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Little Bay Vacation Packages

Little Bay 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
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 3.5-star 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
Save 100% on your flight
per person
May 17 - May 21
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this 4-star 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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 14
found 22 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star 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 Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star 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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star 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.
Stunning 2 brm Designer View Condo in Maho

Stunning 2 brm Designer View Condo in Maho

3.5 out of 5
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this 3.5-star apartment in Lower Prince's Quarter. Enjoy free WiFi, free parking, and a garden. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star 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.
Superb 2-bedroom Designer Apartment

Superb 2-bedroom Designer Apartment

4 out of 5
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this 4-star apartment in Lowlands. Enjoy free WiFi, free parking, and a garden. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star 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.
Esmeralda Resort

Esmeralda Resort

4 out of 5
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 3-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

3-4 Night Vacations in Little Bay

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
Save 100% on your flight
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)

5-7 Night Vacations in Little Bay

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
Save 100% on your flight
per person
Jun 11 - Jun 16
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)

Little Bay Last Minute Hotel Deals

Hommage Hotel & Residences
Hommage Hotel & Residences
Route des Terres Basses BP 172, Nettle Bay
Book a stay at this spa hotel in Nettle Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Hommage Hotel & Residences
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4 out of 5
1 Rhine Road, Maho Bay, Lowlands
Stay at this 4-star beach property in Lowlands. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the bar and the helpful staff in our ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
Stay at this 4-star 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
Fourteen at Mullet Bay
Fourteen at Mullet Bay
3.5 out of 5
2 University Drive, Cupecoy, Lowlands
Stay at this 3.5-star beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular ...
Fourteen at Mullet Bay
Garden View Condo in Maho
Garden View Condo in Maho
3.5 out of 5
Lowlands
Stay at this 3.5-star apartment in Lowlands. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Garden View Condo in Maho
Serenity Penthouse - The Pinnacle of Luxury
Serenity Penthouse - The Pinnacle of Luxury
4 out of 5
Lowlands
Stay at this 4-star villa in Lowlands. Enjoy free WiFi, free parking, and balconies. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Serenity Penthouse - The Pinnacle of Luxury
Adonis Cupecoy
Adonis Cupecoy
2.5 out of 5
Jordan Road, Lowlands
Stay at this hotel in Lowlands. Enjoy free WiFi, free parking, and 3 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions Maho ...
Adonis Cupecoy
Sonesta Ocean Point All Inclusive, Adults Only Resort
Sonesta Ocean Point All Inclusive, Adults Only Resort
5 out of 5
1A Rhine Rd., Maho Bay, Lowlands
Stay at this 5-star luxury property in Lowlands. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
See all 3,583 properties in Little Bay
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.