A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Lesser Antilles Hotel Guide - Hotels with Pool in Lesser Antilles, Caribbean

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Lesser Antilles Hotels with Pool

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Lesser Antilles hotels with a pool

1. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
  • Immerse in poolside paradise with 24-hour swim access and beachfront luxury at this resort.
€170
includes taxes & fees
6 Sept - 7 Sept
Royal Islander Resort La Plage

2. Sea Gate Hotel

Sea Gate Hotel
Isabel II
  • Splash into paradise at this hotel's sun-soaked pool sanctuary with refreshing views and aquatic adventures nearby.
€104
includes taxes & fees
18 Aug - 19 Aug
Sea Gate Hotel

3. Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
  • Dive into aquatic bliss with 3 sparkling pools and a refreshing beach experience.
€196
includes taxes & fees
1 Sept - 2 Sept
Divi Little Bay Beach Resort

4. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
  • Splash into tropical bliss at this beachfront resort with a poolside bar and ocean panoramas.
€123
includes taxes & fees
1 Sept - 2 Sept
Hilton Vacation Club Flamingo Beach St. Maarten

5. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
  • Dive into tropical relaxation at this hotel's poolside oasis, where beach meets bliss.
€130
includes taxes & fees
18 Aug - 19 Aug
Mary's Boon Beach Resort & Spa

6. Old Crow Hotel and Suites

Old Crow Hotel and Suites
Vieques
  • Turquoise waters meet island serenity at this serene pool oasis with Caribbean views.
€98
includes taxes & fees
19 Aug - 20 Aug
Old Crow Hotel and Suites

7. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
  • Splash into aquatic bliss at this beachfront resort with six sun-drenched pools.
€218
includes taxes & fees
9 Sept - 10 Sept
Simpson Bay Resort, Marina & Spa

8. Hommage Hotel & Residences

Hommage Hotel & Residences
Nettle Bay
  • Splash into Caribbean luxury at a beachfront resort with 2 sparkling pools and seaside dining.
€146
includes taxes & fees
18 Aug - 19 Aug
Hommage Hotel & Residences

9. Vieques BioBay Bed and Breakfast

Vieques BioBay Bed and Breakfast
Vieques
€447
includes taxes & fees
18 Aug - 19 Aug
Vieques BioBay Bed and Breakfast

10. Nanny Cay Resort and Marina

Nanny Cay Resort and Marina
Road Town
  • Tropical oasis offers poolside dining, beach activities, outdoor pool, and children's splash zone.
€216
includes taxes & fees
30 Aug - 31 Aug
Nanny Cay Resort and Marina
View all properties

Choose what matters most at hotels with a pool in Lesser Antilles

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Lesser Antilles

Vieques BioBay Bed and Breakfast

Vieques BioBay Bed and Breakfast
Vieques
€447
includes taxes & fees
18 Aug - 19 Aug
Vieques BioBay Bed and Breakfast

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
€218
includes taxes & fees
9 Sept - 10 Sept
Simpson Bay Resort, Marina & Spa

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
€123
includes taxes & fees
1 Sept - 2 Sept
Hilton Vacation Club Flamingo Beach St. Maarten

Blue Horizon Boutique Resort - Adults Only

Blue Horizon Boutique Resort - Adults Only
Esperanza
€155
includes taxes & fees
18 Aug - 19 Aug
Blue Horizon Boutique Resort - Adults Only

The Ocean Inn

The Ocean Inn
English Harbour
€117
includes taxes & fees
18 Aug - 19 Aug
The Ocean Inn

Mafolie Hotel

Mafolie Hotel
St. Thomas
€139
includes taxes & fees
27 Aug - 28 Aug
Mafolie Hotel

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort
East End
€191
includes taxes & fees
18 Aug - 19 Aug
Wyndham Tortola BVI Lambert Beach Resort

Orient Beach Hotel

Orient Beach Hotel
Orient Bay
€203
includes taxes & fees
18 Aug - 19 Aug
Orient Beach Hotel

Hotel La Plantation

Hotel La Plantation
Orient Bay
€143
includes taxes & fees
19 Aug - 20 Aug
Hotel La Plantation

Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
€183
includes taxes & fees
18 Aug - 19 Aug
Oyster Bay Beach Resort
View all properties

4-star hotels with pools in Lesser Antilles

Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
€170
includes taxes & fees
6 Sept - 7 Sept
Royal Islander Resort La Plage

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
€123
includes taxes & fees
1 Sept - 2 Sept
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
€218
includes taxes & fees
9 Sept - 10 Sept
Simpson Bay Resort, Marina & Spa

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
€196
includes taxes & fees
1 Sept - 2 Sept
Divi Little Bay Beach Resort

Hotel La Plantation

Hotel La Plantation
Orient Bay
€143
includes taxes & fees
19 Aug - 20 Aug
Hotel La Plantation

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort
East End
€191
includes taxes & fees
18 Aug - 19 Aug
Wyndham Tortola BVI Lambert Beach Resort

Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton
Basseterre
€137
includes taxes & fees
3 Sept - 4 Sept
Koi Resort Saint Kitts, Curio Collection by Hilton

Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
€183
includes taxes & fees
18 Aug - 19 Aug
Oyster Bay Beach Resort

The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort
Christiansted
€347
includes taxes & fees
1 Sept - 2 Sept
The Buccaneer Beach & Golf Resort

Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
€142
includes taxes & fees
1 Sept - 2 Sept
Royal Islander Resort La Terrasse
View all properties

5-star hotels with pools in Lesser Antilles

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina
Scrub Island
€504
includes taxes & fees
16 Sept - 17 Sept
Scrub Island Resort, Spa & Marina

Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort
Saint Pauls
€369
includes taxes & fees
29 Aug - 30 Aug
Belle Mont Sanctuary Resort

JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
Oyster Pond
€347
includes taxes & fees
21 Aug - 22 Aug
JW Marriott St. Maarten Beach Resort & Spa

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
€600
includes taxes & fees
7 Sept - 8 Sept
The Ritz-Carlton, St. Thomas

Four Seasons Resort - Nevis

Four Seasons Resort - Nevis
Jessups Village
€666
includes taxes & fees
7 Sept - 8 Sept
Four Seasons Resort - Nevis

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort
Lowlands
€658
includes taxes & fees
31 Aug - 1 Sept
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sunset Reef St.Kitts

Sunset Reef St.Kitts
Basseterre
€712
includes taxes & fees
18 Aug - 19 Aug
Sunset Reef St.Kitts

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla
West End Village
€809
includes taxes & fees
18 Aug - 19 Aug
Malliouhana Resort Anguilla

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts
Shoal Bay
€644
includes taxes & fees
18 Aug - 19 Aug
Zemi Beach House, LXR Hotels & Resorts

Park Hyatt St. Kitts

Park Hyatt St. Kitts
Basseterre
€757
includes taxes & fees
18 Aug - 19 Aug
Park Hyatt St. Kitts
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

Top Lesser Antilles Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Love, Love, Love this place. Perfect place to go for a solo or family vacation. We booked this hotel because it was our first family vacation and felt this place offered everything we needed. Safety, comfort and plenty of things on and off the hotel to do. When we arrived we were met with the most beautiful lobby and the warmest welcome. We soon met out favourite shuttle driver who goes by the name of "Kerry". He instantly became family. The way he looked out for us made us feel like one of the locals. We will surely miss his warm smile and friendly demeanor. Overall our stay was a success. If you're thinking of staying here, do it! Not just for it's beauty and safety but because of the warm and welcoming staff and don't forget to ask for Kerry. Just tell him his favourite bajan sisters sent you."
Katrina 10-night trip
Posted 1 hour ago
Simpson Bay Resort, Marina & Spa
Oyster Bay Beach Resort

Oyster Bay Beach Resort

8/10 Good
"This resort is good location to see both Dutch & French side. Must have a rental. The view and infinity pool is the best. Best ocean breeze ever! Sun tanning is nice and hot tub. Helpful to have laundry facilities onsite as I don't like travel back with soil garments. The private and public boats wasn't available although Cap Alan was very pleasant in sharing his schedule. The showers is small but nice kitchen area for quick food and warm up meals. The Verdana market is helpful just no breeze and lots of seaweed. The coffee is 9/10 yet their food 6/10. The breakfast coupons are nice. The last thing no international or local music available for Friday or Saturday (just enough entertainment when you don't want to travel 15-30 mins in the local areas. Parking is tight. There's a sewage marina smell so stay away from the area closets go the market area. We were gifted a bottle of red wine at check in yet check out wasn't so pleasant . I think I would stay again if I Simpson bay was sold out. Or to have access to their 24/7 infinity pool"
Janette M 5-night trip
Posted 2 hours ago
Oyster Bay Beach Resort
The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"The rooms were always immaculate, All staff was always friendly and there to help or assist. Spacious rooms with breathtaking views of palms trees, pool and ocean. Every morning all chairs and pool was cleaned daily. The breakfast was amazing each morning and a wide variety of items on the menu were there to choose from. The pool and DJ with the bar in the water on the pool overlooking the ocean were excellent and all added benefits. We met people from the French side of the island who would come to the Morgan for day passes just to use pool alone. The bar is overlooking the pool and ocean . At night the entire pool is illuminated with soft blue light. Sometimes live music will be playing. Highly recommend for families which was us, couples or singles. Memories were made, looking forward to returning at some point to make some more. Everything is available to all to enjoy you have to go experience it.If seeing is believing stay at the Morgan Hotel you won’t be disappointed!"
Eugene 4-night trip
Posted 3 hours ago
The Morgan Resort Spa Village
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"Room and resort were beautiful. The restaurants and bars were good"
Jennifer P 3-night trip
Posted 5 hours ago
The Westin St. Thomas Beach Resort & Spa
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

8/10 Good
"great location"
Stephen 6-night trip
Posted 8 hours ago
Margaritaville Vacation Club - St. Thomas
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent
"Nice hotel very low key. I really enjoyed the food and relaxation."
Leanore 3-night trip
Posted 8 hours ago
Sonesta Ocean Point All Inclusive, Adults Only Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent
"Clean room great experience"
Elie 3-night trip
Posted 10 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"It was a great stay. Will definitely book there again."
Timarah 3-night trip
Posted 18 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

8/10 Good
"We had a really good time at Divi. The beach and water were stunning. Our 1 bedroom suite room was cleaned daily. The staff was helpful however have to say the service was slow. They need to cater to their customers more especially bar area and when serving food. I also suggest offering drinks at the beach. Overall a nice stay!"
Roena 5-night trip
Posted 21 hours ago
Divi Little Bay Beach Resort