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

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)

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 one month

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-02-13&endDate=2026-02-15&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)

## 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)

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

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

Jesse

CA $164

CA $465 total

includes taxes & fees

Jan 20 - Jan 21

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

![Beach](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/d6eea000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/9f91ad31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/e992c0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124519100/124519069/3e29f2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bradenton Beach

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.Hotel-Information)

CA $133

CA $349 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Adorable-1-Bedroom-Condo-In-Beautiful-Bradenton-Beach-With-AC.h124519069.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)

![TV, table tennis](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/de2539aa.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)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84065900/84065893/973df9a6.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 $136

CA $577 total

includes taxes & fees

Jan 18 - Jan 19

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

![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)

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

### 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

(23 reviews)

"Everything was great!"

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

Lisa and Colin M.

CA $169

CA $480 total

includes taxes & fees

Jan 19 - Jan 20

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

![Living area](https://images.trvl-media.com/lodging/115000000/114470000/114460100/114460094/498dbd2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114470000/114460100/114460094/961103e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114470000/114460100/114460094/d3cddf80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114470000/114460100/114460094/2e11fbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Samoset

[](https://www.expedia.ca/Bradenton-Hotels-Charming-1-Bedroom-Tiny-House-With-WiFi.h114460094.Hotel-Information)

CA $187

CA $326 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Bradenton-Hotels-Charming-1-Bedroom-Tiny-House-With-WiFi.h114460094.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)

![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033458/3ef6eab9.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 $295 total

includes taxes & fees

Jan 25 - Jan 26

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

![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)

![TV](https://images.trvl-media.com/lodging/120000000/119080000/119078700/119078652/3536d726.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)

### 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

(7 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 $309 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)

![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)

![Dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/4f166783.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)

### 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 $178

CA $750 total

includes taxes & fees

Jan 17 - Jan 18

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

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

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23090000/23089500/23089447/c4cc982d.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 $166

CA $360 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/71000000/70440000/70434800/70434724/48100e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Interior](https://images.trvl-media.com/lodging/71000000/70440000/70434800/70434724/8d5b412b.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)

### 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 22 - Jan 23

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

![Interior](https://images.trvl-media.com/lodging/97000000/96100000/96091800/96091796/cec3276f.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 $825 total

includes taxes & fees

Feb 4 - Feb 5

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

![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)

![Living area](https://images.trvl-media.com/lodging/98000000/97240000/97234600/97234583/116ec769.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 $511 total

includes taxes & fees

Jan 18 - Jan 19

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

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

![Interior](https://images.trvl-media.com/lodging/35000000/34400000/34398300/34398300/w4000h2621x0y0-d5816889.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 $136

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)

![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)

![TV](https://images.trvl-media.com/lodging/91000000/90770000/90765900/90765870/678ba916.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)

### 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

(25 reviews)

"Clean and comfortable. "

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

Laney

CA $106

CA $385 total

includes taxes & fees

Jan 21 - Jan 22

[](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)

![Exterior](https://images.trvl-media.com/lodging/92000000/91440000/91436100/91436021/c73f0d31.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 $166

CA $389 total

includes taxes & fees

Jan 19 - Jan 20

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

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/7f03dda0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/328d02c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/4531ef0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/cfe2c26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bradenton

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

9.4/10

Exceptional

(12 reviews)

"Nice little spot close to downtown Bradenton. "

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

Matt

CA $144

CA $341 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.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 $168

CA $605 total

includes taxes & fees

Jan 17 - Jan 18

[](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)

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

![Smart TV](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/1d08ad19.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)

### 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 $528 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)

![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/9c797865.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/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 $378

CA $852 total

includes taxes & fees

Jan 25 - Jan 26

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

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/fc0f4673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/cff676b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/90b817f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27170000/27168000/27167912/79b73f31.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.h27167912.Hotel-Information)

10/10

Exceptional

(173 reviews)

"The property is nice and comfortably equipped. The location is very good."

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

carlos b.

CA $166

CA $360 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Bradenton-Hotels-The-Hideaways-At-Point-Pleasant.h27167912.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=2026-01-30&endDate=2026-01-31&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=HOUSE_BOAT)

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## Top Longboat Key Hotel Reviews

![The Beach on Longboat Key #227 Resort by RVA](https://images.trvl-media.com/lodging/24000000/23280000/23276100/23276004/fbff4416_y.jpg)

### The Beach on Longboat Key #227 Resort by RVA

10/10 Excellent

"Very nice place"

[](https://expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-227-1-BR-1-BA-Resort-By-Rva.h23276004.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

"Best of the best ! it was incredible! i want to go back again🙌♥️"

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

![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)

## Find out more about Longboat Key

## Longboat Key Vacation Homes information

| Number of reviews | 702                |
| ----------------- | ------------------ |
| Accommodation     | 163 Vacation Homes |
| Lowest Price      | CA $216            |
| Highest Price     | CA $852            |

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

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