Title: Book the Best Hotels with POOL in Lesser Antilles in 2025 | Expedia.ca

 

[Lesser Antilles Travel Guide](https://expedia.ca/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Vacation Rentals in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[Flights to Lesser Antilles](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Lesser Antilles Car Rentals](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[Lesser Antilles Vacation Packages](https://expedia.ca/Lesser-Antilles.d3000655870.Destination-Travel-Guides)

![Cupecoy showing landscape views and rocky coastline](https://images.trvl-media.com/place/602829/b9be51f5-d54b-4ebb-abb3-000b7df47062.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with a Pool in Lesser Antilles

-   ![](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 Lesser Antilles Hotels with a Pool

Tonight

[Nov 14 - Nov 15](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-11-14&endDate=2025-11-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 15 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-11-15&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Lesser Antilles Hotels with a Pool

![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

(1335)

"great hotel and beach , highly recommend, clean quite "

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

MIRJANA

CA $124

CA $167 total

includes taxes & fees

Dec 10 - Dec 11

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

![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/d9e16d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/cb0df333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Horseback riding](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/438a5d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite | Balcony view](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/070c0873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Gate Hotel

Isabel II

9.4/10

Exceptional

(1002)

"Clean and comfortable, comfortable beds. Nice cool bedroom, great air con!"

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

Patricia Hazel

CA $168

CA $193 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/63ceda74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen, Ocean View](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/5fee1c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchenette, Resort View | Living area](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/fff91158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/681f8121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Vue Boutique Inn

Sandy Ground

8.8/10

Excellent

(189)

"The view we had was absolutely amazing! The location of the hotel was exceptional for visiting all the popular beaches daily! Already planning my return trip. "

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

Siddiqah

CA $244

CA $325 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/South-Hill-Hotels-La-Vue-Boutique-Inn.h8292733.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/a2039b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/fbb5078c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/6909df62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/99dffb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nanny Cay Resort and Marina

Road Town

9.2/10

Wonderful

(21)

"Clean facilities, nice restaurant and bar ocean front, easy and free parking"

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

Jacqueline

CA $287

CA $346 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.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)

![View from property](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/86acfa67.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

(973)

"Everything was perfect!"

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

Rodney

CA $152

CA $183 total

includes taxes & fees

Nov 15 - Nov 16

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

![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/1fb22dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/4a41fdba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/be4701ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/1f23db54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Olga's Fancy

St. Thomas

9.6/10

Exceptional

(1001)

"This is the cutest beach inn! The room was spotless, the owner was incredibly nice, and the view was gorgeous!"

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

Camille

CA $188

CA $221 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/St-Thomas-Hotels-Olgas-Fancy.h14821562.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1500000/1498200/1498124/0f6f0e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Frette Italian sheets, premium bedding](https://images.trvl-media.com/lodging/2000000/1500000/1498200/1498124/9daa2c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Redonda 2 | Extra beds](https://images.trvl-media.com/lodging/2000000/1500000/1498200/1498124/a29b5477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1498200/1498124/c5043e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hix Island House

Vieques

9.6/10

Exceptional

(260)

"Beautiful beyond words "

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

Christopher

CA $185

CA $234 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Vieques-Hotels-Hix-Island-House.h1498124.Hotel-Information)

![Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/2972ded3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/eebf1503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/8de31a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/bb9df96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grapetree Bay Hotel & Villas

Grapetree

8.8/10

Excellent

(159)

"This property is almost to the end of the island on the east end. It is absolutely beautiful and the staff could not be nicer. The food at the restaurant is great and reasonably priced, particularly for a hotel/resort restaurant. The rooms are beautiful, bright and airy. The view is spectacular. We will visit again."

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

Michelle

[](https://www.expedia.ca/Christiansted-Hotels-Grapetree-Bay-Hotel-Villas.h75327770.Hotel-Information)

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b0fc67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Ficus)](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1777842c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b1e64d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, 2 beach bars, poolside bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1861eb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Buccaneer Beach & Golf Resort

Christiansted

9.2/10

Wonderful

(1001)

"Loved it! came here for our honeymoon best spot!"

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

Andrew

CA $354

CA $457 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/250717dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/73a1d30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/c5830c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed, Beach View | View from room](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/b941e4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fountain Anguilla

Shoal Bay

8.8/10

Excellent

(61)

"The staff was very kind and accommodating. Beautiful location and access to the beach."

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

Chadrick

[](https://www.expedia.ca/Shoal-Bay-Hotels-Fountain-Anguilla.h7264614.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=2025-11-28&endDate=2025-11-29&regionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Lesser Antilles Hotel Reviews

![Cocobay Resort - All Inclusive - Adults Only](//images.trvl-media.com/lodging/1000000/900000/892100/892086/a378a9d4_y.jpg)

### Cocobay Resort - All Inclusive - Adults Only

10/10 Excellent

"Amazing beach and views. Great food"

[](https://expedia.ca/Valley-Church-Hotels-Cocobay-Resort-All-Inclusive-Adults-Only.h892086.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

"Awesome "

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

![Carambola Beach Resort St. Croix, US Virgin Islands](//images.trvl-media.com/lodging/1000000/180000/174100/174010/f7297760_y.jpg)

### Carambola Beach Resort St. Croix, US Virgin Islands

10/10 Excellent

"Love it"

[](https://expedia.ca/Kingshill-Hotels-Carambola-Beach-Resort-St-Croix.h174010.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

"Everything was perfect! "

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

![The Westin St. Thomas Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg)

### The Westin St. Thomas Beach Resort & Spa

10/10 Excellent

"Was very prompt and courteous "

[](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information)

![The Ritz-Carlton, St. Thomas](//images.trvl-media.com/lodging/1000000/330000/329500/329494/e194d77e_y.jpg)

### The Ritz-Carlton, St. Thomas

10/10 Excellent

"Amazing resort, white glove service! Beautiful location! "

[](https://expedia.ca/St-Thomas-Hotels-The-Ritz-Carlton.h329494.Hotel-Information)

![Secret Harbour Beach Resort](//images.trvl-media.com/lodging/1000000/10000/900/866/95202a14_y.jpg)

### Secret Harbour Beach Resort

10/10 Excellent

"Beautiful pool, beach, restaurant and accommodations. Staff was friendly and helpful. Would definitely stay again."

[](https://expedia.ca/St-Thomas-Hotels-Secret-Harbour-Beach-Resort.h866.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

"Everyone was so nice and welcoming. It’s very clean and quiet. Very chill vibe i will be back"

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

![Margaritaville Vacation Club - St. Thomas](//images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg)

### Margaritaville Vacation Club - St. Thomas

10/10 Excellent

"Chicken wads Dry"

[](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information)