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

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-07-24&endDate=2026-07-26&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)

![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 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

(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.

$324 nightly

$362 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)

![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)

![Marina](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/b3a3c491.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

(19 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

$383 nightly

$428 total

Apr 6 - Apr 7

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)

![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)

![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)

![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)

### 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

(23 reviews)

"The host was welcoming, and the amenities were great. We liked staying in that part of town."

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

Perry W.

$324 nightly

$362 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/101000000/100290000/100287200/100287155/f25a3910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/c8dba982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/1aaa47bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/848609e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated Downtown Sarasota Villa, 2b/2b

[](https://www.expedia.com/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information)

Central Sarasota

9.6/10

Exceptional

(8 reviews)

"Would stay again "

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

Josh R.

$406 nightly

$406 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.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)

![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

(2 reviews)

"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."

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

Laura

$236 nightly

$251 total

Apr 21 - Apr 22

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/123000000/122230000/122225700/122225657/15a35812.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/123000000/122230000/122225700/122225657/8fc88978.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

10/10

Exceptional

(1 review)

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

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

Jill T.

$694 nightly

$774 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)

![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)

### 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

(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.

$324 nightly

$362 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/41000000/40290000/40281700/40281663/5d18b318.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)

![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/2fe193bc.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

9.4/10

Exceptional

(96 reviews)

"Great spot for an Anna Maria vaca. Will be great when new pier is completed just outside the door. Gulf beach on opposite side, easy walk or bike ride! We were sad to leave!!!"

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

Kirsten B.

$898 nightly

$1,000 total

Apr 27 - Apr 28

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/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/w1200h719x0y0-353519d7.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/eb040b7b.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

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.

$961 nightly

$1,071 total

Apr 22 - Apr 23

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)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/73c4840e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/f83dd800.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)

### Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

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

Central Sarasota

8.6/10

Excellent

(12 reviews)

"Enjoyed our stay."

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

Greg M.

$556 nightly

$556 total

Apr 26 - Apr 27

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/67000000/66940000/66937900/66937856/a0efd596.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)

![Smart TV](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/63dd94bc.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

(39 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.

$409 nightly

$456 total

Apr 13 - Apr 14

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/w960h720x160y0-7af9d1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/ee4f6692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/fc2ad4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/554a01b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

[](https://www.expedia.com/Siesta-Key-Hotels-Tranquil-Villa-With-Private-Beach.h122434307.Hotel-Information)

Sarasota

10/10

Exceptional

(5 reviews)

"We enjoyed spending a week in this villa. It was cozy, very clean and perfect for our family. Great location... you can enjoy 3 different pools or the private beach aera. Looking forward to our next visit. "

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

Beverly G.

$488 nightly

$545 total

Apr 24 - Apr 25

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Tranquil-Villa-With-Private-Beach.h122434307.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)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.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

9.6/10

Exceptional

(41 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

$631 nightly

$704 total

Apr 26 - Apr 27

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

![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)

![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

(75 reviews)

"Enjoyed our stay."

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

JAMELYN G.

$798 nightly

$890 total

Apr 29 - Apr 30

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/41000000/40290000/40280300/40280261/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)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/33df57cc.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

(60 reviews)

"Really nice."

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

Dee J.

$582 nightly

$649 total

Apr 29 - Apr 30

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/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)

![Pool](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/a6bc67aa.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

(55 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.

$261 nightly

$292 total

Apr 16 - Apr 17

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/6b4908b4.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

(53 reviews)

"Great location! Beautifully decorated."

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

Dana F.

$762 nightly

$850 total

Apr 28 - Apr 29

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/68000000/67270000/67268200/67268187/8a0ad581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/919f5c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/4cf8f217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/f8ecdac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Siesta-Key-Hotels-Newly-Remodeled-150-Yards-To-Beach-And-Restaurants.h67268187.Hotel-Information)

South Village

10/10

Exceptional

(37 reviews)

"Excellent location to many great restaurants and A short walk to the beach access. Communication was excellent. Thanks for having us. "

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

Stuart S.

$406 nightly

$453 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Newly-Remodeled-150-Yards-To-Beach-And-Restaurants.h67268187.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/9e088949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/6f0b79b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/6833da0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heated Pool and Spa • Outdoor Kitchen/Theater/Games

[](https://www.expedia.com/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information)

South Bradenton

2.0/10

(1 review)

"Where do I start. We arrived in the house to find there are not seven bedrooms, but six. The pool was not clean it had leaves and other items at the bottom as well as the hot tub had a used filter laying in it along with other debris and was cold. The hot tub took 24 hours to heat up. The house itself is very weird in the set up and the furniture inside. Looks like it was bought at a yard sale. The hot water on one side of the house did not work in one of the showers and one of the...

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

William R.

$730 nightly

$806 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.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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Cottages

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Villas

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Aparthotels

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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=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&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=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=HOUSE_BOAT)

Residences

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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

"It was the best place we have ever stayed. The views were the best."

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

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

### Zota Beach Resort

6/10 Okay

"The breakfast menu and buffet were very good. The gentleman who prepared the fresh omelets was amazing. He did a great job. The room was nice and clean. The cleaning services were exceptional. They took pride in making sure our room was clean and stocked. The only downside to my visit was waiting an hour and a half for our luggage to be delivered to our room. "

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

"This was a wonderful place with all the amenities we needed. The host responded promptly our questions. We enjoyed the clean and comfortable accommodations, the beach chairs, and the pool. Everything was in great condition and nothing appeared worn out. It was just a perfect place to stay. "

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

![Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/9ed1865d_y.jpg)

### Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

10/10 Excellent

"Nice place to stay. Would have liked a ocean side room. Pool and beach were very nice."

[](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.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

"Beach view was great! Had everything you needed to cook! Great place to stay!"

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

"Every sunset on the beach was a gift"

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

8/10 Good

"To many barking dogs"

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

![Sea Club I Beach Resort](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/9f710fd4_y.jpg)

### Sea Club I Beach Resort

10/10 Excellent

"Rented lovely economy studio, was on an upper floor - quiet and an end unit. Office was helpful and room very clean!"

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

![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af_y.jpg)

### The St. Regis Longboat Key Resort

10/10 Excellent

"Everything was amazing!!"

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

## Find out more about Longboat Key

## Longboat Key Villas information

| Number of reviews | 525       |
| ----------------- | --------- |
| Accommodation     | 10 Villas |
| Lowest Price      | $251      |
| Highest Price     | $1,071    |

## 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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