Top Winter Vacations - Vacation Rentals in Cul de Sac

MEcasaMEnavia Hidden Gems From US $111
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Maison Saint-Pierre3 From US $160
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The Horny Toad Guesthouse From US $361
         

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9.4 (54 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Top of the art penthouse on the beach - 4000 sq. ft of luxury From US $882
         

10.0 (80 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Luxury Places to Stay in Cul de Sac

Over 1503+ Luxury Places to Stay in or Near Cul de Sac
LUXURY COUACH 70 FT YACHT From US $6,333
         

New
Boat Rental
  • Air Conditioner
  • Parking
  • TV
Petite Plage 5 Exclusive Beachfront Villa From US $5,789
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Cul de Sac

Over 1027+ Top-Rated Vacation Rentals with a Pool in or Near Cul de Sac
LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! From US $981
         

10.0 (154 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful beachfront at The Villas On Great Bay From US $382
         

WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT! From US $765
         

10.0 (74 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Cul de Sac

Over 110+ Pet-Friendly Vacation Rentals in or Near Cul de Sac
condostmaarten by the sea -Adults Only- From US $516
         

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9.2 (25 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Ocean - Indulge Yourself in Paradise From US $650
         

10.0 (20 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Condostmaarten appartment right on the sea (Adults Only) From US $437
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Lagoonside Evasion From US $732
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Cul de Sac

Over 513+ Large Vacation Homes & Villas in or Near Cul de Sac
Puerta Al-Mar Villa From US $1,288
         

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New
Villa
  • Parking
  • Pool
  • Balcony/Terrace
Villa Amalia From US $3,515
         

10.0 (8 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Cul de Sac

Over 256+ Wheelchair Accessible Vacation Homes in or Near Cul de Sac
Hilton Vacation Club Royal Palm St Maarten From US $681
         

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9.0 (331 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Dawn Beach Club Resort Sint Maarten From US $730
         

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8.4 (25 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Le Papillon on the beach From US $750
         

10.0 (38 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
JUSMARNA PENTHOUSE Suite From US $288
         

10.0 (33 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Cul de Sac Vacation Rentals and Airbnb Places to Stay Under $200

Over 270+ Cul de Sac Vacation Rentals and Airbnb Places to Stay Under $200
Luxury cozy Apartment From US $89
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Calinago Friendly Family Sxm Home From US $112
         

8.4 (24 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • View
very nice condo full equiped From US $188
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
SECOND HOME Beach Apartment From US $174
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
MEcasaMEnavia Hidden Gems From US $193
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming 1-bedroom apartment with AC and WiFi in gorgeous Philipsburg From US $139
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Cul de Sac

Over 758+ Instantly Bookable Vacation Homes in or Near Cul de Sac
Sint maarten 2 bedroom simpson yatch club From US $332
         

10.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Internet
Villa Tropicale and paella party From US $1,073
         

10.0 (43 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Villa Crystal Clear - Luxury Villa with Private Pool From US $471
         

About Cul de Sac Vacation Rentals

With more than 1512 Cul de Sac vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cul de Sac.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Cul de Sac, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cul de Sac. Places to stay near Cul de Sac are 957.2 ft² on average, with prices averaging $624 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Cul de Sac with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Cul de Sac

Type Count
Holiday Apartments 476
Villas 462
Vacation Homes 170
Hotels with Suites 78
Resorts 56
B&B 6
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Cul de Sac

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cul de Sac.

Weather in Cul de Sac

View the weather forecast for Cul de Sac before booking your Cul de Sac Vacation Rentals to confirm your best time to go.

December - February
High 85°F       Low 69°F
March - May
High 87°F       Low 72°F
June - August
High 89°F       Low 76°F
September - November
High 88°F       Low 73°F

Complexes around Cul de Sac, SX


Cul de Sac Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cul de Sac?
How many vacation rentals are available in Cul de Sac?

Currently, the total number of properties listed in 2026 is over 1512 in the Cul de Sac area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cul de Sac.