Title: Longboat Key Vacation Rentals from $345: 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 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

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

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Longboat Key vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/695885f6_edited_fc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33400000/33394700/33394696/039c0063.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)

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

### Cabana Beach Club - Beachfront \~ Stunning Ocean View \~ 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.

$633 nightly

$706 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/112000000/111710000/111700700/111700640/1f581cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/73fbbc97.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)

![Exterior](https://images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/59da61a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Longboat Key

8.8/10

Excellent

(14 reviews)

"This was amazing ! It was just as pictured! Everything was new and clean on the property and the beach was 10 feet outside your door. "

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

Jeremy P.

$640 nightly

$713 total

Feb 17 - Feb 18

Total with taxes and fees

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

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/096e52ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/382a2f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/91e43758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/6e4f8c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1BR Beach Getaway – Silver Sands #254 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-254-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770356.Hotel-Information)

Longboat Key

9.2/10

Wonderful

(91 reviews)

"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: Will stay here again"

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

Chrissy C.

$343 nightly

$383 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-254-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770356.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)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/00d76ba2.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.

$456 nightly

$509 total

Feb 15 - Feb 16

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)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229984/432b356a.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)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229984/24f9ce45.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

(23 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.

$606 nightly

$676 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)

![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)

![Interior](https://images.trvl-media.com/lodging/24000000/23080000/23077400/23077365/5c4a6a51.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

$462 nightly

$516 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)

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

![Interior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/7effdcb7.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)

![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)

### 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/24000000/23140000/23134800/23134737/022c5a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134737/933ff301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134737/0a5e636b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/24000000/23140000/23134800/23134737/6c9396da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated 1BR – Cabana Beach #5 RVA

[](https://www.expedia.com/Longboat-Key-Hotels-Cabana-Beach-Club-5-Resort-By-RVA.h23134737.Hotel-Information)

Longboat Key

8.8/10

Excellent

(74 reviews)

"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: The condo was clean and had all that we needed for our two night stay. Loved it will be back again... just a little walk to the beach and some he pool was very nice as well."

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

Nancy C.

$394 nightly

$439 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Longboat-Key-Hotels-Cabana-Beach-Club-5-Resort-By-RVA.h23134737.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)

![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/2dc1e0c4.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)

### 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

(62 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

$416 nightly

$464 total

Mar 11 - Mar 12

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/29000000/28780000/28770500/28770443/c662f7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/46fa5a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/9189c9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/b7214e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Views – Silver Sands #250, Longboat Key by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-250-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770443.Hotel-Information)

Longboat Key

9.0/10

Wonderful

(75 reviews)

"Beautiful beach, great views from the balcony, we had a great stay."

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

Meghan P.

$466 nightly

$519 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-250-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770443.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/6e2bb08f.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

(16 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.

$829 nightly

$924 total

Feb 13 - Feb 14

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/8b4ac7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/724a5003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/7ce43bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/c5d22471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Beach Access – Silver Sands #249 by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-249-2-BR-15-BA-Resort-On-Longboat-Key-By-Rva.h23973596.Hotel-Information)

Longboat Key

9.2/10

Wonderful

(57 reviews)

"Beachfront location "

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

Rosario A.

$555 nightly

$619 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-249-2-BR-15-BA-Resort-On-Longboat-Key-By-Rva.h23973596.Hotel-Information)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/a6b424e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/bdbecc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/565ee5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/69552d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax at Gulf – Silver Sands Resort #232, Longboat

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.Hotel-Information)

Longboat Key

9.2/10

Wonderful

(73 reviews)

"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."

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

Dan S.

$479 nightly

$534 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.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)

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

![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973400/23973301/5f468430.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)

### 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.

$330 nightly

$367 total

Feb 16 - Feb 17

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)

![Beach](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/83643405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/e323e842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b8c072df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/c2b0345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Bliss on Longboat Key- Steps to the sand

[](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information)

Longboat Key

8.6/10

Excellent

(4 reviews)

"Great locale right on the beach "

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

Carole

$359 nightly

$400 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.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)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/6dfb61f1.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)

![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/88c51812.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.

$265 nightly

$297 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/24000000/23060000/23058000/23057985/0baad83b.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)

### 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.

$518 nightly

$577 total

Feb 28 - Mar 1

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)

![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/d5046915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/9a67acc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/e2012001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23973300/23973268/6b36c252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands #245A Resort by RVA

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-245a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973268.Hotel-Information)

Longboat Key

8.6/10

Excellent

(60 reviews)

"They are still recovering a bit from the storms past but longboat is a great local get away and this little place was very quiet and nice."

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

Kimberly P.

$428 nightly

$476 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-245a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23973268.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)

![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)

![A heated pool](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/04129d5a.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

(89 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

$289 nightly

$322 total

Feb 17 - Feb 18

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)

![Beach nearby](https://images.trvl-media.com/lodging/24000000/23280000/23271800/23271759/8389ba4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23271800/23271759/f1f7fc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23280000/23271800/23271759/364fff58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23280000/23271800/23271759/cdda5fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun, Sand & Serenity – Beach Castle #17

[](https://www.expedia.com/Sarasota-Hotels-Beach-Castle-17-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23271759.Hotel-Information)

Longboat Key

9.2/10

Wonderful

(64 reviews)

"We LOVE this place"

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

Joseph d.

$360 nightly

$402 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Beach-Castle-17-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23271759.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=2026-02-26&endDate=2026-02-27&regionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=RESIDENCE)

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## Top Longboat Key Hotel Reviews

![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

"The staff is all so friendly and accommodating. We also enjoyed our suite on the beach very much. They were even so kind as to upgrade us to a better view since it was our anniversary. We will be coming back. "

[](https://expedia.com/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

"Quiet location, great view, small but perfect for our needs. Welcoming and responsive host. "

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

![Beachfront Bliss on Longboat Key- Steps to the sand](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b8c072df_y.jpg)

### Beachfront Bliss on Longboat Key- Steps to the sand

10/10 Excellent

"Welcome material was clear and helpful. Access was easy. All amenities were as expected. Location was superb, very quiet and peaceful for us as a couple. Thoroughly enjoyed our stay, right on the beach."

[](https://expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.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

"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)

![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

"The place was great. Very clean just steps away from beach. "

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

![Direct Beachfront Gulf with Amazing Views ](https://images.trvl-media.com/lodging/25000000/24300000/24294300/24294259/2d43b64d_y.jpg)

### Direct Beachfront Gulf with Amazing Views 

10/10 Excellent

"Beautiful Property with Amazing Views."

[](https://expedia.com/Longboat-Key-Hotels-Direct-Beachfront-Gulf-With-Amazing-Views.h24294259.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)

## Price trends for vacation rentals in Longboat Key

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| February       | June           | $315       | $496       |

| Month     | Price |
| --------- | ----- |
| January   | $364  |
| February  | $315  |
| March     | $496  |
| April     | $447  |
| May       | $416  |
| June      | $505  |
| July      | $489  |
| August    | $404  |
| September | $368  |
| October   | $369  |
| November  | $408  |
| December  | $434  |

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 $345 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)
- [Vacation Homes in Longboat Key ](https://expedia.com/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Longboat Key ](https://expedia.com/Longboat-Key-Apartments.d8409-aaApartments.Travel-Guide-Accommodation)
- [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

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### 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

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Cars

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Packages

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General

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