Family-Friendly Vacation Rentals in Guana Bay Beach, Philipsburg: Compare 10+ Sites & Save

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108 Best Family Vacation Rentals in Guana Bay Beach (Starting from $55)

10 bed-rooms luxury BEACH VILLA
10 bed-rooms luxury BEACH VILLA
Villa
Guana Bay, Sint Maarten (Dutch part)
0.3k from Guana Bay Beach center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

9 Bedrooms20 Guests
New to Booking
$2562
Average price / night
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Villa Spinoza- Lux Pool, Garden, Retreat & Beach
Villa Spinoza- Lux Pool, Garden, Retreat & Beach
Apartment
Philipsburg, Sint Maarten (Dutch part)
0.4k from Guana Bay Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$149
Average price / night
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VILLADO LUXURY - sint marteen
VILLADO LUXURY - sint marteen
Villa
Dawn Beach, Sint Maarten (Dutch part)
1.0k from Guana Bay Beach center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

7 Bedrooms14 Guests
New to Booking
$2080
Average price / night
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Affordable 2B and 2B Cottage in Dawn Beach area
Affordable 2B and 2B Cottage in Dawn Beach area
House
Guana Bay Beach, Philipsburg, Sint Maarten
1.0k from Guana Bay Beach center

Internet, Parking, Smoking, Ocean View, Air Conditioner, Pet Friendly, Breakfast

2 Bedrooms4 Guests
New to Booking
$105
Average price / night
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Cozy House with Terrace in Upper Prince's Quarter
Cozy House with Terrace in Upper Prince's Quarter
House
Upper Prince's Quarter, Sint Maarten (Dutch part)
1.1k from Guana Bay Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$266
Average price / night
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Dawn Beach Estate - 3 bedroom Apartment Villa villa
Dawn Beach Estate - 3 bedroom Apartment Villa villa
Villa
Dawn Beach, Sint Maarten (Dutch part)
1.3k from Guana Bay Beach center

Air Conditioner, View, Guest Services, Security/Safety, Internet, Accessibility, Parking

3 Bedrooms6 Guests
New to Booking
$465
Average price / night
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Down Beach Club Luxury
Down Beach Club Luxury
Apartment
Dawn Beach, Sint Maarten (Dutch part)
1.7k from Guana Bay Beach center

Internet, Parking, Hot Tub, Breakfast, Pool, Air Conditioner, Balcony/Terrace

3 Bedrooms10 Guests
New to Booking
$477
Average price / night
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Dawn Beach Club Luxury Apartment
Dawn Beach Club Luxury Apartment
Apartment
Dawn Beach, Sint Maarten (Dutch part)
1.8k from Guana Bay Beach center

Apartments, Luxury, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay

3 Bedrooms6 Guests
New to Booking
$480
Average price / night
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Seaside Apartment - 167 m² - 3 Bedrooms - 8 People
Seaside Apartment - 167 m² - 3 Bedrooms - 8 People
Apartment
Upper Prince's Quarter, Sint Maarten (Dutch part)
1.8k from Guana Bay Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$3240
Average price / night
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Villa Conochi
Villa Conochi
Apartment
Philipsburg, Sint Maarten (Dutch part)
1.8k from Guana Bay Beach center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$110
Average price / night
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Villa Luminara Caribbean Retreat and Beaching
Villa Luminara Caribbean Retreat and Beaching
Villa
Sint Maarten (Dutch part)
2.1k from Guana Bay Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom12 Guests
New to Booking
$1300
Average price / night
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Villa Luminara- Lux Pool, Garden, Retreat & Beach
Villa Luminara- Lux Pool, Garden, Retreat & Beach
Villa
Oyster Pond, Sint Maarten (Dutch part)
2.2k from Guana Bay Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$617
Average price / night
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Sky Blue Residence
Sky Blue Residence
House
Guana Bay Beach, Philipsburg, Sint Maarten
2.2k from Guana Bay Beach center

Transportation/Shuttle, Air Conditioner, Balcony/Terrace, View, Bar, Guest Services, Entertainment

2 Bedrooms4 Guests
9.1

Superb

26 reviews

$55
Average price / night
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Sea-Renity
Sea-Renity
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.3k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

5 Bedrooms10 Guests
8.6

Fabulous

56 reviews

$90
Average price / night
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The Tree House
The Tree House
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.4k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.6

Exceptional

10 reviews

$79
Average price / night
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The Colorful Corner
The Colorful Corner
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.4k from Guana Bay Beach center

Apartments, Accommodations, Parking, Lodgings, Beach, Places to stay, Family

1 Bedroom3 Guests
New to Booking
$94
Average price / night
Check Availability
The Tree House I
The Tree House I
Apartment
Little Bay, Sint Maarten (Dutch part)
2.4k from Guana Bay Beach center

Balcony/Terrace, Guest Services, Parking, Air Conditioner, Pet Friendly, Internet, Security/Safety

1 Bedroom4 Guests
New to Booking
$99
Average price / night
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Villa Fleur De Mer Sint Maarten
Villa Fleur De Mer Sint Maarten
Villa
Upper Princeʼs Quarter, Sint Maarten (Dutch part)
2.4k from Guana Bay Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms4 Guests
8.0

Good

1 reviews

$332
Average price / night
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Lovely 2 Bedroom Apartment in Quiet Neighborhood!
Lovely 2 Bedroom Apartment in Quiet Neighborhood!
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.4k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
8.9

Fabulous

19 reviews

$115
Average price / night
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Cozy Studio Apartment in Quiet Neighborhood!
Cozy Studio Apartment in Quiet Neighborhood!
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.4k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom2 Guests
8.7

Fabulous

22 reviews

$72
Average price / night
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4Bed Condo - Sleeps 8 - Pool Bbq Views Parking
4Bed Condo - Sleeps 8 - Pool Bbq Views Parking
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.5k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Condos

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$382
Average price / night
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Beach front
Beach front
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.5k from Guana Bay Beach center

Internet, Parking, Air Conditioner, Security/Safety, Child Friendly

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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Sand & Sea
Sand & Sea
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.6k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Beach, Places to stay, Family, Self-catering

1 Bedroom3 Guests
8.7

Fabulous

11 reviews

$106
Average price / night
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Panoramic Ocean View Flat-St Maarten
Panoramic Ocean View Flat-St Maarten
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.6k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Beach, Places to stay, Self-catering

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$213
Average price / night
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Beach Retreat on Front Street
Beach Retreat on Front Street
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.6k from Guana Bay Beach center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom5 Guests
New to Booking
$166
Average price / night
Check Availability
The Aquila Villa
The Aquila Villa
Apartment
Guana Bay Beach, Philipsburg, Sint Maarten
2.6k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Family

2 Bedrooms4 Guests
8.0

Good

81 reviews

$87
Average price / night
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The Castle
The Castle
Apartment
Guana Bay Beach, Philipsburg, Sint Maarten
2.6k from Guana Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

7 Bedrooms8 Guests
8.5

Very Good

108 reviews

$109
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Guana Bay Beach.

Where to stay in Guana Bay Beach? Best neighborhoods & areas

Guana Bay Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 108 verified family-friendly vacation rentals in Guana Bay Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Guana Bay Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $55 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Guana Bay Beach offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Guana Bay Beach are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Guana Bay Beach often include amenities such as Child Friendly, Internet, and Security/Safety. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.