Discover Your Perfect Lady Lake Vacation Homes

Best Vacation Homes in Lady Lake

House
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like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 5 Guests 1352 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,733/Night 7 Nights - R19,133
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House
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like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1474.66 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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R4,779/Night 7 Nights - R33,454
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Cottage
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R3,889/Night 7 Nights - R27,225
Cottage
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R3,242/Night 7 Nights - R22,693
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House
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 10 Guests 1528.48 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
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R2,767/Night 7 Nights - R19,364
House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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R3,021/Night 7 Nights - R21,144
House
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like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests 2065 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R3,286/Night 7 Nights - R23,006
House
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like-icon8.8
Fabulous
(5 Reviews)
2 Bedrooms 2 Baths 4 Guests 1383 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,195/Night 7 Nights - R15,359

Lady Lake Luxury Rentals

House
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3 Bedrooms 2 Baths 6 Guests 2754 ft²
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    Fireplace/Heating
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    Pool
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R11,841/Night 7 Nights - R82,893
House
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like-icon10.0
Exceptional
(65 Reviews)
5 Bedrooms 3 Baths 16 Guests 3700 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R9,671/Night 7 Nights - R67,699
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House
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3 Bedrooms 2 Baths 6 Guests 1980.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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R5,860/Night 7 Nights - R41,018
House
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like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R5,338/Night 7 Nights - R37,360
House
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like-icon9.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 6 Guests 1980 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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R4,907/Night 7 Nights - R34,344
Resort
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like-icon8.8
Fabulous
(18 Reviews)
52 Baths 142 Guests 905.58 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
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R4,268/Night 7 Nights - R29,878
House
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like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 6 Guests 1477 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R4,180/Night 7 Nights - R29,268
House
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2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R4,089/Night 7 Nights - R28,625

Lady Lake Pet Friendly Vacation Rentals

House
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like-icon8.0
Excellent
(12 Reviews)
2 Bedrooms 2 Baths 6 Guests 1279 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,112/Night 7 Nights - R21,786
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House
2 Bedrooms 2 Baths 4 Guests 2066.67 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R3,501/Night 7 Nights - R24,505
New
Cottage
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2 Bedrooms 1 Bath 4 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,390/Night 7 Nights - R16,727
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Hotel
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like-icon8.4
Excellent
(192 Reviews)
1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R2,192/Night 7 Nights - R15,343
House
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like-icon9.8
Exceptional
(21 Reviews)
3 Bedrooms 2 Baths 11 Guests 1527 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R3,129/Night 7 Nights - R21,902
Villa
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 1355 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,338/Night 7 Nights - R23,368
House
Map-icon
like-icon9.8
Exceptional
(35 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R1,436/Night 7 Nights - R10,053
House
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 8 Guests 1160 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,493/Night 7 Nights - R17,452

Lady Lake Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
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R2,431/Night 7 Nights - R17,024
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Villa
3 Bedrooms 2 Baths 6 Guests 1603.82 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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R3,974/Night 7 Nights - R27,818
Villa
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R2,498/Night 7 Nights - R17,485
Villa
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like-icon9.6
Exceptional
(21 Reviews)
3 Bedrooms 2 Baths 6 Guests 1608 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,995/Night 7 Nights - R20,962
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Villa
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1085 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,643/Night 7 Nights - R18,490
Villa
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2 Bedrooms 2 Baths 4 Guests 1094 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R3,184/Night 7 Nights - R22,297
Villa
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2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,719/Night 7 Nights - R19,034
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 5 Baths 16 Guests 4758 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R7,627/Night 7 Nights - R53,394

Why Choose Rent By Owner for your Lady Lake 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 Lady Lake

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you enjoy your stay at this destination’s best, as the region offers different experiences depending on the season and weather patterns.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season as visitors escape colder climates for the area's mild and inviting weather, making it an ideal time to book lodgings in the region.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Springtime attracts many travelers seeking pleasant temperatures and blooming scenery, leading to higher demand for vacation rentals in the area during this vibrant season.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to see fewer visitors due to increased heat and humidity, providing a quieter environment for booking affordable vacation rentals in the region.

Average Temperature Daytime: 90°F - Nighttime: 70°F
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Fall (September to November)

Autumn offers cooler weather and less crowded accommodations, making it a great time to explore the area at a relaxed pace with available vacation rentals at competitive rates.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Weekly Weather Forecast for Lady Lake

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 swimming pool to relax and unwind outdoors.
  • Take advantage of spacious patios or decks for outdoor dining and entertainment.
  • Make the most of lush, landscaped gardens that provide a serene setting.
  • Utilize outdoor grilling areas to prepare delicious meals with family and friends.
  • Relax in a cozy outdoor seating area to enjoy the pleasant weather.
  • Benefit from access to a shared community golf course nearby for recreational play.
  • Discover outdoor sports courts such as tennis or pickleball to stay active during your stay.
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Family Activities

  • Lake County Sports Complex: Enjoy a fun-filled day of sports and outdoor activities suitable for the whole family at this active hub in the area.
  • Village of Lady Lake Community Park: Relax and have a picnic or let the kids play on the playgrounds in this scenic park nestled within the region.
  • The Villages Polo & Country Club: Experience exciting polo matches and other outdoor sporting events that bring visitors together in this renowned destination.
  • Lake Sumter Landing Market Square: Explore local shops, enjoy live entertainment, and indulge in delicious meals at this vibrant town square ideal for family outings.
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Adult Activities

  • Golfing at Lady Lake Golf Courses: Enjoy a round of golf on scenic courses that showcase the region’s lush landscapes and provide a relaxing experience for enthusiasts of all skill levels.
  • Exploring nearby State Parks: Discover the natural beauty of local parks with scenic trails and tranquil lakes, perfect for outdoor activities and enjoying the area's serene environment.
  • Fishing Adventures: Cast your line in accessible lakes and waterways around here, offering excellent opportunities to indulge in freshwater fishing in a peaceful setting.
  • Shopping and Dining in Lady Lake: Experience the charm of local boutiques, eateries, and cafes, allowing you to enjoy authentic regional flavors and unique shopping experiences.

Lady Lake Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Explore local golf courses, lakes, and parks to maximize your outdoor adventures while staying close to your vacation rental in the area.
  • Choose a Centrally Located Property: Select a rental that offers easy access to popular attractions and amenities to make the most of your time here.
  • Discover Local Dining Options: Take advantage of nearby restaurants and eateries to enjoy authentic regional cuisine during your stay.
  • Utilize Local Transportation: Use available transport services or consider renting a vehicle to navigate the region efficiently and comfortably.

Transportation Options

  • Lady Lake Transit Service: Offers convenient local transportation options for exploring this charming area and accessing nearby attractions.
  • Orlando International Airport (MCO): Provides major domestic and international flights, connecting you easily to the region and beyond during your stay.
  • Rental Car Services: Available at the airport and in town, allowing you the flexibility to explore the area's scenic spots and hidden gems at your own pace.
  • Taxi and Rideshare Services: Reliable transportation options like taxis and ridesharing apps are readily accessible for quick trips within this destination.

Local Customs Options

  • Southern Hospitality: Welcoming guests with warm smiles and friendly interactions, reflecting the region's reputation for Southern charm.
  • Respect for community norms and courteous behavior are highly valued when engaging with locals here in the area.
  • Golf Course Traditions: Participating in or observing local golf etiquette is common, given the area's popularity for outdoor leisure activities.
  • Community Events: Attending neighborhood gatherings and local festivals provides insight into the area's rich cultural customs and traditions.

Frequently Asked Questions About Lady Lake?

2. How many vacation rentals have private pools in Lady Lake?

3. Which vacation homes in Lady Lake are best for families?

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

4. How many Rentbyowner vacation rentals are available in Lady Lake?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 123 in the Lady Lake 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 Lady Lake. 

5. What is the cancellation policy for vacation rentals in Lady Lake, Florida?

Cancellation policies vary depending on the specific property listing. It is recommended to review the terms directly on the listing or contact the property owner to understand the cancellation window and any applicable fees before completing your booking.

6. How do I ensure my stay in Lady Lake vacation rentals meets my needs?

To make sure the property suits your requirements, read the detailed description, amenities list, and reviews on the listing. You can also reach out directly to the host for clarification or special requests prior to booking.

7. Are there any minimum stay requirements for vacation rentals in this area?

Minimum stay requirements differ by property and season. Check the specific listing details or contact the owner to confirm the length of stay needed for your travel dates.

8. What should I know about check-in and check-out times for vacation rentals in Lady Lake?

Check-in and check-out times vary between properties. These details are typically specified in the listing or communicated by the owner; be sure to review them before confirming your reservation.

9. Is there a secure process for making payments when booking in Lady Lake?

Payments are handled through a secure platform that ensures your financial information is protected. For additional assurance, verify the payment methods accepted and confirm that all transactions occur through verified channels.

Lady Lake Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(68 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R1,514/Night 7 Nights - R10,596
House
Map-icon
like-icon10.0
Exceptional
(58 Reviews)
3 Bedrooms 2 Baths 6 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,327/Night 7 Nights - R16,298
House
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
2 Bedrooms 2 Baths 4 Guests 1060 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R1,427/Night 7 Nights - R9,987
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 4 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R2,488/Night 7 Nights - R17,419
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 6 Guests 1650 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R2,249/Night 7 Nights - R15,755
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 3 Baths 6 Guests 1650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R3,038/Night 7 Nights - R21,259
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 6 Guests 1651 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,930/Night 7 Nights - R20,501
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,919/Night 7 Nights - R20,435