Title: Longboat Key, FL Villas 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)[Vacation Rentals in Longboat Key](https://expedia.com/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[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 villas

![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/65356120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/743edcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront 2BR Bradenton Rental Near IMG & Beaches

[](https://www.expedia.com/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information)

South Bradenton

8.0/10

Very Good

(1 review)

"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100\. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"

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

Maria I

$250 nightly

$266 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/9e0c4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/033b13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

[](https://www.expedia.com/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information)

Bradenton

10/10

Exceptional

(33 reviews)

"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "

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

Chris H.

$333 nightly

$371 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/e19d0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/bf330827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/851e6936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/5220b066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

[](https://www.expedia.com/Sarasota-Hotels-Bright-Spacious-Villa-With-A-Pool-15-Min-From-Siesta-Beach-1-Beach-In-The-USA.h76660375.Hotel-Information)

Sarasota

9.6/10

Exceptional

(16 reviews)

"House was exactly like the pictures. It was very clean, spacious, and a great location. We would welcome a chance to stay again!"

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

Steve N.

$438 nightly

$489 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Bright-Spacious-Villa-With-A-Pool-15-Min-From-Siesta-Beach-1-Beach-In-The-USA.h76660375.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/9549f3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2c37344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/9b8ca1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/039b75f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

[](https://www.expedia.com/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information)

Bradenton

9.8/10

Exceptional

(21 reviews)

"This property is amazing!"

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

Heather R.

$359 nightly

$400 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/48315755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/b9276c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/7fdb1bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/9489152a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Miramar

[](https://www.expedia.com/Siesta-Key-Hotels-Miramar.h125156498.Hotel-Information)

Siesta Key

$2,310 nightly

$2,611 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Miramar.h125156498.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views!

[](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(38 reviews)

"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"

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

Michel

$530 nightly

$592 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/dc81d918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/d1a6aa79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/cc2c3005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/b5b3d937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

[](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information)

Bradenton

10/10

Exceptional

(24 reviews)

"Theresa was a great host and was very accommodating. Her home is very clean and a relaxing outdoor area. If you’re looking for a cozy and relaxing home for your next vacation I highly recommend this rental. "

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

Dawn J.

$357 nightly

$398 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/1171817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

[](https://www.expedia.com/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information)

Bradenton

9.4/10

Exceptional

(13 reviews)

"Perfect spot for golf tournament. "

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

Amy K.

$470 nightly

$524 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/a0efd596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/63dd94bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Completely Remodeled- 150 Yards to Beach and Restaurants!

[](https://www.expedia.com/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information)

South Village

10/10

Exceptional

(37 reviews)

"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "

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

Kelsey B.

$598 nightly

$667 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/b8e0feb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/c2b84370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/d2a6f177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/dc99519f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

[](https://www.expedia.com/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information)

South Village

9.4/10

Exceptional

(52 reviews)

"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "

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

John K.

$265 nightly

$296 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/6c79b4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/9b44984e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/ef6d2efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/5f6cb959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

[](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information)

Casey Key

10/10

Exceptional

(1 review)

"The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend"

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

Roger B.

$691 nightly

$770 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/56e79f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/71d40599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b0841b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

[](https://www.expedia.com/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information)

Bradenton

$620 nightly

$692 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/9edd8dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/2191369d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/a49649ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/d84151d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #1 Beachfront Mansion • Heated Pool • Theater

[](https://www.expedia.com/Nokomis-Hotels-1-Beachfront-Mansion-Heated-Pool-Theater.h123347473.Hotel-Information)

Casey Key

$2,986 nightly

$3,338 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Nokomis-Hotels-1-Beachfront-Mansion-Heated-Pool-Theater.h123347473.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/2d773279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/3eb2ae94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/eb040b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h720x0y0-ceea8366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW!\~ Beach Front/Heated Pool! Coconuts 107

[](https://www.expedia.com/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information)

Holmes Beach

$851 nightly

$948 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/15a35812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/a3cd721b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/e81c3179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/d51780de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Paradise! Ground level with Heated pool

[](https://www.expedia.com/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information)

Holmes Beach

$848 nightly

$946 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/5d18b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/d4c72a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/8ede5b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/99497a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayfront Bliss! Pool, BBQ and Dolphin Views!

[](https://www.expedia.com/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(94 reviews)

"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."

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

Gilaine F.

$688 nightly

$768 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/5db32930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/33df57cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/e6c3fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information)

Anna Maria

9.2/10

Wonderful

(59 reviews)

"Really nice."

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

Dee J.

$505 nightly

$563 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/5d728169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/bcbb2f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b37a731d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b129d93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort-Style Pool Steps from the Bay and Pine Ave!

[](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(51 reviews)

"Great location! Beautifully decorated."

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

Dana F.

$616 nightly

$687 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/68ea063f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/736d3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/4539214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/2f892a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

[](https://www.expedia.com/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(72 reviews)

"Everything was as in the pictures "

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

Julio César R.

$735 nightly

$820 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/4d010c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/c3a0e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/3025fb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/4b0b2ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

[](https://www.expedia.com/Sarasota-Hotels-Vrbo-Property.h56027522.Hotel-Information)

Casey Key

10/10

Exceptional

(2 reviews)

"Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay"

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

Joanne K.

$649 nightly

$723 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Vrbo-Property.h56027522.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=2026-02-20&endDate=2026-02-21&regionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Condos

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Private vacation homes

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Villas

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Cottages

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Apartments

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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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Aparthotels

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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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

Residences

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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)

![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)

![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)

## Find out more about Longboat Key

## Longboat Key Villas information

| Number of reviews | 440       |
| ----------------- | --------- |
| Accommodation     | 10 Villas |
| Lowest Price      | $266      |
| Highest Price     | $946      |

## Frequently asked questions

### Why book your villa in Longboat Key with Expedia?

### How can I find cheap villas in Longboat Key?

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