Search Vacation Homes in Simpson Bay
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Our top choices for Simpson Bay vacation homes
D426 - Beautiful view of the lagoon with balcony
D426 - Beautiful view of the lagoon with balconySimpson Bay
Caribbean Sea Studio next to The Morgan Resort
Caribbean Sea Studio next to The Morgan ResortMaho, Sint Maarten
8.0 out of 10, Very Good, (1)
$289 nightly
The price is $289
Dec 22 - Dec 23
Total with taxes and fees
Tranquility Townhome – 2BR Near Maho Beach & SXM
Tranquility Townhome – 2BR Near Maho Beach & SXMSimpson Bay
$617 nightly
The price is $644
Dec 22 - Dec 23
Total with taxes and fees
Modern 2BR Villa | Beach Access | Mins to Maho
Modern 2BR Villa | Beach Access | Mins to MahoSimpson Bay
$571 nightly
The price is $597
Jan 14 - Jan 15, 2026
Total with taxes and fees
$397 nightly
The price is $422
Jan 7 - Jan 8, 2026
Total with taxes and fees
Modern 2BR Townhome | Walk to Maho & SXM Planes
Modern 2BR Townhome | Walk to Maho & SXM PlanesSimpson Bay
$767 nightly
The price is $801
Jan 14 - Jan 15, 2026
Total with taxes and fees
Maho Beach 3BR Villa | Huge Terrace & Runway View
Maho Beach 3BR Villa | Huge Terrace & Runway ViewSimpson Bay
$811 nightly
The price is $847
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming 3BR Villa w Private Pool in Pelican Key
Charming 3BR Villa w Private Pool in Pelican KeyPelican Key
$923 nightly
The price is $1,007
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
Top Simpson Bay Hotel Reviews
Simpson Bay Resort, Marina & Spa
10/10 Excellent
Find out more about Simpson Bay
Simpson Bay Vacation Homes information
Number of reviews | 22 |
|---|---|
Accommodation | 33 Vacation Homes |
Lowest Price | $97 |
Highest Price | $1,007 |
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