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Simpson Bay Beach Vacation Packages

Simpson Bay Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,501, price is now $998 per person
$998
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $2,384, price is now $1,267 per person
$1,267
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $2,558, price is now $1,432 per person
$1,432
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,096, price is now $1,509 per person
$1,509
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,960, price is now $1,425 per person
$1,425
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,752, price is now $1,286 per person
$1,286
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
Price was $1,372, price is now $1,026 per person
$1,026
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $1,694, price is now $1,276 per person
$1,276
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Save 100% on your flight
Price was $2,000, price is now $1,530 per person
$1,530
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,351, price is now $1,038 per person
$1,038
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Price was $1,340, price is now $1,051 per person
$1,051
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,705, price is now $1,338 per person
$1,338
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

3-4 Night Vacations in Simpson Bay Beach

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,501, price is now $998 per person
$998
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,384, price is now $1,267 per person
$1,267
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $2,558, price is now $1,432 per person
$1,432
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,096, price is now $1,509 per person
$1,509
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)

5-7 Night Vacations in Simpson Bay Beach

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,507, price is now $1,205 per person
$1,205
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $4,172, price is now $2,045 per person
$2,045
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $2,189, price is now $1,309 per person
$1,309
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $2,419, price is now $1,660 per person
$1,660
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)

Simpson Bay Beach Last Minute Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Cocovaa

Cocovaa

2.5 out of 5
34 white sands rd Simpson Bay
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Cocovaa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Simpson Bay Resort, Marina & Spa
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd. Lowlands
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
Royal Islander Resort La Plage

Royal Islander Resort La Plage

4 out of 5
1B Rhine Road Lowlands
Book a stay at this beach resort in Lowlands. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Royal Islander Resort La Plage
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

3 out of 5
117 Simpson Bay Road Simpson Bay
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff ...
Mary's Boon Beach Resort & Spa
Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse

4 out of 5
1C Rhine Road Lowlands
Book a stay at this spa hotel in Lowlands. Enjoy free WiFi, a full-service spa, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions ...
Royal Islander Resort La Terrasse
See all 3,569 properties in Simpson Bay Beach
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.

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