We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Over 1,000 places

Apartment in Simpson Bay

Heart of Simpsonbay Gastronomy

3 min walk

May 1 – 6

$70 per night

4.82 out of 5 average rating, 113 reviews

Superhost

Apartment in Cole Bay

Royal Palm Hilton Penthouse

3 min walk

Apr 26 – May 1

$459 per night, originally $574

Guest favorite

Apartment in Simpson Bay

Modern / Cozy Studio in the center of Simpson Bay

4 min walk

May 5 – 10

$129 per night

5.0 out of 5 average rating, 13 reviews

Superhost

Apartment in Simpson Bay

Le Petit Paradis - Beachfront 1 Bedroom Apartment

7 min walk

Apr 26 – May 1

$151 per night, originally $175

4.93 out of 5 average rating, 99 reviews

Condo in Cole Bay

Gorgeous 2 Bdrm Ground Floor Beach Access

3 min walk

Apr 21 – 26

$333 per night, originally $416

New place to stay

Guest favorite

Apartment in Simpson Bay

At the Beach: Beachfront Oasis

10 min walk

May 15 – 20

$125 per night, originally $175

5.0 out of 5 average rating, 9 reviews

Guest favorite

Apartment in Simpson Bay

Simpson bay beach, spacious, beautiful views!

7 min walk

May 4 – 9

$221 per night, originally $259

5.0 out of 5 average rating, 105 reviews

Guest favorite

Apartment in Simpson Bay

Unit 8 - Luxury apartment by the sea

6 min walk

Apr 24 – 29

$213 per night

4.96 out of 5 average rating, 82 reviews

Guest favorite

Apartment in Simpson Bay

Ocean's Edge

9 min walk

May 18 – 23

$155 per night

5.0 out of 5 average rating, 27 reviews

Superhost

Condo in Simpson Bay

Hamaka condo, a beachfront retreat on Simpson Bay

7 min walk

Jun 4 – 9

$216 per night

4.97 out of 5 average rating, 34 reviews

Guest favorite

Apartment in Cole Bay

Royal Palm Hilton SXM

3 min walk

May 22 – 27

$247 per night

4.95 out of 5 average rating, 21 reviews

Guest favorite

Apartment in Simpson Bay

Unit 4 - Studio by the sea

6 min walk

Apr 29 – May 4

$146 per night

4.91 out of 5 average rating, 110 reviews

Guest favorite

Apartment in Simpson Bay

The Beach House Apartment

4 min drive

Jul 31 – Aug 5

$233 per night

5.0 out of 5 average rating, 171 reviews

Superhost

Condo in Pelican

SeaLaVie Apartment with Private Pool

10 min walk

Jul 28 – Aug 2

$297 per night

4.88 out of 5 average rating, 33 reviews

Guest favorite

Condo in Simpson Bay

Encanto -2BR beachfront w/pool & gorgeous sunsets!

8 min walk

Jul 11 – 16

$271 per night

5.0 out of 5 average rating, 29 reviews

Guest favorite

Villa in Pelican Key

Villa Sea Forever @ Pelican Key - Paradise Awaits!

3 min drive

May 17 – 22

$131 per night, originally $216

5.0 out of 5 average rating, 16 reviews

Superhost

Condo in Pelican

SeaScapes - 4 Bedroom Penthouse with Private Pool

12 min walk

Apr 21 – 26

$486 per night, originally $607

4.82 out of 5 average rating, 17 reviews

Guest favorite

Condo in Simpson Bay

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

4 min drive

Apr 30 – May 5

$561 per night

5.0 out of 5 average rating, 55 reviews