Title: Longboat Key Vacation Rentals from CA $445: Short-Term Rentals for 2025 | Expedia.ca

 

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# Longboat Key Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-27&endDate=2025-11-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-28&endDate=2025-11-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

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

## Vacation Rentals in Longboat Key

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/f6af5460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/8e8db79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/73815609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key

9.8/10

Exceptional

(80)

"Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. Will definitely be back! "

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

Karen

CA $281

CA $549 total

includes taxes & fees

Nov 30 - Dec 1

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

![On the beach, white sand](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio with Balcony | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/7c582a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms, Partial Ocean View, Courtyard Area | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/38876c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/81bf853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Club I Beach Resort

Longboat Key

9.2/10

Wonderful

(334)

"Very nice beach themed bungalow. Loved the quiet and the views. "

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

Jennifer

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

![A heated pool](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/1ae1de85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/822c85bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/5d05a454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Oasis – Longboat Key 226 by RVA

Longboat Key

9.2/10

Wonderful

(119)

"Stay was wonderful… forgot how peaceful the beach can actually be! Place was pristine and the view… spectacular! "

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

Robin G.

CA $199

CA $445 total

includes taxes & fees

Dec 7 - Dec 8

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

![Beach nearby](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/73b3f930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/8ccddd38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/44a830a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/w1350h899x0y1-c9ccf866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

9.4/10

Exceptional

(56)

"Excellent, clean, and friendly"

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

John G.

CA $197

CA $470 total

includes taxes & fees

Nov 29 - Nov 30

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

![On the beach](https://images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/b8fb2c4f.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/112000000/111690000/111680700/111680669/d1f55f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/90cf67a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/557a772b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

9.0/10

Wonderful

(31)

"We had the best time, especially my granddaughter. We loved being close to the water and the pool. I can’t wait to stay next year."

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

Frances N.

CA $421

CA $760 total

includes taxes & fees

Dec 6 - Dec 7

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

![Property grounds](https://images.trvl-media.com/lodging/33000000/32810000/32806800/32806785/9e2f14c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32810000/32806800/32806785/c260c238.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/33000000/32810000/32806800/32806785/24f7be1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32810000/32806800/32806785/918722a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

10/10

Exceptional

(202)

"Unit was exactly as advertised plus spotlessly clean. Owner was wonderful to communicate with. Felt like we were guests in his home. We’ve already reserved for next year. "

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

Brian B.

CA $351

CA $740 total

includes taxes & fees

Dec 2 - Dec 3

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

![On the beach](https://images.trvl-media.com/lodging/34000000/33750000/33741300/33741255/8a1b94b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33750000/33741300/33741255/793b0559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33741300/33741255/d42a9ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33750000/33741300/33741255/7ee5cfe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

Longboat Key

9.8/10

Exceptional

(105)

"This is our 4th year in this condo and we absolutely love it. Such a comfortable space and a perfect location. "

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

Leilah S.

[](https://www.expedia.ca/Longboat-Key-Hotels-GULF-FRONT-CONDO-PRIVATE-PATIO-STEPS-TO-THE-BEACH.h33741255.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/d6a766cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/166ca8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/c4ecd765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/34203672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

9.0/10

Wonderful

(25)

"The property was great for our family, loved having a pool and beach access. Super simple especially with a toddler in tow."

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

Cara

CA $386

CA $671 total

includes taxes & fees

Dec 1 - Dec 2

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

![Beach nearby](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/37c505c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/4945afeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/0a6d599f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/7d2fe31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen

Longboat Key

9.8/10

Exceptional

(254)

"A very nice quite getaway with family. Right on the beach. The place was lovely and the owner was always there to answer any questions. Thank you Ann for a great Vacation!!"

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

Michaela G.

[](https://www.expedia.ca/Longboat-Key-Hotels-Luxury-Beach-Condo-Ocean-View-W-Fireplace-2br2ba-Full-Kitchen.h33394696.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/e8d93a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/51229f97_edited_4b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/90b924da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/ab5f21c7_edited_01d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Longboat Key

9.0/10

Wonderful

(12)

"Lovely beach front getaway. Very private and relaxing, far away from the crowds."

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

William D.

CA $260

CA $510 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111700640.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115540000/115533100/115533072/d0d76547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115540000/115533100/115533072/92e7cd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/116000000/115540000/115533100/115533072/656c7db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/116000000/115540000/115533100/115533072/6afb74ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Longboat Bay Club by Coolvacay

Longboat Key

10/10

Exceptional

(1)

"Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."

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

Andrew

[](https://www.expedia.ca/Longboat-Key-Hotels-Longboat-Bay-Club.h115533072.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33504400/33504319/5227c05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33510000/33504400/33504319/c753ed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33504400/33504319/320326e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33504400/33504319/c178bcb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8

Longboat Key

9.6/10

Exceptional

(122)

"We were in town for a wedding and this spot was conveniently located and had great pool and beach access. "

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

Rachel W.

[](https://www.expedia.ca/Longboat-Key-Hotels-Longboat-Key-Bliss-A-Perfect-Retreat-At-Cabana-Beach-Club-9Also-Available8.h33504319.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/fdd03ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/e9fdd990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/4ca3493e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/0bdbd060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset and beach view from your balcony Unit 403

Longboat Key

9.8/10

Exceptional

(107)

"Gorgeous view and comfortable interior. Great beach access and good pool. "

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

Tanya M.

CA $247

CA $570 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Sarasota-Hotels-Panoramic-Beach-View-And-Amazing-Sunset.h19886939.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/51ecc90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/03725c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/f9d9a3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis, books](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/82a5cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

9.8/10

Exceptional

(88)

"Wonderful stay! Host is amazing and helpful! This is our second year staying here and we will be back! Great location and family friendly! "

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

Anonymous traveller

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

![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23276100/23276004/fbff4416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23276100/23276004/4683eb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23280000/23276100/23276004/8b2dccd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23280000/23276100/23276004/015fca70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Longboat Key

9.2/10

Wonderful

(70)

"The area and condo was perfect. The property was clean and well maintained. Highly recommended!"

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

Fidel

CA $263

CA $534 total

includes taxes & fees

Dec 7 - Dec 8

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33750000/33740700/33740629/6f1448ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33740700/33740629/1df3214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33750000/33740700/33740629/de5c32a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33750000/33740700/33740629/68912832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Longboat Key

9.8/10

Exceptional

(154)

"Just as advertised, very nice location"

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

Roxanne P.

[](https://www.expedia.ca/Longboat-Key-Hotels-Charming-Cabana-Beach-Club-8-Your-Coastal-Retreat-Awaits9-Also-Available.h33740629.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600573/0bb5c5a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600573/ec600be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600573/19cdb5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600573/e87a9236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flash Sale Late OCT - NOV take a peek

Longboat Key

10/10

Exceptional

(136)

"We had a wonderful stay. Can’t say enough about the beautiful views! Would definitely come back!"

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

Sharon H.

[](https://www.expedia.ca/Sarasota-Hotels-New-To-Homeaway-Gulf-Front-Reduced-Price-To-Get-Started-149-1-Bed-Or-Suite.h39600573.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/24000000/23280000/23277900/23277835/644afa94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23280000/23277900/23277835/6509d211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23280000/23277900/23277835/78171130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23280000/23277900/23277835/24b4d5c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR w/ Balcony – Silver Sands #251S, Longboat Key

Longboat Key

8.4/10

Very good

(23)

"Gorgeous place, always kept up out side nice staff highly recommend the place!!"

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

Kati

CA $298

CA $679 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-251s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23277835.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/036ae829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/62d3fd00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/d19b0a1c.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/24000000/23280000/23279700/23279677/a97359b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift & Dune – Longboat Beachfront #101 RVA

Longboat Key

8.6/10

Excellent

(72)

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Condo is well appointed and spacious. Amenities galore! This unit can sleep five but we were only two so we had plenty of space. Comfortable bed and plenty of beach towels. Had some trouble working the tv’s but eventually got it sorted."

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

Jim &.

CA $199

CA $490 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-101-1-BR-Den2-BA-Resort-On-Longboat-Key-By-RVA.h23279677.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600520/ace510d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600520/a16250f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600520/1ae38f3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39610000/39600600/39600520/8bf526b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Client texted view crazy ON SALE

Longboat Key

10/10

Exceptional

(95)

"Longboat Key is just beautiful and quiet. This condo has excellent access to the beach. We enjoyed our stay. "

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

Nick S.

CA $351

CA $743 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Sarasota-Hotels-New-To-Homeaway-Gulf-Front-Reduced-Price-To-Get-Started-149-1-Bed-Or-Suite.h39600520.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&regionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

Black Friday Sale

Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=VR_BF_PROMO_8409)

## 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=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&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=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=VACATION_HOME)

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=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=COTTAGE)

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=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&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=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=VILLA)

Aparthotels

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

Houseboats

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

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

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)

## Top Longboat Key Hotel Reviews

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

### Sea Club I Beach Resort

10/10 Excellent

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

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

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

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

10/10 Excellent

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

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

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

### The Resort at Longboat Key Club

10/10 Excellent

"All good!!"

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

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

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

10/10 Excellent

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

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

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

### Zota Beach Resort

10/10 Excellent

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

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

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

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

10/10 Excellent

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

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

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

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

10/10 Excellent

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

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

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

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

10/10 Excellent

"Host was exceptional and all vacation needs were met"

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

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

### The St. Regis Longboat Key Resort

10/10 Excellent

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

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

## Find out more about Longboat Key

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

## Explore a world of travel with Expedia

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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?

> Yes, we have vacation rentals near popular local attractions in Longboat Key, or you can go with a secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the popular beaches in Longboat Key. Make sure you have time to check out the monuments while you're in the area.

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

> [Siesta Key Island Rentals](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information): This vacation home rental near Longboat Key comes with WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

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

> Choose from 177 Expedia vacation rentals in Longboat Key for a memorable vacation.

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

> Longboat Key Beaches and Jewfish Key are a couple of lovely local spots to get outside and enjoy nature. Lido Beach and Siesta Key Beach are other popular places to visit in the area.

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

> Vacation rentals are privately owned accommodations you can stay in for several days or more in Longboat Key. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.

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General

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

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## Go further with the Expedia app

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

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

![QR code to download the app](data:image/png;base64,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)