Title: Longboat Key Villas from CA $338 | Expedia.ca

  

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# Search Longboat Key Villa Rentals from CA $338

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## Check prices for these dates

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

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## Browse Select Longboat Key Villas

![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/95c16105.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)

![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)

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

Bradenton

10/10

Exceptional

(29)

"Enjoyed our stay."

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

Nathan H.

CA $171

CA $396 total

includes taxes & fees

Oct 26 - Oct 27

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

![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/a831cce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.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)

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

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

Bradenton

9.2/10

Wonderful

(11)

"Perfect spot for golf tournament. "

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

Amy K.

CA $210

CA $606 total

includes taxes & fees

Oct 27 - Oct 28

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

![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/0c016412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/c93965d6.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)

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

Bradenton

10/10

Exceptional

(21)

"Lovely property and very, very nice hosts and family."

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

Jim A.

CA $171

CA $397 total

includes taxes & fees

Oct 25 - Oct 26

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

![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/b0cdaecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/be9dde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Central Sarasota

9.6/10

Exceptional

(7)

"Would stay again "

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

Josh R.

CA $138

CA $396 total

includes taxes & fees

Oct 30 - Oct 31

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

![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/da7dca20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/af1841c2.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)

![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2eb1618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Bradenton

9.8/10

Exceptional

(20)

"This property is amazing!"

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

Heather R.

CA $171

CA $396 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Bradenton-Hotels-Tropical-River-View-Villa-On-Riverwalk-Minutes-To-The-Beach.h99501985.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/23e0c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/2055d637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/177ae5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35093800/35093744/d59aabfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacay in Luxury! 2 mins to the Beach!

Holmes Beach

9.8/10

Exceptional

(65)

"Very nice, very close to beach. Only negative was no dresser or shelf for clothes. Had to live out of suitcase. "

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

Kevin H.

CA $175

CA $448 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Holmes-Beach-Hotels-Vacay-In-Luxury-So-Close-To-The-Beach.h35093744.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)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/57ca76e3.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)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun

Anna Maria

9.8/10

Exceptional

(36)

"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

CA $242

CA $548 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/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/67000000/66940000/66937900/66937856/55c79603.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)

![Exterior detail](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b07cceab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

South Village

10/10

Exceptional

(36)

"Cute, Clean and Convenient!"

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

wendy h.

CA $189

CA $554 total

includes taxes & fees

Oct 29 - Oct 30

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

![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/78f56739.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/f5f2631b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/412cb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/9774e114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

Casey Key

10/10

Exceptional

(4)

"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.

CA $224

CA $338 total

includes taxes & fees

Oct 30 - Oct 31

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

![Exterior](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/b54dee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/efdd62a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/c12d8de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35110000/35107100/35107053/76fac0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Holmes Beach

9.8/10

Exceptional

(61)

"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "

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

Enis

CA $227

CA $543 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Gorgeous-Villa-At-Islands-West-Resort-Shared-Pool.h35107053.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/2f89251d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/de4e9e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/b85ca332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825137/830e3a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr

Siesta Key Village

10/10

Exceptional

(4)

"Great location with plenty of space for a family 6 to be comfortable."

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

Lauren P.

CA $1,927

CA $2,422 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Village-2-Story-Townhouse-With-Heated-Pool.h102825137.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/029f2851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/4c7433a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/60d109e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

Holmes Beach

9.6/10

Exceptional

(46)

"would stay here again"

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

Richard H.

CA $227

CA $521 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/9c1a8c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/4021abbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/04a734fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96270000/96267200/96267124/d15a8eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet Friendly Tropical Villa, Heated Salt Pool

Sarasota Springs

10/10

Exceptional

(3)

"We had a great vacation! We were happy with the cleanliness and the communication for our stay!"

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

Bre C.

CA $443

CA $919 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Sarasota-Hotels-Pet-Friendly-Tropical-Villa.h96267124.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/bb88df1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/55e892df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/6ee679cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33714600/33714573/f29827b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island West Villa! Pool, BBQ, and Walk to Beach!

Holmes Beach

9.8/10

Exceptional

(44)

"The place itself was very clean and had everything needed. The star of the show is the outdoor area which is where we wanted to hang out as it is very tranquil and the pool was very nice."

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

James S.

CA $227

CA $521 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Amazing-Villa-At-Islands-West-Resort-Close-To-Beach-With-Pool.h33714573.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/fbaeaccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/868e4556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/f6a262ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42335800/42335718/ad43c39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lemon Fish Villa! Walk to Beach + Pool!

Holmes Beach

9.4/10

Exceptional

(34)

"This property was perfect for the annual girls beach trip I take with my sister in law and teen niece. Perfectly located to everything on Anna Marie Island and walking distance to your own slice of heaven beach. Also had our own beautiful pool to relax around. This place had everything important to us…comfortable beds, great showers, walking distance to a cure coffee store and the beach! Would definitely stay here again. "

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

Scott S.

CA $264

CA $595 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Embrace-Island-Living-At-Villa-8-AMI-Lemon-Fish-Steps-From-The-Gulf-Beach.h42335718.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e83fc90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e4b1eb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/8af00af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42340000/42332500/42332444/e8e8c1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Villa with Pool, Near Beach!!

Holmes Beach

9.8/10

Exceptional

(23)

"Community pool, very close to the beach and shopping."

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

Hindy R.

CA $264

CA $595 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort.h42332444.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/0cf7d5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/a98aa7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/688315c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713000/33712964/4a1e349f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy AMI Villa! Pool, BBQ, and Beach Access!

Holmes Beach

9.2/10

Wonderful

(40)

"Exceptionally well designed and maintained group of villas around a courtyard and pool. Really enjoyed our beach (and pool) vacation!!"

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

Raymond D.

CA $227

CA $521 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Holmes-Beach-Hotels-Luxury-Villa-At-Islands-West-Resort-Stunning-Close-To-Beach.h33712964.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/424f6ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/0f7d22d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/853e049e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713900/33713882/781e4c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss! With Pool, Near Beach and Trolley!

Holmes Beach

9.6/10

Exceptional

(42)

"Thoroughly enjoyed our stay. Property was perfect. Excellent location. Short walk to the beach, Publix, Beach Cafe, etc."

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

William A.

CA $227

CA $522 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Holmes-Beach-Hotels-New.h33713882.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/b7f3242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/a3474ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/f151b85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/19acc46c.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

Bradenton

CA $280

CA $980 total

includes taxes & fees

Oct 25 - Oct 26

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

![Indoor spa tub](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/w1206h793x0y0-32c38549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![10 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/8bbd23da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/72163994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120230000/120223400/120223315/71673d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Side-by-Side Villas for Groups Near Downtown

Newtown

CA $994

CA $4,565 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Sarasota-Hotels-Spacious-Double-Villas-15-Mins-From-Lido-Key-Beach-HOT-TUBDOUBLE-OUTDOOR-SHOWER.h120223315.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.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&regionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Longboat Key Hotel Reviews

![Beach Cottage with a Private Hot Tub](//images.trvl-media.com/lodging/78000000/77940000/77930200/77930138/7f3f70d9_y.jpg)

### Beach Cottage with a Private Hot Tub

10/10 Excellent

"Great place for a couple to stay"

[](https://expedia.ca/Longboat-Key-Hotels-Longboat-Relaxing-Beach-Cottage-With-Private-Hot-Tub-Pet-Friendly.h77930138.Hotel-Information)

![Sea Club I Beach Resort](//images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg)

### Sea Club I Beach Resort

10/10 Excellent

"Clean room, quiet and safe, right on the beach. "

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

![Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach](//images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/e8d93a47_y.jpg)

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

10/10 Excellent

"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. "

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

![THE BEACH CONDO #107 BEACHFRONT FULL VIEW](//images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg)

### THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent

"Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. Will definitely be back! "

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

![Beach front 2 bed-2 bath private balcony, modern with Gulf front views](//images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/b8fb2c4f_y.jpg)

### Beach front 2 bed-2 bath private balcony, modern with Gulf front views

10/10 Excellent

"Great stay. The rental was perfect"

[](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.Hotel-Information)

![The Resort at Longboat Key Club](//images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551_y.jpg)

### The Resort at Longboat Key Club

10/10 Excellent

"Short 4 night break, in from UK. 2nd time at Longboat Key Resort and would come again for sure. Bldg3 5th floor room. Well equipped, nothing to complain about. Didn’t use the Spa or gym on this trip."

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

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

### Zota Beach Resort

10/10 Excellent

"We had a wonderful stay at Zota Beach Resort on Longboat Key. The property is beautiful, right on the beach, with stunning Gulf views from our balcony. Our room was modern, well equipped, and very comfortable. The front desk staff were warm, kind, and professional, which made us feel welcome from the moment we arrived. In the evening, we relaxed by the pool under the stars and noticed a raccoon passing by at a safe distance away from the pool. When we mentioned it, the staff explained that the resort partners with rescue organizations to relocate them, though as part of Florida’s natural environment, new ones may appear. It did not take away from our experience, and we appreciated how proactive and transparent the staff were. Overall, the resort felt safe, peaceful, and high quality. A beautiful place for a relaxing getaway, and I would definitely return. "

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

![Right on the beach.Renovated ground Floor unit 63.](//images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/73b3f930_y.jpg)

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

10/10 Excellent

"The beach was absolutely beautiful and the fact pool was extremely clean and close to the room was a bonus."

[](https://expedia.ca/Sarasota-Hotels-Beach-Front-Condo-Paradise-Ground-Floor.h68153868.Hotel-Information)

![The St. Regis Longboat Key Resort](//images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg)

### The St. Regis Longboat Key Resort

10/10 Excellent

"Great customer service, excell"

[](https://expedia.ca/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 | 462 |
| --- | --- |
| Accommodation | 10 Villas |
| Lowest Price | CA $338 |
| Highest Price | CA $4,565 |

## Frequently asked questions

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

> We think planning a vacation should be hassle-free, so if you're on the lookout for villas at the right price, Expedia has your back. Stick to the budget and select an all-inclusive stay, or splurge on a high-end villa to spoil your favorite people. Our search filters make it simple to find an escape in Longboat Key that suits your needs.

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

> Expedia can help you search for cheap villas in Longboat Key. Use our convenient filter tool to choose budget, star rating and amenities to refine your search and find the perfect stay in a matter of clicks.

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-   [Townhomes in Perico Island](https://www.expedia.ca/Perico-Island-Townhomes.d553248635976194309-aaTownhomes.Travel-Guide-Accommodation)
-   [Aparthotels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation)
-   [Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation)
-   [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation)
-   [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation)
-   [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation)
-   [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Adults-Only-Resorts.0-n553248635976469851-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Couples-Resorts-Hotels.0-n553248635976469851-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Sunny Shores Hotels](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels.0-n553248635976469851-0.Travel-Guide-Filter-Hotels)

-   [Flights from Toronto (YYZ) to Sarasota (SRQ)](https://www.expedia.ca/lp/flights/yyz/srq/toronto-to-sarasota)

-   [Visit Bayshore Gardens](https://www.expedia.ca/Bradenton-Bayshore-Gardens.dx553248623282278434)
-   [Coquina Baywalk](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction)
-   [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction)
-   [Historic Bridge Street Pier](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction)
-   [Img Academy](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction)
-   [Img Bollettieri Tennis Academy](https://www.expedia.ca/IMG-Bollettieri-Tennis-Academy-Bradenton.d6128286.Vacation-Attraction)
-   [Visit Longbeach Village](https://www.expedia.ca/Longboat-Key-Longbeach-Village.dx553248635976481697)

-   [Car rentals near Bayshore Gardens](https://www.expedia.ca/Car-Rentals-In-Bayshore-Gardens.d553248623282278434.Car-Rental-Guide)

-   [Cortez Vacation Rentals](https://www.expedia.ca/Cortez-Vacation-Rentals.d553248623461959293.Travel-Guide-VacationRentals)

-   [Book Villas in Longboat Key on Expedia.com](https://www.expedia.com/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)