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Simpson Bay Resort, Marina & Spa

Pelican Key

per person

29 Aug - 31 Aug

found 1 day ago

Return direct flight included

Orlando (MCO) to Philipsburg (SXM)

8.8/10 Excellent! (1,144 reviews)

I love the room and paid for the upgrade this time. Walking up and down the hills takes endurance, but it's good excercise. The staff is always friendly. I gave a 4 because I'd like more activities or entertainment. Also, the spa service I booked wasn't available when I was scheduled. A heads-up would have been nice, as I stayed at the resort for the appointment. Lost half a day that could have been an excursion. This was my 2nd stay and I do plan on returning again.

Reviewed on 28 Jun 2025

The Villas at Simpson Bay Resort

per person

29 Aug - 31 Aug

found 1 day ago

Return direct flight included

Orlando (MCO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,182 reviews)

I enjoyed my stay at the resort. Beautiful scenery and great service. Everything was wonderful and I cannot wait to come back. I didn’t want to leave

Reviewed on 27 Jun 2025

Oceans at Divi Little Bay

per person

29 Aug - 31 Aug

found 1 day ago

Return direct flight included

Orlando (MCO) to Philipsburg (SXM)

8.4/10 Very Good! (237 reviews)

Great place to stay. The property is beautiful and well maintained. Staff were very accommodating.

Reviewed on 21 Jun 2025

Tours & day trips

See all 188 activities

Anguilla Getaway Cruise

Free cancellation available

Private & custom tours

See all 49 activities

Two Islands, Twice the Fun

Free cancellation available

Water activities

See all 42 activities

Anguilla Getaway Cruise

Free cancellation available

Shopping & fashion

See all 6 activities

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

Free cancellation available

Wildlife & nature

See all 6 activities

Divi Little Bay Beach Day Package

Free cancellation available

Popular places to visit

Grand Case Beach

3.5/5(3 reviews)

Why not spend a care-free afternoon at Grand Case Beach during your travels in Grand Case? Discover the beautiful sunsets and top-notch restaurants in this walkable area.

Anse Marcel Beach

If a restful holiday is part of your travel plans, Anse Marcel Beach might be the perfect place to visit during your trip to Anse Marcel. While in this romantic area, you can savour the top-notch restaurants.

Happy Bay Beach

5/5(1 review)

If a restful holiday is part of your travel plans, Happy Bay Beach might be the perfect place to visit during your trip to Grand Case. Discover the beautiful sunsets and charming cafes in this romantic area.

Friars' Bay Beach

Why not spend a lazy afternoon at Friars' Bay Beach during your trip to La Savane? While you're in the area, stroll along the beaches.

Friar's Bay

Commune with nature and explore the great outdoors at Friar's Bay during your travels in La Savane. While you're in the area, stroll along the beaches.

Orient Bay Beach

4.5/5(5 reviews)

Nothing says holiday like spending a lazy day at Orient Bay Beach, a popular beach in Orient Bay. Visit the lively bars or top-notch restaurants in this quaint area.