Title: Longboat Key Vacation Rentals from CA $393: Short-Term Rentals for 2026 | Expedia.ca

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# Longboat Key Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-05-08&endDate=2026-05-10&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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/cfa0f723.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)

### Tropical Beach Resorts

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

South Village

9.4/10

Exceptional

(5,224 reviews)

"Great place to stay. Very nice getaway. "

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

Joyeeta

CA $200

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)

### The Residences at Siesta Key Beach by Hyatt Vacation Club

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

South Village

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 $472

CA $604 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 - The Siesta)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/13a5c36f.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 - Seashell)](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/564d78d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny House Siesta

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

Sarasota

8.4/10

Very good

(347 reviews)

"Enjoyable stay. "

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

Lori

CA $138

CA $325 total

includes taxes & fees

Jan 15 - Jan 16

[](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)

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/53c59f19.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)

![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)

### Haley's at The Anna Maria Island Inn

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

Holmes Beach

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

[](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)

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

![Deluxe King Room](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ac1ab701.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)

### Pelican Post at Anna Maria Island Inn

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

Bradenton Beach

9.2/10

Wonderful

(340 reviews)

"Amazing location! Clean and well kept! Adding a microwave and black out curtains would be a bonus because the room isnt dark at night due to the spot light above the door! "

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

Bernadette

CA $189

CA $240 total

includes taxes & fees

Jan 20 - Jan 21

[](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)

![The Retreat Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/7e61bdef.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)

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

### Captiva Beach Resort

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

South Village

9.0/10

Wonderful

(1,188 reviews)

"Excellent place and location, "

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

Richard

CA $281

CA $341 total

includes taxes & fees

Jan 13 - Jan 14

[](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/fa86635e.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)

![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)

### A Beach Retreat

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

Casey Key

9.2/10

Wonderful

(585 reviews)

"Room was nice & staff was friendly. "

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

Paula

CA $230

CA $260 total

includes taxes & fees

Jan 14 - Jan 15

[](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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/490000/486500/486468/4e3974d5.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)

### Beach House Suites by the Don CeSar

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

Belle Vista

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 $340

CA $448 total

includes taxes & fees

Jan 19 - Jan 20

[](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)

![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)

![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/e6cbbbd1.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)

### Hibiscus Suites - Gateway to Siesta Key

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

Sarasota

8.6/10

Excellent

(2,231 reviews)

"Very nice place !"

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

Ivette

CA $269

CA $304 total

includes taxes & fees

Jan 24 - Jan 25

[](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)

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

![Luxury King Suite | Bathroom](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/d1ed3392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

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

Bradenton Beach

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

[](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 | Living area](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/1ca731da.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 | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/e2c2c2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Heron Suites & Villas

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

Siesta Key

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 14 - Jan 15

[](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)

![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)

![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)

### Palm Tree Villas

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

Holmes Beach

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)

![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)

![Townhome, 2 Bedrooms (Royal Palm) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/3ba3b136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bridgewalk Resort

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

Bridge Street

9.4/10

Exceptional

(772 reviews)

"Staff was great, room very nice"

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

LeeAnn

CA $332

CA $376 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/10000000/9770000/9769000/9768901/66da17bd.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)

![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 Inn On Siesta Key

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

Siesta Key

10/10

Exceptional

(192 reviews)

"Great place to stay! "

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

Carlos

CA $229

CA $336 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/119000000/118010000/118007600/118007589/14471e38.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)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/de8accab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Breeze Siesta - Turtle

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

Siesta Key

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 $583 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)

![Exterior](https://images.trvl-media.com/lodging/16000000/15450000/15448000/15447995/08059982.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)

![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)

### Casey Key Resort - Gulf Shores

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

Casey Key

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

[](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/115000000/114190000/114189500/114189452/3e86e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/37b9a9a4.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)

### SeaSpray Resort

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

Siesta Key

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 $424

CA $480 total

includes taxes & fees

Jan 14 - Jan 15

[](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/122000000/121760000/121750700/121750643/070efe09.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/cdb005dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/4efe0afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Mi to Downtown Bradenton: Family Home w/ Yard!

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

Bradenton

CA $160

CA $671 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)

![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.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)

### Alamanda Villas

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

Holmes Beach

9.6/10

Exceptional

(4 reviews)

"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."

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

Traci

CA $312

CA $632 total

includes taxes & fees

Jan 13 - Jan 14

[](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/w2499h1665x1y1-3ce22a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/124000000/123800000/123796300/123796248/w2499h1665x1y0-6fc7f524.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)

### Waterfront Heated Pool House Kayaks Boat Dock

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

Siesta Key

CA $835

CA $1,302 total

includes taxes & fees

Jan 13 - Jan 14

[](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.

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## 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.   

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- [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?

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