Title: Longboat Key Vacation Home Rentals from CA $216: 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)

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

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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 homes

![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 | 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)

### 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](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)

![TV, table tennis](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/ca255c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/992f8f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bradenton

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

10/10

Exceptional

(11 reviews)

"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 $121

CA $541 total

includes taxes & fees

Jan 15 - Jan 16

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

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/d2eea3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/90741e48.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/120000000/119080000/119078700/119078652/c565a91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/76e3939e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kensington Park

[](https://www.expedia.ca/Sarasota-Hotels-Charming-2-Bedroom-House-In-Lovely-Sarasota-With-Yard.h119078652.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Easy to check in, clean and comfortable "

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

Hugo J.

CA $132

CA $302 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Sarasota-Hotels-Charming-2-Bedroom-House-In-Lovely-Sarasota-With-Yard.h119078652.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/w1290h1721x0y538-10bd1239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/2d0d8eeb.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)

![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)

### Vacation Home in Sabal Harbour

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

10/10

Exceptional

(22 reviews)

"Everything was great!"

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

Lisa and Colin M.

CA $169

CA $465 total

includes taxes & fees

Jan 15 - Jan 16

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/e2bf0fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/edc45a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/84ea2cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/fe85686b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-IMG-MEMORIAL-DAY-SUMMER-DISCOUNTS-AMI-White-Sand-BeachesPickle-BallGOLFFUN.h96091796.Hotel-Information)

10/10

Exceptional

(33 reviews)

"Our first week long vacation as a family!!! It was an amazing experience. The house is right where you want to be. Closely and conveniently located to all the local restaurants and shopping areas, while being minutes away from the beach. It was an amazing experience!"

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

Crystal E.

CA $197

CA $808 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Bradenton-Hotels-IMG-MEMORIAL-DAY-SUMMER-DISCOUNTS-AMI-White-Sand-BeachesPickle-BallGOLFFUN.h96091796.Hotel-Information)

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

![Shower](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/512abbe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/bc24069c.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)

### Vacation Home in Sarasota

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

10/10

Exceptional

(2 reviews)

"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 $162

CA $290 total

includes taxes & fees

Jan 18 - Jan 19

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

![Exterior](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/1524b831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/c390520c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/ac586d43.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)

### Vacation Home in Bradenton

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

10/10

Exceptional

(169 reviews)

"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 $345 total

includes taxes & fees

Feb 9 - Feb 10

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

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/2c89ec2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/w4000h2621x0y0-d5816889.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)

![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)

### Vacation Home in Sarasota

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

9.4/10

Exceptional

(17 reviews)

"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 $143

CA $346 total

includes taxes & fees

Feb 2 - Feb 3

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

![Marina](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/ff579f63.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)

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

### Vacation Home in Sunny Shores

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

9.4/10

Exceptional

(35 reviews)

"Excellent for a family trip."

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

RHEA

CA $177

CA $688 total

includes taxes & fees

Jan 16 - Jan 17

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

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/48100e7f.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)

![Smart TV](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/878afe21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/8d5b412b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bradenton

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

9.4/10

Exceptional

(67 reviews)

"Great place to stay!"

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

Wendi B.

CA $146

CA $216 total

includes taxes & fees

Jan 19 - Jan 20

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

![Sun loungers](https://images.trvl-media.com/lodging/98000000/97240000/97234600/97234583/6d6a3ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/98000000/97240000/97234600/97234583/116ec769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/98000000/97240000/97234600/97234583/df8e6e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97240000/97234600/97234583/7ef501a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Manatee-3-Miles-To-Anna-Mariebr.h97234583.Hotel-Information)

9.8/10

Exceptional

(17 reviews)

"Great location and really nice pool. Had a great week here, easy to get to the island and also close to shopping and dining."

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

Matthew H.

CA $236

CA $497 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Manatee-3-Miles-To-Anna-Mariebr.h97234583.Hotel-Information)

![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)

![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/afc48ebe_edited_8154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/b7542b09_edited_415b.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)

### Vacation Home in Bradenton

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

10/10

Exceptional

(15 reviews)

"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 $171

CA $385 total

includes taxes & fees

Jan 29 - Jan 30

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

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/b0a34e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/5055b1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/5d9f78f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527932/dc6b92e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Game-Room.h73527932.Hotel-Information)

9.6/10

Exceptional

(31 reviews)

"Amities were scarce. House holds 6 ppl, 4 beach chairs. One roll of tp and one hand soap for each bath including shower. "

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

William

CA $3,238

CA $5,133 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Game-Room.h73527932.Hotel-Information)

![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)

![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)

![TV](https://images.trvl-media.com/lodging/91000000/90770000/90765900/90765870/9b74f4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siesta Key

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

9.8/10

Exceptional

(24 reviews)

"Clean and comfortable. "

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

Laney

CA $106

CA $380 total

includes taxes & fees

Jan 18 - Jan 19

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

![Interior](https://images.trvl-media.com/lodging/92000000/91440000/91436100/91436021/7e967b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91440000/91436100/91436021/abb75bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91440000/91436100/91436021/c21430fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/92000000/91440000/91436100/91436021/f507d454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in The Meadows

[](https://www.expedia.ca/Sarasota-Hotels-The-Crew-House-SRQ-Walk-To-Nathan-Benderson.h91436021.Hotel-Information)

10/10

Exceptional

(19 reviews)

"Fun place "

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

Maureen

CA $155

CA $359 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-The-Crew-House-SRQ-Walk-To-Nathan-Benderson.h91436021.Hotel-Information)

![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)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/eb40a681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/9297a356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Vacation Home in Southgate

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

10/10

Exceptional

(69 reviews)

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

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

Christine M.

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

![Dining](https://images.trvl-media.com/lodging/96000000/95830000/95820700/95820642/w1199h797x1y1-0e9ce365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/96000000/95830000/95820700/95820642/w1199h797x1y1-d8f881ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95830000/95820700/95820642/w1192h797x1y1-353da857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95830000/95820700/95820642/w1199h797x1y1-7150b24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sarasota Springs

[](https://www.expedia.ca/Sarasota-Hotels-Coastal-Bungalow-W-Pool-15-Min-To-Beaches.h95820642.Hotel-Information)

9.8/10

Exceptional

(30 reviews)

"The house was great and everything was well equipped. The area is nice and the famous beaches are just a short drive away. I fully recommend this house although it was a bit pricey during our stay"

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Alina L.

CA $193

CA $449 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Sarasota-Hotels-Coastal-Bungalow-W-Pool-15-Min-To-Beaches.h95820642.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/4470b827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/b3f48305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/e4572e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89350000/89347400/89347329/995c3ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Beachy-Sarasota-Duplex.h89347329.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"

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

pete t.

CA $158

CA $574 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Beachy-Sarasota-Duplex.h89347329.Hotel-Information)

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

![Dining](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/9650c305.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/95000000/94740000/94736700/94736610/6f8dc828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/af98a1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in River District

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

10/10

Exceptional

(60 reviews)

"We loved this cottage and will be back!"

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

Brenda D.

CA $171

CA $525 total

includes taxes & fees

Jan 19 - Jan 20

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

![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/f7199cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/0a9cdfa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/9c797865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/d18b218c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siesta Key Village

[](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Leatherback-22-Downstairs.h67211563.Hotel-Information)

CA $376

CA $850 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Leatherback-22-Downstairs.h67211563.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)

## Find vacation rentals that suit your style

Condos

[](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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CONDO)

Private vacation homes

[](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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VACATION_HOME)

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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APART_HOTEL)

Apartments

[](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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APARTMENT)

Villas

[](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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VILLA)

Cottages

[](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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=COTTAGE)

Cabins

[](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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CABIN)

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=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=HOUSE_BOAT)

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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

## Longboat Key Vacation Homes information

| Number of reviews | 657                |
| ----------------- | ------------------ |
| Accommodation     | 163 Vacation Homes |
| Lowest Price      | CA $216            |
| Highest Price     | CA $5,133          |

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

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