Title: Longboat Key Vacation Rentals from $299: Search Short-Term Rentals | Expedia.com

[Longboat Key Travel Guide](https://expedia.com/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.com/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Flights to Longboat Key](https://expedia.com/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.com/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Car Rentals in Longboat Key](https://expedia.com/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.com/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

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Longboat Key vacation rentals

![Beach nearby](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/b4b33828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/w1347h899x1y1-02530c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/9f228ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/w1349h899x1y1-8bbaebd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Beach Paradise. Ground Floor unit 64

[](https://www.expedia.com/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.Hotel-Information)

Longboat Key

10/10

Exceptional

(62 reviews)

"The condo was very clean and the beach was very close."

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

Rick C.

$350 nightly

$384 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/187ad445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/32dd27eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/3d6b8184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/bd28e7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Beach Studio – Silver Sands #255A by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-255a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23689709.Hotel-Information)

Longboat Key

9.0/10

Wonderful

(64 reviews)

"This was a solo mom-cation. The room was clean and well stocked. The bathroom had fresh towels. I was seconds from sitting on the beach with a cold beer and no kids. It was perfect. "

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

Blake M.

$280 nightly

$312 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-255a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23689709.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/679f93ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/617c0dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/w4176h2736x0y48-e6cea4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/2dc1e0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ground Floor, Steps to Sand – Silver Sands #243A by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information)

Longboat Key

8.6/10

Excellent

(60 reviews)

"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "

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

Pamela

$296 nightly

$331 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/f04917c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/3e71a017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/e8be2131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23060000/23058100/23058060/7974d300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulfside Resort – Silver Sands #241A by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-241a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23058060.Hotel-Information)

Longboat Key

8.4/10

Very Good

(47 reviews)

"We enjoyed this fun spot with private beach, pool, and more!"

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

Willow C.

$306 nightly

$341 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-241a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23058060.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f6415e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f46262c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/27056cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanview on LBK!

[](https://www.expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information)

Longboat Key

10/10

Exceptional

(119 reviews)

"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"

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

Amy K

$466 nightly

$519 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/9d6a1945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/f3fd974c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/88c51812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/34cf9932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Studio – Cabana #5B by RVA

[](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information)

Longboat Key

8.2/10

Very Good

(73 reviews)

"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "

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

K M.

$264 nightly

$296 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/945db7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/60d0a16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/c8391b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/0baad83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Comfort - Beach Castle #23 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.Hotel-Information)

Longboat Key

10/10

Exceptional

(58 reviews)

"Amazing family vacation and loved the location!"

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

Kaitlin M.

$367 nightly

$410 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.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)

![Pool](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/c1a33ca1.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/w1349h899x1y1-a2485a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Sarasota-Hotels-Beach-Front-Paradise-And-The-Most-Beautiful-Sunset-Ground-Floor.h68153868.Hotel-Information)

Longboat Key

9.4/10

Exceptional

(60 reviews)

"Host was exceptional and all vacation needs were met"

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

Andrea C.

$307 nightly

$339 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Beach-Front-Paradise-And-The-Most-Beautiful-Sunset-Ground-Floor.h68153868.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/ecb13277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/93f686e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/e9efd4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23060000/23057900/23057877/a0510322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Front Escape – Silver Sands #252 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-252-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23057877.Hotel-Information)

Longboat Key

9.0/10

Wonderful

(101 reviews)

"Perfect for our family "

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

Alan B.

$337 nightly

$377 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-252-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23057877.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/8c68f2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/10ccd43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/2233768f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/f8ccfc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information)

Longboat Key

8.8/10

Excellent

(42 reviews)

"Enjoyed our stay"

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

Susan C.

$315 nightly

$351 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-237-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973301.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23140000/23137300/23137279/76ce4085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23140000/23137300/23137279/00fd6ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23137300/23137279/461f2a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23140000/23137300/23137279/756e98cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 1BR – Silver Sands #257 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-257-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23137279.Hotel-Information)

Longboat Key

8.8/10

Excellent

(46 reviews)

"This was a good little condo. The access to the pool and beach was fantastic. The pool is nothing fancy, but good for my kids because it was never too busy. The fridge had rust on the side but was clean inside. We enjoyed this spot!"

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

Laura L.

$337 nightly

$377 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-257-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23137279.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/3d04b947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/b0f9f470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/f8c1a431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/5e4d2297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Longboat Key

8.8/10

Excellent

(88 reviews)

"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "

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

Jessie

$269 nightly

$300 total

Feb 12 - Feb 13

Total with taxes and fees

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

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23040000/23037200/23037187/ad5c8984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23037200/23037187/32aaf34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23037200/23037187/3b02646a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23037200/23037187/c67d5fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulfside Getaway – Silver Sands Resort #235 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-235-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23037187.Hotel-Information)

Longboat Key

8.8/10

Excellent

(30 reviews)

"Very relaxing"

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

Susan D.

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-235-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23037187.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/695885f6.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)

![2 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/763c7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/ce220e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Longboat Key

9.8/10

Exceptional

(259 reviews)

"Very clean and “homey”. Access to the beach is so easy and close. Quaint and quiet with great access to the rest of the island. The Host communicated well and made sure our stay was everything we hoped for. "

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

R. Brian L.

$632 nightly

$705 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/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/79000000/78220000/78217800/78217795/ef2a09eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/1091a358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/84eaa56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/a0e38487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated Beachfront Condo at Prestigious Long Boat Key Resort

[](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Condo-At-Prestigious-Long-Boat-Key-Club-Resort.h78217795.Hotel-Information)

Longboat Key

8.4/10

Very Good

(15 reviews)

"Perfect view, super clean, convenient, was the perfect size for me and my husband. We stayed for our 10 year anniversary and everything was perfect. "

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

HALEY B.

$951 nightly

$1,061 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Condo-At-Prestigious-Long-Boat-Key-Club-Resort.h78217795.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/209a6cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/6b317b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/176b6f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/e01799b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Oasis – Longboat Key 226 by RVA

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

Longboat Key

9.2/10

Wonderful

(123 reviews)

"We had a beautiful trip, the Oceanfront Oais is phenomenal!"

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

kata

$268 nightly

$299 total

Feb 7 - Feb 8

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/24000000/23080000/23077400/23077365/21b74761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23080000/23077400/23077365/68073be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23080000/23077400/23077365/4d82a377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23080000/23077400/23077365/6b3c1f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Gulfside Paradise – Longboat Key by RVA

[](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-2-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23077365.Hotel-Information)

Longboat Key

9.8/10

Exceptional

(75 reviews)

"Very clean "

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

Lana

$464 nightly

$517 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-2-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23077365.Hotel-Information)

![Sun loungers](https://images.trvl-media.com/lodging/108000000/107900000/107890500/107890468/1d2f50c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107900000/107890500/107890468/0198d8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107900000/107890500/107890468/8bc1654b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107900000/107890500/107890468/d0efc7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Longboat Key Bungalow with beach access minutes away…

[](https://www.expedia.com/Longboat-Key-Hotels-Charming-Longboat-Key-Bungalow-With-Private-Beach-5-Min-Walk-Away.h107890468.Hotel-Information)

Longboat Key

9.6/10

Exceptional

(14 reviews)

"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"

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

Todd B.

$444 nightly

$495 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Longboat-Key-Hotels-Charming-Longboat-Key-Bungalow-With-Private-Beach-5-Min-Walk-Away.h107890468.Hotel-Information)

![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)

![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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/8811ede9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE BEACH CONDO #107 BEACHFRONT FULL VIEW

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

Longboat Key

10/10

Exceptional

(82 reviews)

"Beautiful location and the beach is amazing "

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

Heather A.

$460 nightly

$513 total

Feb 10 - Feb 11

Total with taxes and fees

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229984/c8e23f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229984/dc71c805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229984/a0102a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229984/432b356a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Paradise on LBK - Steps to Sugar Sand, Gulf Waves and Magical Sunsets

[](https://www.expedia.com/Longboat-Key-Hotels-Turtle-Shores-BEACHFRONT-Retreat-Waterfront-Oasis-To-Completely-Unwind.h99229984.Hotel-Information)

Longboat Key

10/10

Exceptional

(21 reviews)

"Great location and views! Our room had everything we need. The whole area is still fixing up from last year’s hurricanes, so we were fortunate to find great accommodations. Will stay again!"

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

Rhonda A.

$604 nightly

$674 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Longboat-Key-Hotels-Turtle-Shores-BEACHFRONT-Retreat-Waterfront-Oasis-To-Completely-Unwind.h99229984.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.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&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.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=HOUSE_BOAT)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America&regionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=RESIDENCE)

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## Top Longboat Key Hotel Reviews

![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

"overall stay we amazing, walk to the beach, issue was with pluming but fixed it when we were out "

[](https://expedia.com/Sarasota-Hotels-Beach-Front-Paradise-And-The-Most-Beautiful-Sunset-Ground-Floor.h68153868.Hotel-Information)

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

### Zota Beach Resort

10/10 Excellent

"Loved the resort"

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

![Direct Oceanview on LBK!](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f_y.jpg)

### Direct Oceanview on LBK!

10/10 Excellent

"Great host! Amazing location. Loved the beach access and views! Highly recommended "

[](https://expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.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

"This is a fantastic location to stay. Right on a beautiful beach with miles of sand to walk. Lots of great restaurants nearby. I can’t wait to come back and enjoy another vacation here. "

[](https://expedia.com/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.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

"Nice location"

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

![Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8 ](https://images.trvl-media.com/lodging/34000000/33510000/33504400/33504319/5227c05d_y.jpg)

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

10/10 Excellent

"What a perfect getaway spot!! Cute and cozy!! We will be back!"

[](https://expedia.com/Longboat-Key-Hotels-Longboat-Key-Bliss-A-Perfect-Retreat-At-Cabana-Beach-Club-9Also-Available8.h33504319.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.com/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.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.com/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.com/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information)

## Price trends for vacation rentals in Longboat Key

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| February       | March          | $369       | $504       |

| Month     | Price |
| --------- | ----- |
| January   | $435  |
| February  | $369  |
| March     | $504  |
| April     | $465  |
| May       | $429  |
| June      | $502  |
| July      | $476  |
| August    | $409  |
| September | $379  |
| October   | $378  |
| November  | $424  |
| December  | $450  |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Longboat Key

**Everything you need to know about Longboat Key vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longboat Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longboat Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Longboat Key vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Longboat Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longboat Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $299 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Longboat Key rentals**

At Expedia, we put the best Longboat Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longboat Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longboat Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longboat Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Condo Rentals in Longboat Key ](https://expedia.com/Longboat-Key-Condos.d8409-aaCondos.Travel-Guide-Accommodation)
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- [Cottages in Longboat Key ](https://expedia.com/Longboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation)
- [Villas in Longboat Key ](https://expedia.com/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Longboat Key ](https://expedia.com/Longboat-Key-Resorts.d8409-aaResorts.Travel-Guide-Accommodation)

## Frequently asked questions

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

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

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

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

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

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Hotels

- [Hotels in Fort Myers](https://expedia.com/Fort-Myers-Hotels.d602729.Travel-Guide-Hotels)
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- [Hotels in West Palm Beach](https://expedia.com/West-Palm-Beach-Hotels.d2742.Travel-Guide-Hotels)
- [Oceanfront Hotels in Destin](https://expedia.com/Destin-Hotels-Oceanfront-Hotels.0-0-d6906-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Destin](https://expedia.com/Destin-Hotels.d6906.Travel-Guide-Hotels)
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- [Hotels in Pensacola](https://expedia.com/Pensacola-Hotels.d6023331.Travel-Guide-Hotels)
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- [Hotels in Daytona Beach](https://expedia.com/Daytona-Beach-Hotels.d6023995.Travel-Guide-Hotels)
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Flights

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- [Cheap Flights to Pensacola](https://expedia.com/Cheap-Flights-To-Pensacola.d6023331.Travel-Guide-Flights)

Cars

- [Car rentals in West Palm Beach](https://expedia.com/Car-Rentals-In-West-Palm-Beach.d2742.Car-Rental-Guide)

Packages

- [Key West Vacation](https://expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [Destin Vacation](https://expedia.com/Destin.d6906.Destination-Travel-Guides)

General

- [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118)

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