palm Beach](https://expedia.ca/West-Palm-Beach-Hotels.d2742.Travel-Guide-Hotels)
- [Best Hotels in Fort Myers](https://expedia.ca/Fort-Myers-Hotels.d602729.Travel-Guide-Hotels)
- [Best Hotels in Sarasota](https://expedia.ca/Sarasota-Hotels.d602719.Travel-Guide-Hotels)

Flights

- [Flights to TPA](https://expedia.ca/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to APF](https://expedia.ca/Cheap-Flights-To-Naples.d602724.Travel-Guide-Flights)
- [Flights to FMY](https://expedia.ca/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Flights to DAB](https://expedia.ca/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Flights to FMY](https://expedia.ca/Cheap-Flights-To-Punta-Gorda.d9394.Travel-Guide-Flights)
- [Flights to DAB](https://expedia.ca/Cheap-Flights-To-Cape-Canaveral.d6484.Travel-Guide-Flights)
- [Flights to EYW](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

Cars

- [Car rentals in Fort Myers](https://expedia.ca/Car-Rentals-In-Fort-Myers.d602729.Car-Rental-Guide)

Activities

- [Things to do in Sarasota](https://expedia.ca/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)
- [Things to do in New Smyrna Beach](https://expedia.ca/Things-To-Do-In-New-Smyrna-Beach.d8943.Travel-Guide-Activities)
- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)
- [Things to do in Cape Coral](https://expedia.ca/Things-To-Do-In-Cape-Coral.d6521.Travel-Guide-Activities)
- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Packages

- [Key West Holidays](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

General

- [Visit Cocoa Beach](https://expedia.ca/Cocoa-Beach.dx6549)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app