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)

## Check prices for these dates

In two weeks

[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 two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-07-10&endDate=2026-07-12&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/100000000/99540000/99539200/99539178/6eb440d2.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)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.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)

### Villa in Bradenton

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

10/10

Exceptional

(34 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.

$317 nightly

$355 total

Apr 12 - Apr 13

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)

![Marina](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/b3a3c491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Sarasota

[](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)

9.6/10

Exceptional

(18 reviews)

"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"

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

Sommer

$413 nightly

$460 total

Apr 2 - Apr 3

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)

![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/f891d14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/a5036b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/4ce78044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/46b1585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

[](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Had a very relaxing time. Nice short walk to the beach"

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

Mitch K.

[](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.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)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/647f798f.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)

### Villa in Bradenton

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

9.8/10

Exceptional

(23 reviews)

"This property is amazing!"

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

Heather R.

$317 nightly

$355 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/65356120.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)

![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)

### Villa in South Bradenton

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

8.0/10

Very Good

(2 reviews)

"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

$233 nightly

$248 total

Apr 14 - Apr 15

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/41000000/40290000/40281800/40281750/5d728169.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)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/bcbb2f00.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)

### Villa in Anna Maria

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

9.6/10

Exceptional

(52 reviews)

"Great location! Beautifully decorated."

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

Dana F.

$1,082 nightly

$1,206 total

Mar 31 - Apr 1

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)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33495200/33495166/2dc999e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33500000/33495200/33495166/f0252e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33495200/33495166/c49e667a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33495200/33495166/3550157a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Sarasota

[](https://www.expedia.com/Sarasota-Hotels-WINTER-SPECIAL-22-BEAUTIFUL-VILLA-2-BR.h33495166.Hotel-Information)

9.6/10

Exceptional

(49 reviews)

"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."

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

Sharon M.

$569 nightly

$634 total

Apr 16 - Apr 17

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-WINTER-SPECIAL-22-BEAUTIFUL-VILLA-2-BR.h33495166.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/600676e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/cbd5003e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/c169d702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/4ea2ec2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Siesta Key Village

[](https://www.expedia.com/Siesta-Key-Hotels-Canal-Lower-Gorgeous-3-Bed-3-Bath-Near-SK-Village.h73775725.Hotel-Information)

9.6/10

Exceptional

(38 reviews)

"Phenomenal experience and the perfect house! Location, communication, beach access, pool and being that close to the village was great — perfect place to relax and enjoy Siesta!"

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

Dylan F.

$1,269 nightly

$1,368 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Canal-Lower-Gorgeous-3-Bed-3-Bath-Near-SK-Village.h73775725.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)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/d51780de.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)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/8fc88978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Holmes Beach

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

10/10

Exceptional

(1 review)

"Great place. We loved it!!!!!"

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

Jill T.

$697 nightly

$777 total

Apr 15 - Apr 16

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.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)

### Villa in Bradenton

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

10/10

Exceptional

(26 reviews)

"We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!"

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

Theresa M.

$317 nightly

$355 total

Apr 12 - Apr 13

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/123000000/122270000/122269100/122269025/2d773279.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)

![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h719x0y0-353519d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Holmes Beach

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

10/10

Exceptional

(1 review)

"We had an amazing 5 days enjoying waterfront access and gorgeous sunsets. The bed was very comfortable and the condo was spotless. It was very convenient to have 2 chair and umbrella. Although we didn't use the pool, it was great to have available. We didn't eat dinner in, but if you do you will need to bring or purchase seasonings, etc. Would definitely stay here again. "

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

cheryl m.

$846 nightly

$942 total

Mar 29 - Mar 30

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/84000000/83750000/83744100/83744020/9bbf8fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/ebffa8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/3279c4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/e1edde44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Central Sarasota

[](https://www.expedia.com/Sarasota-Hotels-Downtown-Sarasota-Villa-2-Bedrooms-Sleeps-6-Updated-In-22.h83744020.Hotel-Information)

8.4/10

Very Good

(11 reviews)

"Enjoyed our stay."

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

Greg M.

$420 nightly

$420 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Downtown-Sarasota-Villa-2-Bedrooms-Sleeps-6-Updated-In-22.h83744020.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)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/99497a2f.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)

![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/2fe193bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

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

9.4/10

Exceptional

(96 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.

$943 nightly

$1,052 total

Apr 14 - Apr 15

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/41000000/40290000/40281600/40281598/68ea063f.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/ff9ab75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

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

9.6/10

Exceptional

(73 reviews)

"Enjoyed our stay."

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

JAMELYN G.

$785 nightly

$876 total

Apr 14 - Apr 15

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

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

9.6/10

Exceptional

(40 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

$596 nightly

$665 total

Apr 14 - Apr 15

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)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.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)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/c5f0fc40.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)

### Villa in Anna Maria

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

9.2/10

Wonderful

(60 reviews)

"Really nice."

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

Dee J.

$639 nightly

$713 total

Apr 15 - Apr 16

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)

![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)

![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/1298993b.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)

### Villa in Casey Key

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

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.

$789 nightly

$879 total

Mar 30 - Mar 31

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)

![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/b5c6791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/fd89fa80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/b9f04881.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/57000000/56030000/56027700/56027626/b82540c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Casey Key

[](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.Hotel-Information)

$649 nightly

$723 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.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.

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## 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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Aparthotels

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Apartments

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Cabins

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Houseboats

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Residences

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## Top Longboat Key Hotel Reviews

![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/928bedb0_y.jpg)

### Zota Beach Resort

10/10 Excellent

"Overall the best experience all around! Can’t wait to book again "

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

![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/665e1235_y.jpg)

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

10/10 Excellent

"Clean- great view- need sharper knives!"

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

![Country Club Long Boat Key Beach Villa  2B 3BA Pool](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/51ecc90f_y.jpg)

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

10/10 Excellent

"Beautifully appointed townhouse. Great communications with owner. Cedars East is a favorite of ours. "

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

![Beachfront Bliss on Longboat Key- Steps to the sand](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/83643405_y.jpg)

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

10/10 Excellent

"Excellent location. Perfect unit for a couple, any additional guests would make for tight quarters. Couch was tiny, but we sat outdoors most of the time so it wasn’t a problem. Would definitely go back. "

[](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

"Awesome location, clean, friendly and helpful staff. Loved it!"

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

![Sun- Kissed Memories!](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f_y.jpg)

### Sun- Kissed Memories!

10/10 Excellent

"Amazing unobstructed ocean view with all the amenities needed. Host Heidi is the best. Checking in to be sure everything was good and making us feel so welcome. We will DEFINITELY be staying here again! "

[](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/39000000/38190000/38188700/38188629/9db501af_y.jpg)

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

10/10 Excellent

"We absolutely loved our stay. You couldn't get any closer to having a Florida beachfront experience. Host was responsive, staff was friendly, facility was spotless."

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

"It was lovely! It was the perfect location right on the beach. We so enjoyed eating on the patio with a beautiful view, then walking just steps to either the pool or gulf. We will be back!"

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

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

### The Resort at Longboat Key Club

10/10 Excellent

"yes"

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

## Find out more about Longboat Key

## Longboat Key Villas information

| Number of reviews | 488       |
| ----------------- | --------- |
| Accommodation     | 10 Villas |
| Lowest Price      | $248      |
| Highest Price     | $1,368    |

## 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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