Title: Book the Best Hotels with POOL in Cole Bay in 2025 | Expedia.ca

  

[Cole Bay Travel Guide](https://expedia.ca/Cole-Bay.dx602866)[Hotels in Cole Bay](https://expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels)[Vacation Rentals in Cole Bay](https://expedia.ca/Cole-Bay-Vacation-Rentals.d602866.Travel-Guide-VacationRentals)[Cole Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Cole-Bay.d602866.Car-Rental-Guide)[Cole Bay Vacation Packages](https://expedia.ca/Cole-Bay.d602866.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/2/a4405b976d5226ff60546e12f439c2c3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Dino Russo

# Find Hotels with a Pool in Cole Bay from CA $167

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)

### 

Treat yourself

Sign in to save 10% or more on thousands of hotels

[Sign in](https://www.expedia.ca/login)

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check availability on Cole Bay Hotels with a Pool

Tonight

[Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=602866&startDate=2025-10-23&endDate=2025-10-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=602866&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=602866&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=602866&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cole Bay Hotels with a Pool

![2 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/11c502bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/32a3fd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, dinner served, Asian cuisine](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/e4c94680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, dinner served, Asian cuisine](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/54fa2ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Port de Plaisance Resort, Trademark Collection by Wyndham

Cole Bay

7.6/10

Good

(660)

"Its a beautiful property and the service is satisfactory "

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

Jiva

CA $206

CA $216 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Cole-Bay-Hotels-Princess-Port-De-Plaisance.h33411163.Hotel-Information)

![Panoramic Apartment, Ocean View | Beach](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/ce6a4abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/4d146ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/f6baa9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/cad300ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### condostmaarten by the sea -Adults Only-

Indigo Bay

9.6/10

Exceptional

(23)

"Good location easy access to a private beach "

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

All About

CA $315

CA $495 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92840000/92831100/92831074/fc7ab3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92840000/92831100/92831074/47db0cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/93000000/92840000/92831100/92831074/e31bcbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92840000/92831100/92831074/a5bde199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

Cole bay

9.8/10

Exceptional

(12)

"We had a good one night stay. It’s a nice, very clean gated unit with 4 separate units on the property and host stays in 1 as well. Spacious bedrooms, bathrooms, kitchen is equipped with everything and good sized pool. "

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

aisha b.

CA $371

CA $547 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Cole-Bay-Hotels-Modern-Tropical-Getaway-3-Bedroom-W-Pool.h92831074.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/36b5a8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/314fafac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/a26cd2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/584a5248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

Pelican Key

CA $354

CA $814 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Cole-Bay-Hotels-Spacious-3BR-Townhouse-WPool-Near-BeachDining.h114598339.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/dc8805ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed, Beachside](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/b25a5a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 King Bed, Beachside](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/4affbc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mary's Boon Beach Resort & Spa

Simpson Bay

8.6/10

Excellent

(999)

"The staff was excellent. Everyone had a great time. The hotel is right on the beach."

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

Robert

CA $175

CA $210 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 2 Bedrooms, Kitchen, Ocean View | Living room](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/ff15ff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/7ecbe3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/a949420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

9.2/10

Wonderful

(966)

"Its a beautiful property and the customer service experience is wonderful"

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

Jiva

CA $156

CA $187 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79cdb485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4b190380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79dad3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

9.0/10

Wonderful

(1302)

"Great stay"

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

Gerard

CA $124

CA $167 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd58af72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd994a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/3712236a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Villas at Simpson Bay Resort

Simpson Bay

9.2/10

Wonderful

(1274)

"Great location very nice accommodations! "

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

Michele Rene

CA $157

CA $189 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/651e7935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/cfa15203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/9e796f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/61d06472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Resort, Marina & Spa

Pelican Key

9.0/10

Wonderful

(1410)

"Great location!"

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

Harriet

CA $139

CA $167 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/e01236ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/f14ba14f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/00de8420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Penthouse, 1 King Bed, Ocean View | Living area](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/c59ae5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Commodore Suites

Simpson Bay

8.6/10

Excellent

(490)

"Staff was great "

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

Doquan

CA $143

CA $172 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Simpson-Bay-Hotels-Commodore-Suites.h15082011.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=2025-11-06&endDate=2025-11-07&regionId=602866&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Cole Bay Hotel Reviews

![Sonesta Ocean Point All Inclusive, Adults Only Resort](//images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg)

### Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent

"Amazing property "

[](https://expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information)

![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg)

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"We loved every minute! "

[](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information)

![Oyster Bay Beach Resort](//images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg)

### Oyster Bay Beach Resort

10/10 Excellent

"The staff at Oyster Pond were excellent and they provided a good range of free entertainment. The daily happy hours at the bar (buy one/get one free) was great. The outdoor pool was refreshing, with lounge chairs and umbrellas always available. The only drawback is the beach, due to the sargassum (seaweed) there is a smell and it has to be raked daily. If you’re content with the pool, it’s a great place to stay, however if the beach is a must for you, consider staying elsewhere on the Caribbean side."

[](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information)

![The Villas at Simpson Bay Resort](//images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg)

### The Villas at Simpson Bay Resort

10/10 Excellent

"Great location very nice accommodations! "

[](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information)

![The Atrium Beach Resort and Spa, an Ascend Collection Resort](//images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/0308f8df_y.jpg)

### The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent

"Kitchen fully equipped. Parking availble. Friendly staff. "

[](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information)

![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg)

### Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent

"We went from August 31 to September 6 of 2025 and it was a lot better than we anticipated. The beaches are beyond gorgeous. This hotel is fun. The food is absolutely delicious. Good vibes all around."

[](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information)

![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg)

### Simpson Bay Resort, Marina & Spa

10/10 Excellent

"The Plus Studio is large and well appointed. Very comfortable bed. I appreciated the accommodation for my limited walking. The resort offers many amenities. Getting to them can be difficult. Roads are small and not in good condition."

[](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information)

![The Morgan Resort Spa Village](//images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg)

### The Morgan Resort Spa Village

10/10 Excellent

"The staff were exceptional and when we had a problem with something it was immediately addressed and resolved."

[](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information)

![Holland House Beach Hotel](//images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg)

### Holland House Beach Hotel

10/10 Excellent

"Friendly and attentive staff. Clean. Balcony view of beach was fantastic."

[](https://expedia.ca/Philipsburg-Hotels-Holland-House-Beach-Hotel.h1160500.Hotel-Information)

## Frequently asked questions

### What are some hotels with pools in Cole Bay?

> [Port de Plaisance Resort, Trademark Collection by Wyndham](https://www.expedia.ca/Cole-Bay-Hotels-Princess-Port-De-Plaisance.h33411163.Hotel-Information): Resort located near Maho Beach. Features 4 restaurants, 2 outdoor pools, and a full-service spa. [Carls Unique Inn](https://www.expedia.ca/Cole-Bay-Hotels-Carls-Unique-Inn.h1680374.Hotel-Information): Resort located near Maho Beach. Features 6 outdoor pools, a children's pool, and a private beach. [Diamond Gem Residence](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Gem-Residence.h89045792.Hotel-Information): Property, 2-minute walk from Maho Beach. Offers 2 outdoor pools, a children's pool, and free water-park access. [Simpson Bay Resort, Marina & Spa](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information): Resort located near Maho Beach. Features a snack bar/deli, an outdoor pool, and free self parking. [Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information): Resort, 2-minute walk from Maho Beach. Offers a full-service spa, an outdoor pool, and free valet parking.

### What is there to see and do in Cole Bay?

> Explore places like Orient Bay Beach while you're in the area. Surround yourself with nature at Indigo Beach and Burgeaux Bay Beach.

### When is the best time to book a hotel with a pool in Cole Bay?

> Taking into account the local weather in Cole Bay is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Cole Bay is 37 inches.