Discover Your Perfect Whipup Vacation Homes

Best Vacation Homes in Whipup

House
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2 Bedrooms 1 Bath 6 Guests 1680 ft²
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R4,487/Night 7 Nights - R31,410
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House
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like-icon9.7
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests 1291.67 ft²
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R5,636/Night 7 Nights - R39,453
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House
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like-icon10.0
Exceptional
(145 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
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    Balcony/Terrace
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R8,564/Night 7 Nights - R59,953
House
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1 Bedroom 1 Bath 5 Guests
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    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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R2,276/Night 7 Nights - R15,936
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Bed & Breakfast
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like-icon9.1
Exceptional
(195 Reviews)
7 Bedrooms 7 Baths 20 Guests 3758.14 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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R3,162/Night 7 Nights - R22,132
House
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like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 3 Baths 8 Guests
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    Fireplace/Heating
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    Kitchen
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R4,682/Night 7 Nights - R32,778
New
House
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3 Bedrooms 1 Bath 6 Guests 1316 ft²
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R2,887/Night 7 Nights - R20,204
House
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like-icon10.0
Exceptional
(149 Reviews)
5 Bedrooms 3 Baths 12 Guests 2300 ft²
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R4,198/Night 7 Nights - R29,383

Whipup Luxury Rentals

Villa
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10 Bedrooms 11 Baths 56 Guests 7997.59 ft²
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    Hot Tub
  • Spa
    Spa
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R55,891/Night 7 Nights - R391,246
Cabin
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like-icon10.0
Exceptional
(16 Reviews)
9 Bedrooms 9 Baths
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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R38,601/Night 7 Nights - R270,202
House
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13 Bedrooms 14 Baths 50 Guests
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    Spa
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R23,998/Night 7 Nights - R167,978
House
1 Bedroom 4 Baths 14 Guests 4004.17 ft²
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R23,621/Night 7 Nights - R165,342
House
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like-icon9.8
Exceptional
(10 Reviews)
8 Bedrooms 9 Baths 40 Guests 9000 ft²
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    Hot Tub
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R23,422/Night 7 Nights - R163,957
New
House
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6 Bedrooms 4 Baths 24 Guests
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    Fireplace/Heating
  • Internet
    Internet
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R23,323/Night 7 Nights - R163,265
Cabin
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2 Bedrooms 2 Baths 6 Guests 700 ft²
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    Spa
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    Fireplace/Heating
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R16,107/Night 7 Nights - R112,755
House
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like-icon10.0
Exceptional
(22 Reviews)
5 Bedrooms 3 Baths 16 Guests 2400 ft²
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R14,270/Night 7 Nights - R99,884

Whipup Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(131 Reviews)
3 Bedrooms 2 Baths 6 Guests 1935 ft²
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R5,209/Night 7 Nights - R36,470
Cabin
like-icon6.9
Good
(193 Reviews)
38 Bedrooms 6 Baths 20 Guests 355.21 ft²
  • Oceanfront
    Oceanfront
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    Fireplace/Heating
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R956/Night 7 Nights - R6,691
House
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like-icon10.0
Exceptional
(58 Reviews)
2 Bedrooms 2 Baths 6 Guests
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    Fireplace/Heating
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    Balcony/Terrace
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R5,352/Night 7 Nights - R37,475
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House
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2 Bedrooms 2 Baths 8 Guests 1560.77 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R4,005/Night 7 Nights - R28,032
House
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like-icon10.0
Exceptional
(25 Reviews)
3 Bedrooms 2 Baths 6 Guests 1590 ft²
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R2,861/Night 7 Nights - R20,023
Villa
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like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 3 Baths 10 Guests
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R7,756/Night 7 Nights - R54,284
House
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like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 8 Guests
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R3,558/Night 7 Nights - R24,901
House
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 4 Guests
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R9,263/Night 7 Nights - R64,831

Whipup Large Vacation Homes

House
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like-icon10.0
Exceptional
(82 Reviews)
5 Bedrooms 2 Baths 11 Guests 2200 ft²
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R5,542/Night 7 Nights - R38,793
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like-icon9.1
Exceptional
(15 Reviews)
3 Bedrooms 2 Baths 10 Guests 1442.36 ft²
  • Parking
    Parking
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    Internet
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R3,812/Night 7 Nights - R26,681
House
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like-icon10.0
Exceptional
(68 Reviews)
3 Bedrooms 1 Bath 10 Guests 1440 ft²
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    Kitchen
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R3,331/Night 7 Nights - R23,319
House
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like-icon9.0
Exceptional
(217 Reviews)
18 Bedrooms 17 Baths 49 Guests 348.03 ft²
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R3,372/Night 7 Nights - R23,599
House
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like-icon10.0
Exceptional
(47 Reviews)
3 Bedrooms 2 Baths 10 Guests
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    Fireplace/Heating
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    Kitchen
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R3,714/Night 7 Nights - R26,005
House
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like-icon10.0
Exceptional
(24 Reviews)
6 Bedrooms 3 Baths 26 Guests 3100 ft²
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    Hot Tub
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R13,628/Night 7 Nights - R95,401
Villa
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like-icon10.0
Exceptional
(18 Reviews)
3 Bedrooms 3 Baths 6 Guests 1500 ft²
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R5,520/Night 7 Nights - R38,645
House
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like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 10 Guests
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    Fireplace/Heating
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R5,096/Night 7 Nights - R35,662

Why Choose Rent By Owner for your Whipup Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Whipup

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience, so consider planning your stay during the most favorable seasons in this region for a memorable and enjoyable vacation.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm temperatures and long daylight hours, making it ideal for outdoor activities and exploring this destination’s scenic beauty.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers cooler weather and vibrant foliage, creating a picturesque setting that enhances your stay at this destination’s vacation rentals.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The winter season brings colder temperatures, often with snow, providing a peaceful atmosphere perfect for those seeking tranquility away from crowds.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 15°F to 25°F
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Spring (March to May)

In early spring, the area begins to warm up and bloom, offering a quieter time to enjoy the natural beauty without the peak-season crowds.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Whipup

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor space with a backyard patio or deck for relaxing and dining amidst scenic surroundings.
  • Take advantage of outdoor grilling facilities to prepare meals while soaking in the area's natural beauty.
  • Make the most of a spacious yard perfect for outdoor activities, games, or simply unwinding in the fresh air.
  • Benefit from access to hiking trails or nature paths nearby, ideal for exploring the region’s rugged landscape.
  • Utilize outdoor fire pits or fireplaces to gather around and enjoy cozy evenings under the stars.
  • Experience outdoor parking options that make arriving and departing convenient in this destinations' popular area.
  • Some properties may feature private gardens or landscaped areas to enjoy the region’s peaceful environment.
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Family Activities

  • Whipup Community Park: Enjoy a relaxing day outdoors with your family at this local park, featuring picnic areas, playgrounds, and open spaces perfect for playing and unwinding.
  • Wildlife Viewing at the Nearby Nature Reserves: Discover diverse local wildlife by exploring the area's nature reserves, ideal for family-friendly hikes and educational outdoor activities.
  • Family-Friendly Trails: Embark on scenic hikes along well-maintained paths that are suitable for children, offering opportunities to explore the region's natural beauty.
  • Local Cultural Events: Participate in seasonal festivals and community events that showcase the area's rich heritage, providing memorable experiences for the whole family.
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Adult Activities

  • Exploring the local art scene: Discover unique galleries and art installations that showcase the region’s creative spirit, offering an enriching cultural experience right here.
  • Hiking scenic trails: Enjoy breathtaking views and connect with nature on well-maintained trails that wind through the area's beautiful landscape.
  • Visiting historic sites: Step back in time by exploring important landmarks that highlight the region’s rich history and heritage.
  • Sampling regional cuisine: Indulge in authentic dishes at local eateries, giving you a taste of the area's culinary traditions and flavors.

Whipup Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Book your preferred vacation rentals early to secure the best options in this destination’s popular areas.
  • Explore Local Activities: Take advantage of nearby outdoor spots and cultural experiences that showcase the region’s unique charm.
  • Pack Appropriately: Prepare for varying weather conditions by packing versatile clothing suitable for the area’s climate.
  • Connect with Hosts: Communicate with your vacation rental hosts beforehand to get insider tips on making the most of your stay here.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility to explore this area and access remote vacation rentals conveniently.
  • Public Transit: Local bus services provide an affordable and eco-friendly way to navigate here, connecting key points within the region.
  • Taxis and Rideshare Services: Apps like Uber and Lyft are available for quick, reliable transportation to and from your vacation rental in this destination.
  • Car Rentals at Nearby Airports: For longer trips or out-of-town excursions, car rental agencies at nearby airports extend convenient options for exploring the wider region.

Local Customs Options

  • Respect for the Land: Locals here emphasize a deep appreciation for the natural environment, encouraging visitors to leave no trace during your stay.
  • Community Gatherings: Participating in regional festivals and events is a cherished tradition that helps you connect with the area's friendly residents.
  • Western Hospitality: A welcoming attitude and courteous behavior are highly valued and reflect the region’s warm, inviting spirit.
  • Preservation of Heritage: Respecting local history and customs is integral, often expressed through conservation efforts and cultural celebrations here.

Frequently Asked Questions About Whipup?

2. How many vacation rentals have private pools in Whipup?

There are 4 vacation rentals with private pools near Whipup. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Whipup are best for families?

If you are looking for a family-friendly vacation home in Whipup, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Whipup:

4. How many Rentbyowner vacation rentals are available in Whipup?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 203 in the Whipup area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Whipup. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the property owner directly to understand the terms and any potential fees.

6. How do I clarify the amenities included with my booking in this destination?

Amenities are listed on each property page; for additional details or clarifications, reaching out to the host can ensure you understand exactly what is provided during your stay.

7. Are there any house rules I should be aware of when staying in a vacation rental here?

House rules are specified in each listing; reading these details carefully will help ensure a smooth visit and compliance with the property owner’s guidelines.

8. What is the process for checking in and checking out of a rental in this region?

Check-in and check-out procedures are outlined in each property’s description. Contacting the host beforehand can provide you with all necessary instructions to facilitate a seamless arrival and departure.

9. Is there a minimum stay requirement for booking a vacation rental in this area?

Minimum stay requirements depend on the individual property; it’s best to verify this information on the listing or by contacting the owner directly before completing your reservation.

Whipup Top Rated Vacation Rentals

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House
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like-icon9.4
Exceptional
(549 Reviews)
1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R3,960/Night 7 Nights - R27,719
Hotel
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like-icon9.2
Exceptional
(1200 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
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R3,508/Night 7 Nights - R24,555
Hotel
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like-icon9.2
Exceptional
(1004 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R3,178/Night 7 Nights - R22,248
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Hotel
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like-icon9.0
Exceptional
(1007 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
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R2,687/Night 7 Nights - R18,803
Hotel
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like-icon9.0
Exceptional
(1007 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R1,130/Night 7 Nights - R7,910
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Hotel
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like-icon8.8
Fabulous
(1383 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
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R2,927/Night 7 Nights - R20,484
Hotel
like-icon8.7
Fabulous
(299 Reviews)
4 Baths 511.28 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
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R2,785/Night 7 Nights - R19,496
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like-icon8.6
Fabulous
(2874 Reviews)
5 Baths 286.32 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
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R3,426/Night 7 Nights - R23,978