Title: Book the Best Hotels with POOL in Westchester in 2026 | Expedia.ca

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# Find Hotels with a Pool in Westchester, FL from CA $134

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## Check availability on Westchester Hotels with a Pool

Tonight

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Westchester hotels with a pool

![Smart TV](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/a939792b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/e0940e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/0c074fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/7b11da8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magnolia House Miami - Heated Pool with Water Slide, BBQ & Gazebo

[](https://www.expedia.ca/Miami-Hotels-Magnolia-Pool-Home-With-BBQ-Gazebo-In-Miami.h88934240.Hotel-Information)

Westchester

10/10

Exceptional

(5)

"The property was wonderful for us - the pool and slide were fun and everything was clean and tidy. Sharon is a very responsive owner and took care of any questions we had.We would definitely stay here again."

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

Arnold K.

CA $527

CA $1,142 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Miami-Hotels-Magnolia-Pool-Home-With-BBQ-Gazebo-In-Miami.h88934240.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/65cda57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/8128ba2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/f2ef0de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/f45b1f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Elegance Haven-Heated Pool-Pool Table

[](https://www.expedia.ca/Miami-Hotels-Vintage-Elegance-Haven-Heated-Pool-Pool-Table.h111995482.Hotel-Information)

Westchester

10/10

Exceptional

(1)

"This place had everything we needed, and the pool and private backyard were a nice added touch. Had a little trouble with the front door code (user error), and Romina was quick to answer my messages. This was so much better than booking three separate hotel rooms. Would stay here again."

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

Dan M.

CA $485

CA $957 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Miami-Hotels-Vintage-Elegance-Haven-Heated-Pool-Pool-Table.h111995482.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102090000/102088000/102087991/6495bd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102090000/102088000/102087991/d412af32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102090000/102088000/102087991/5cf78977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102090000/102088000/102087991/869b362e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Le Femme Paradise/5 Bedroooms/ Heated Pool/ Playground/ Mini Golf/ Baby Items

[](https://www.expedia.ca/Miami-Hotels-Le-Femme-Paradise-Heated-Pool-Game-Room.h102087991.Hotel-Information)

Westchester

8.0/10

Very good

(4)

"We stayed for a long weekend on a girls trip and could not have asked for a nicer place. The house was impeccably clean and well maintained. The pool was fabulous and the outdoor areas was a great place to hang out after we returned from the beach, etc. "

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

Lady N.

CA $1,409

CA $2,305 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Miami-Hotels-Le-Femme-Paradise-Heated-Pool-Game-Room.h102087991.Hotel-Information)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110380000/110372400/110372392/66a5008d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110380000/110372400/110372392/f4893ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110380000/110372400/110372392/0807eec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110380000/110372400/110372392/8549172c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spectacular Miami/Playground/ Mini Golf/ Heated Pool/ 5 Bedrooms/ Game Room

[](https://www.expedia.ca/Miami-Hotels-Spectacular-Miami.h110372392.Hotel-Information)

Westchester

2.0/10

(1)

CA $1,102

CA $1,978 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Miami-Hotels-Spectacular-Miami.h110372392.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15770000/15768200/15768135/e2a9bbfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Balcony (Self check)](https://images.trvl-media.com/lodging/16000000/15770000/15768200/15768135/d6ccc199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15770000/15768200/15768135/595116a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15770000/15768200/15768135/d5f48659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Meridian Miami Beach

[](https://www.expedia.ca/Miami-Hotels-The-Meridian-Miami-Beach.h15768135.Hotel-Information)

South Beach

9.2/10

Wonderful

(124)

"Beautiful place close to the beach friendly staff!"

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

Dean

CA $80

CA $200 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Miami-Hotels-The-Meridian-Miami-Beach.h15768135.Hotel-Information)

![Exercise/lap pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6535/0fbf2069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds, Bay View | Room amenity](https://images.trvl-media.com/lodging/1000000/10000/6600/6535/4f6ae6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch served, Latin American cuisine](https://images.trvl-media.com/lodging/1000000/10000/6600/6535/db3ca82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6600/6535/9f661fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grayson Miami Downtown

[](https://www.expedia.ca/Miami-Hotels-The-Grayson-Miami-Downtown.h6535.Hotel-Information)

Downtown Miami

8.8/10

Excellent

(1445)

"Loved everything about this place!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Tanya

CA $148

CA $229 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Miami-Hotels-The-Grayson-Miami-Downtown.h6535.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/7ff657ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Garden View | View from room](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/63db15d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/13f8780c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/abba8fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Fairwind Hotel

[](https://www.expedia.ca/Miami-Hotels-The-Fairwind-Hotel.h26450419.Hotel-Information)

South Beach

7.8/10

Good

(1441)

"Clean room, great staff, great food, great location. "

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

Marcus

CA $76

CA $134 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Miami-Hotels-The-Fairwind-Hotel.h26450419.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102390000/102381600/102381524/398b8df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/103000000/102390000/102381600/102381524/322bf8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/103000000/102390000/102381600/102381524/7539d5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102390000/102381600/102381524/6480c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Miami South Beach

[](https://www.expedia.ca/Miami-Hotels-Citizenm-Miami-South-Beach.h102381524.Hotel-Information)

South Beach

9.4/10

Exceptional

(1713)

"Very nice enjoyed our stay would come back again"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dale

CA $164

CA $187 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Miami-Hotels-Citizenm-Miami-South-Beach.h102381524.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/43744752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/ebac9db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/f03b943d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/5069ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kompose Boutique Hotel Miami Airport 

[](https://www.expedia.ca/Miami-Hotels-Kompose-Boutique-Hotel-Miami-Airport.h111893452.Hotel-Information)

Palmer Lake

9.2/10

Wonderful

(2131)

"Clean comfy hotel. Wonderful stay"

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

Scott

CA $116

CA $147 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Miami-Hotels-Kompose-Boutique-Hotel-Miami-Airport.h111893452.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/82882756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean Corner Suite 1 King Bed  | View from room](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/108234fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean Corner Suite 1 King Bed ](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/084f0ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/d4ab7ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Penguin Hotel

[](https://www.expedia.ca/Miami-Hotels-The-Penguin-Hotel.h62824.Hotel-Information)

South Beach

8.4/10

Very good

(1554)

"Very good location, grest staff, spotless room."

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

luis

CA $88

CA $154 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Miami-Hotels-The-Penguin-Hotel.h62824.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=2025-12-27&endDate=2025-12-28&regionId=553248635975847513&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Westchester Hotel Reviews

![Embassy Suites by Hilton Miami International Airport](https://images.trvl-media.com/lodging/1000000/50000/41400/41394/82575ba1_y.jpg)

### Embassy Suites by Hilton Miami International Airport

10/10 Excellent

"Great"

[](https://expedia.ca/Miami-Hotels-Embassy-Suites-By-Hilton-Miami-International-Airport.h41394.Hotel-Information)

![Park Central South Beach](https://images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg)

### Park Central South Beach

10/10 Excellent

"Service was great. Staff was super attentive and helpful. Room was clean. Outlets were tricky as one wasn't working and learned the hardway when my phone lost its charge in the morning. Beach was right across the street. I liked they put a towel and water bottle in the backpack beach chairs. "

[](https://expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information)

![Fontainebleau Miami Beach](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190549/4c5e4651_y.jpg)

### Fontainebleau Miami Beach

10/10 Excellent

"Good price. Good location. Honored my Expedia VIP access perks ! "

[](https://expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information)

![InterContinental Miami by IHG](https://images.trvl-media.com/lodging/1000000/10000/2300/2222/085218ac_y.jpg)

### InterContinental Miami by IHG

10/10 Excellent

"This was a beautiful hotel with a beautiful room and very helpful staff and delicious restaurants"

[](https://expedia.ca/Miami-Hotels-InterContinental-Miami.h2222.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Miami Airport East](https://images.trvl-media.com/lodging/1000000/50000/49900/49876/9ee37c0a_y.jpg)

### La Quinta Inn & Suites by Wyndham Miami Airport East

10/10 Excellent

"very good"

[](https://expedia.ca/Miami-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Miami-Airport-East.h49876.Hotel-Information)

![Miami International Airport Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19425/bf3c6c28_y.jpg)

### Miami International Airport Hotel

10/10 Excellent

"Quick check in. Easy access to all Gates"

[](https://expedia.ca/Miami-Hotels-Miami-International-Airport-Hotel.h19425.Hotel-Information)

![Pullman Miami Airport](https://images.trvl-media.com/lodging/1000000/30000/24200/24154/w3000h2248x0y0-ce586d5c_y.jpg)

### Pullman Miami Airport

10/10 Excellent

"Room was very spotless had a good stay !!! "

[](https://expedia.ca/Miami-Hotels-Pullman-Miami-Airport.h24154.Hotel-Information)

![Loews Miami Beach Hotel – South Beach](https://images.trvl-media.com/lodging/1000000/90000/81300/81223/461a6777_y.jpg)

### Loews Miami Beach Hotel – South Beach

10/10 Excellent

"Excellent stay."

[](https://expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information)

![Hilton Miami Airport Blue Lagoon](https://images.trvl-media.com/lodging/1000000/20000/12700/12652/14b5f7d3_y.jpg)

### Hilton Miami Airport Blue Lagoon

10/10 Excellent

"Everything was great!"

[](https://expedia.ca/Miami-Hotels-Hilton-Miami-Airport-Blue-Lagoon.h12652.Hotel-Information)

## Frequently asked questions

### What are some accommodations with pools in Westchester?

### What is there to see and do in Westchester?

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