On Our Way Travel Simpson Bay
Simpson Bay
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Simpson Bay

Oct 08 - Oct 09 ·
2 guests

Simpson Bay Vacation Rentals

Simpson Bay
2 guests

Adults:

2

Children:

0

Child’s age:

Over 55 stays assessed to highlight the standout picks

Navigation

1. Blue Sail Apartments

2. Tradewinds Apartments Simpson Bay

3. Studio Sleeps 2 With Free Parking

4. Modern Studio In Pelican With Pool-Walk To Beach, Dining, Entertainment

Cheap Simpson Bay Vacation Rentals

5. Deja-Blue Studio-Pool

6. Pelican Pearl

7. La Sirene

Pet Friendly Vacation Rentals Simpson Bay

8. Charming 3Br Villa W Private Pool In Pelican Key

9. Ocean Front Villa, Pool, Private Ocean Snorkeling

10. Maho Beach 2Br Premier Corner Suite

Best Simpson Bay Vacation Rentals

  • Popular choice
  • Beach access
Hotel Image Hotel Image

Blue Sail Apartments

Zircon Road, 16
2.6 km (1.6 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Jacuzzi
  • Pool with view
8
990 reviews
~ US$81 / night

Blue Sail Apartments

2.6 km (1.6 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Jacuzzi
  • Pool with view

Blue Sail Apartments

8
990 reviews
From US$ 81 / night
  • Best-rated
Hotel Image Hotel Image

Tradewinds Apartments Simpson Bay

23 Simpson Bay Road
2.1 km (1.3 mi) from city center
  • Cookware/ Kitchen utensils
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Pool with view
9.1
167 reviews
~ US$143 / night

Tradewinds Apartments Simpson Bay

2.1 km (1.3 mi) from city center
  • Cookware/ Kitchen utensils
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Pool with view

Tradewinds Apartments Simpson Bay

9.1
167 reviews
From US$ 143 / night
  • Top location
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Studio Sleeps 2 With Free Parking

05 Beachcomber Road
0.2 km (0.1 mi) from city center
60
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Garden area
  • Patio
9
12 reviews
~ US$131 / night

Studio Sleeps 2 With Free Parking

0.2 km (0.1 mi) from city center
60
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Garden area
  • Patio

Studio Sleeps 2 With Free Parking

9
12 reviews
From US$ 131 / night

Cheap Simpson Bay Vacation Rentals

  • Beach access
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Modern Studio In Pelican With Pool-Walk To Beach, Dining, Entertainment

#91 Billy Folly Road , Pelican Rancho Cielo Estates
3.0 km (1.9 mi) from city center
32
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Plunge pool
9.2
13 reviews
~ US$209 / night

Modern Studio In Pelican With Pool-Walk To Beach, Dining, Entertainment

3.0 km (1.9 mi) from city center
32
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Plunge pool

Modern Studio In Pelican With Pool-Walk To Beach, Dining, Entertainment

9.2
13 reviews
From US$ 209 / night
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Deja-Blue Studio-Pool

91 Billy Folly Road
2.9 km (1.8 mi) from city center
35
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Outdoor swimming pool
9.2
6 reviews
~ US$145 / night

Deja-Blue Studio-Pool

2.9 km (1.8 mi) from city center
35
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Outdoor swimming pool

Deja-Blue Studio-Pool

9.2
6 reviews
From US$ 145 / night
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Pelican Pearl

Billy Folly Road
3.1 km (1.9 mi) from city center
30
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Tennis court
  • Outdoor swimming pool
7.9
21 reviews
~ US$99 / night

Pelican Pearl

3.1 km (1.9 mi) from city center
30
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Tennis court
  • Outdoor swimming pool

Pelican Pearl

7.9
21 reviews
From US$ 99 / night

Pet Friendly Vacation Rentals Simpson Bay

  • Private beach
Hotel Image Hotel Image

La Sirene

3 Williams Drive
1.8 km (1.1 mi) from city center
195
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Full body massage
  • Sun terrace
10
1 reviews
~ US$450 / night

La Sirene

1.8 km (1.1 mi) from city center
195
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Full body massage
  • Sun terrace

La Sirene

10
1 reviews
From US$ 450 / night
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Charming 3Br Villa W Private Pool In Pelican Key

Pelican Cove Rd 14
3.1 km (1.9 mi) from city center
158
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Outdoor swimming pool
  • Terrace
  • Garden area
10
1 reviews
~ US$494 / night

Charming 3Br Villa W Private Pool In Pelican Key

3.1 km (1.9 mi) from city center
158
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Outdoor swimming pool
  • Terrace
  • Garden area

Charming 3Br Villa W Private Pool In Pelican Key

10
1 reviews
From US$ 494 / night
  • Private beach
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Ocean Front Villa, Pool, Private Ocean Snorkeling

96 Billy Folly Road
2.9 km (1.8 mi) from city center
120
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Pool with view
9.4
13 reviews
~ US$714 / night

Ocean Front Villa, Pool, Private Ocean Snorkeling

2.9 km (1.8 mi) from city center
120
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Pool with view

Ocean Front Villa, Pool, Private Ocean Snorkeling

9.4
13 reviews
From US$ 714 / night

Simpson Bay Vacation Rentals Oceanfront

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Maho Beach 2Br Premier Corner Suite

Maho Reef Building A
0.4 km (0.3 mi) from city center
158
  • Car park
    Charges may apply
  • Air conditioning
  • Flat-screen TV
10
1 reviews
~ US$1157 / night

Maho Beach 2Br Premier Corner Suite

0.4 km (0.3 mi) from city center
158
  • Car park
    Charges may apply
  • Air conditioning
  • Flat-screen TV

Maho Beach 2Br Premier Corner Suite

10
1 reviews
From US$ 1157 / night
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New* Tropical Modern Townhouse In Sxm

Beacon Hill Road
0.3 km (0.2 mi) from city center
190
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Terrace
8.5
4 reviews
~ US$220 / night

New* Tropical Modern Townhouse In Sxm

0.3 km (0.2 mi) from city center
190
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Terrace

New* Tropical Modern Townhouse In Sxm

8.5
4 reviews
From US$ 220 / night
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Villa Cleavage

Pearl Drive #5
3.0 km (1.9 mi) from city center
51
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Terrace
7.7
18 reviews
~ US$115 / night

Villa Cleavage

3.0 km (1.9 mi) from city center
51
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Terrace

Villa Cleavage

7.7
18 reviews
From US$ 115 / night

Simpson Bay Vacation Rentals with Private Pool

  • Great deal
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Puerta Al Mar

13 Topaz Drive
3.2 km (2.0 mi) from city center
1300
  • Cookware/ Kitchen utensils
  • Free parking
  • Housekeeping
  • Air conditioning
  • Bar/ Lounge area
  • Outdoor swimming pool
10
2 reviews

Puerta Al Mar

3.2 km (2.0 mi) from city center
1300
  • Cookware/ Kitchen utensils
  • Free parking
  • Housekeeping
  • Air conditioning
  • Bar/ Lounge area
  • Outdoor swimming pool

Puerta Al Mar

10
2 reviews
Hotel Image Hotel Image

Escapes At The Emerald

Airport Rd
0.6 km (0.4 mi) from city center
25
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Outdoor swimming pool
  • Terrace
8.2
47 reviews

Escapes At The Emerald

0.6 km (0.4 mi) from city center
25
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Outdoor swimming pool
  • Terrace

Escapes At The Emerald

8.2
47 reviews
  • Beach access
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Cozy Cottage 1 Bedroom With Stunning Views

0 Welfare Road
3.0 km (1.9 mi) from city center
50
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Sun terrace
5.5
2 reviews
~ US$138 / night

Cozy Cottage 1 Bedroom With Stunning Views

3.0 km (1.9 mi) from city center
50
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Sun terrace

Cozy Cottage 1 Bedroom With Stunning Views

5.5
2 reviews
From US$ 138 / night
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Yacht Inn - 2 Bedrooms

68 Welfare Road Puerta Del Sol Mall
2.6 km (1.6 mi) from city center
25
  • Air conditioning
  • Terrace
8
2 reviews

Yacht Inn - 2 Bedrooms

2.6 km (1.6 mi) from city center
25
  • Air conditioning
  • Terrace

Yacht Inn - 2 Bedrooms

8
2 reviews

Are you in a hurry?

Here is a quick list of Vacation Rentals in Simpson Bay, selected based on their rating

Name of hotel Accommodation Rating Price, $
Blue Sail Apartments

8.0 / 10

(990 Reviews)

 From 81$
Tradewinds Apartments Simpson Bay

9.1 / 10

(167 Reviews)

 From 143$
Studio Sleeps 2 With Free Parking

9.0 / 10

(12 Reviews)

 From 131$
Modern Studio In Pelican With Pool-Walk To Beach, Dining, Entertainment

9.2 / 10

(13 Reviews)

 From 209$
Deja-Blue Studio-Pool

9.2 / 10

(6 Reviews)

 From 145$

Location