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Wine Country Villas - Vacation Rentals in Sydney Harbour

Finest Luxury Resort-Style VILLA Home!PANORAMIC WATERFRONT PRIVATE LAKE SHORE! From US $349
         

10.0 (2 Reviews)
Villa
Finest Luxury Resort-Style VILLA Home!PANORAMIC WATERFRONT PRIVATE LAKE SHORE!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Sydney Harbour

Over 60+ Luxury Places to Stay in or Near Sydney Harbour
HOME WITH STUNNING VIEWING From US $1,695
         

New
House
HOME WITH STUNNING VIEWING
  • Air Conditioner
  • Pet Friendly
  • Pool

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Lazy River Retreat in northwest Houston From US $966
         

10.0 (13 Reviews)
House
Lazy River Retreat in northwest Houston
  • Air Conditioner
  • Parking
  • Pool

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truly stunning lakefront with immediate access to all the city has to offer. From US $867
         

9.2 (9 Reviews)
House
truly stunning lakefront with immediate access to all the city has to offer.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Big Texas Living - Spacious 5-BD with Pool From US $767
         

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10.0 (1 Review)
House
Big Texas Living - Spacious 5-BD with Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Upscale Cypress Stay Pool Hot Tub EV Sleeps 20 From US $742
         

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New
House
Upscale Cypress Stay Pool Hot Tub EV Sleeps 20
  • Air Conditioner
  • Parking
  • Pet Friendly

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Big Texas Living - Spacious 5-BD with Pool From US $657
         

9.4 (6 Reviews)
House
Big Texas Living - Spacious 5-BD with Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20 From US $577
         

9.4 (16 Reviews)
House
Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20
  • Air Conditioner
  • Parking
  • Pet Friendly

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Gorgeous 5-bedroom country house in Cypress, Houston with Outdoor pool and SPA From US $575
         

9.6 (11 Reviews)
House
Gorgeous 5-bedroom country house in Cypress, Houston with Outdoor pool and SPA
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Sydney Harbour

Over 19+ Top-Rated Vacation Rentals with a Pool in or Near Sydney Harbour
Luxe Home 30 Miles to Houston w/Pool & Grill From US $422
         

9.4 (17 Reviews)
House
Luxe Home 30 Miles to Houston w/Pool & Grill
  • Air Conditioner
  • Parking
  • Pool

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Courtyard by Marriott Houston Northwest/Cypress From US $143
         

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9.2 (85 Reviews)
Hotel
Courtyard by Marriott Houston Northwest/Cypress
  • Air Conditioner
  • Parking
  • Pool

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La Quinta Inn & Suites by Wyndham Houston Cypress From US $112
         

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9.0 (1005 Reviews)
Hotel
La Quinta Inn & Suites by Wyndham Houston Cypress
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  • Parking
  • Pool

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La Quinta by Wyndham Houston Cypress From US $122
         

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8.5 (460 Reviews)
Hotel
La Quinta by Wyndham Houston Cypress
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  • Parking
  • Pet Friendly

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Tru by Hilton Cypress Houston From US $70
         

8.4 (720 Reviews)
Hotel
Tru by Hilton Cypress Houston
  • Air Conditioner
  • Parking
  • Pool

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Tru By Hilton Cypress Houston TX From US $129
         

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8.4 (229 Reviews)
Hotel
Tru By Hilton Cypress Houston TX
  • Air Conditioner
  • Pet Friendly
  • Pool

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Modern Family Lake House, Boat, Hot tub, Shared Pool, Baby Necessities From US $453
         

7.2 (7 Reviews)
House
Modern Family Lake House, Boat, Hot tub, Shared Pool, Baby Necessities
  • Air Conditioner
  • Parking
  • Pool

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Luxe Home 30 Miles to Houston with Pool and Grill From US $538
         

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4.5 (2 Reviews)
House
Luxe Home 30 Miles to Houston with Pool and Grill
  • Parking
  • Pool
  • Accessibility

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Pet-Friendly Vacation Rentals in Sydney Harbour

Over 16+ Pet-Friendly Vacation Rentals in or Near Sydney Harbour
4 bedrms, 3 full bathrms, theater, 4K+ sq ft, Outlet Mall, bar, gameroom From US $287
         

10.0 (21 Reviews)
House
4 bedrms, 3 full bathrms, theater, 4K+ sq ft, Outlet Mall, bar, gameroom
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lit Picnic & Pool, LLC From US $208
         

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New
House
Lit Picnic & Pool, LLC
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Serene 4BR Lux Home w Heated Spa Pool Massage Chair From US $344
         

8.8 (15 Reviews)
House
Serene 4BR Lux Home w Heated Spa Pool Massage Chair
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious 5-bedroom house in charming Cypress - Hot Tub - Game Tables - Office From US $403
         

7.6 (4 Reviews)
House
Spacious 5-bedroom house in charming Cypress - Hot Tub - Game Tables - Office
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious Upscale 5-bedroom house 1 ACRE Pet Friendly in Cypress From US $373
         

New
House
Spacious Upscale 5-bedroom house 1 ACRE Pet Friendly in Cypress
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  • Parking
  • Pet Friendly

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Great, Cozy and Spacious House From US $253
         

New
House
Great, Cozy and Spacious House
  • Air Conditioner
  • Parking
  • Pet Friendly

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King sized bed Driveaway parking Private Backyardn From US $144
         

6.0 (1 Review)
Apartment
King sized bed Driveaway parking Private Backyardn
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lazy River Retreat From US $937
         

10.0 (51 Reviews)
House
Lazy River Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Sydney Harbour

Over 11+ Large Vacation Homes & Villas in or Near Sydney Harbour
Luxury Lakefront Escape Kayaks Boating Fishing Views
New
From US $418
         

New
House
Luxury Lakefront Escape Kayaks Boating Fishing Views
  • Air Conditioner
  • Parking
  • TV

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Bedroom with 3.5-Bathroom near Golf Course! From US $194
         

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9.0 (8 Reviews)
House
Bedroom with 3.5-Bathroom near Golf Course!
  • Air Conditioner
  • Parking
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Bedroom with 3.5-Bathroom near Golf Course! From US $311
         

9.6 (14 Reviews)
House
Bedroom with 3.5-Bathroom near Golf Course!
  • Air Conditioner
  • Parking
  • TV

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Haven: Home away from Home. From US $170
         

4.7 (7 Reviews)
House
Haven: Home away from Home.
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens

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Lakefront Texas Abode w/ Pool Table & Private Dock From US $334
         

4.0 (1 Review)
House
Lakefront Texas Abode w/ Pool Table & Private Dock
  • Air Conditioner
  • Pool
  • TV

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Basketball/Pickleball Court, Pool/Spa, Trampoline, Outdoor Kitchen, 7 Bedroom From US $2,304
         

New
House
Basketball/Pickleball Court, Pool/Spa, Trampoline, Outdoor Kitchen, 7 Bedroom
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Lazy River Retreat in Cypress w/Backyard Oasis! From US $1,269
         

New
House
Lazy River Retreat in Cypress w/Backyard Oasis!
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  • Parking
  • Pool

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Houston Staycation Heated Pool Theater Room Family From US $664
         

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New
House
Houston Staycation Heated Pool Theater Room Family
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Sydney Harbour

Over 1+ Wheelchair Accessible Vacation Homes in or Near Sydney Harbour
Suburban Corporate Housing w/ Dual Offices and Flex Space From US $252
         

5.0 (3 Reviews)
House
Suburban Corporate Housing w/ Dual Offices and Flex Space
  • Wheelchair Accessible
  • Child Friendly

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Sydney Harbour Varoom and Airbnb Places to Stay Under $200

Over 10+ Sydney Harbour Varoom and Airbnb Places to Stay Under $200
Charming cottage in Cypress with lake view ,WiFi, AC and relaxing outdoor patio. From US $79
         

10.0 (10 Reviews)
Cottage
Charming cottage in Cypress with lake view ,WiFi, AC and relaxing outdoor patio.
  • Air Conditioner
  • Parking
  • TV

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Private Cozy Lock Room 1 From US $61
         

6.0 (3 Reviews)
House
Private Cozy Lock Room 1
  • Air Conditioner
  • Parking
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Nicely decorated two story home in great neighborhood From US $146
         

8.6 (20 Reviews)
House
Nicely decorated two story home in great neighborhood
  • Air Conditioner
  • Parking
  • TV

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Private Queen Room Cypress 290, TX From US $70
         

3.0 (4 Reviews)
House
Private Queen Room Cypress 290, TX
  • Air Conditioner
  • Parking
  • View

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Private room and bath in Beautiful home From US $100
         

New
House
Private room and bath in Beautiful home
  • Air Conditioner
  • Pool
  • Security/Safety

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Gerries Place1 - PRIVATE- Unique Cottage- Rescue Llama Ranch - Suburb of Houston From US $107
         

10.0 (56 Reviews)
Cottage
Gerries Place1 - PRIVATE- Unique Cottage- Rescue Llama Ranch - Suburb of Houston
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Cypress Guest House From US $130
         

10.0 (43 Reviews)
House
Charming Cypress Guest House
  • Air Conditioner
  • Parking
  • Pool

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Gerrie's Place2-PRIVATE-Cottage-Rescue Llama Ranch From US $107
         

10.0 (17 Reviews)
Cottage
Gerrie's Place2-PRIVATE-Cottage-Rescue Llama Ranch
  • Air Conditioner
  • Parking
  • Pet Friendly

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Instantly Bookable Vacation Homes in Sydney Harbour

Over 8+ Instantly Bookable Vacation Homes in or Near Sydney Harbour
Unique Restful 3BR @Waterview From US $424
         

8.0 (3 Reviews)
House
Unique Restful 3BR @Waterview
  • Air Conditioner
  • Parking
  • TV

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Clean & Calm 3BR Home Near Houston Premium Outlets From US $276
         

New
House
Clean & Calm 3BR Home Near Houston Premium Outlets
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Family friendly home with king suite, and private office From US $266
         

10.0 (1 Review)
House
Family friendly home with king suite, and private office
  • Air Conditioner
  • Parking
  • TV

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Cypress Fall Home: Fast Wi-Fi - Family Friendly From US $283
         

9.8 (17 Reviews)
House
Cypress Fall Home: Fast Wi-Fi - Family Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Botanical Oasis in Northwest Houston From US $407
         

2.0 (1 Review)
House
Botanical Oasis in Northwest Houston
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Poolside dream house! Golf course in Backyard From US $1,330
         

New
House
Poolside dream house! Golf course in Backyard
  • Pool
  • Private Pool
  • Balcony/Terrace

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Spacious & Elegant 4-Bedroom Home in Gated Community with Top Schools! From US $455
         

New
House
Spacious & Elegant 4-Bedroom Home in Gated Community with Top Schools!
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Sunlit waterfront retreat with patio, fireplace, & kayaks - near golf From US $339
         

New
House
Sunlit waterfront retreat with patio, fireplace, & kayaks - near golf
  • Air Conditioner
  • Parking
  • TV

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About Sydney Harbour Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Winecountryvillas Sydney Harbour, 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 Sydney Harbour. Places to stay near Sydney Harbour with prices averaging $349 a night.

Winecountryvillas makes it easy and safe to find and compare vacation rentals in Sydney Harbour 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 Sydney Harbour

Type Count
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Use these Quick Filters to Find a Vacation Rental in Sydney Harbour

★ Pro Tip: Winecountryvillas makes it easy to compare the best listings on Winecountryvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winecountryvillas 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 Sydney Harbour.

Weather in Sydney Harbour

View the weather forecast for Sydney Harbour before booking your Sydney Harbour Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F