Night Travels - Vacation Rentals in Winter Gardens

El Cajon Home with Wheelchair Access and Big Yard! From US $872
         

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9.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Hampton Inn & Suites El Cajon San Diego From US $153
         

8.6 (755 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Luxe 3BR Retreat Pool & Spa, SoCal Haven From US $596
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views From US $523
         

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

Luxury Places to Stay in Winter Gardens

Over 123+ Luxury Places to Stay in or Near Winter Gardens
Villa Paradiso From US $1,812
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountaintop Estate: Pool-Hot Tub-Theatre-Tiki Bar From US $1,304
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Private Hilltop Estate: Pool, Spa, Bar, Arcade From US $1,296
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Farmhouse Luxury Resort on One Acre From US $869
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Winter Gardens

Over 50+ Top-Rated Vacation Rentals with a Pool in or Near Winter Gardens
Villa Paradiso From US $739
         

9.6 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxe Resort Style Home Stunning 8 Beds with Pool From US $704
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cute Tiny House in Lakeside From US $117
         

8.8 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites El Cajon San Diego From US $164
         

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8.3 (244 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Santee Lodge From US $114
         

7.8 (580 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winter Gardens

Over 48+ Pet-Friendly Vacation Rentals in or Near Winter Gardens
Bird of Paradise Retreat with stunning mountain views From US $97
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Romantic Hillside Retreat at Birdie’s Bungalow From US $215
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern, Updated House In Santee with Wifi, AC, and Yard From US $230
         

Home away from home! From US $280
         

New
House
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Winter Gardens

Over 25+ Large Vacation Homes & Villas in or Near Winter Gardens
Modern Paradise of East County-4BR-Jacuzzi From US $417
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
4BR Modern Hacienda Pool House Retreat + Game Room From US $1,090
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Sunshine Villa: Karaoke, Pool, Spa & Arcades From US $508
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
San Diego Mid Century Modern Oasis/acre/Private From US $970
         

Massive Hillside Estate Heated Pool+Spa Views! From US $782
         

6.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Winter Gardens

Over 6+ Wheelchair Accessible Vacation Homes in or Near Winter Gardens
Clarion Pointe El Cajon San Diego East From US $107
         

5.8 (152 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Vacation Home in El Cajon From US $500
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Clarion Pointe El Cajon San Diego East From US $82
         

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6.6 (941 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Rancho San Diego Inn & Suites From US $267
         

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5.2 (292 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Rancho San Diego Inn & Suites From US $93
         

5.6 (289 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Winter Gardens Varoom and Airbnb Places to Stay Under $200

Over 35+ Winter Gardens Varoom and Airbnb Places to Stay Under $200
Darling Daisy Retro RV Adventure From US $190
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Winter Wonderland at Bettie Blue! From US $128
         

9.8 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Rodeway Inn Santee San Diego East From US $97
         

7.4 (812 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Winter Wonderland at Darling Daisy! From US $167
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Deluxe 1 - Bedroom From US $175
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Home Away From Home From US $89
         

6.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Winter Gardens

Over 33+ Instantly Bookable Vacation Homes in or Near Winter Gardens
Serene House on an Avocado Grove With a View From US $202
         

Serene Lakeside Getaway-Sleeps 8 From US $321
         

9.2 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Glamp Spot: Hiking, mountain biking, surfing From US $119
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Bohemian Poolside Apartment From US $170
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Spectacular Mountain View While Relax In The Spa. From US $419
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Winter Gardens Vacation Rentals

With more than 132 Winter Gardens vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Nighttravels 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 Winter Gardens.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Nighttravels Winter Gardens, 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 Winter Gardens. Places to stay near Winter Gardens are 857.67 ft² on average, with prices averaging $425 a night.

Nighttravels makes it easy and safe to find and compare vacation rentals in Winter Gardens 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 Winter Gardens

Type Count
Vacation Homes 86
Hotels with Suites 19
Holiday Apartments 12
Villas 6
Cottages 2
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Winter Gardens

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

Weather in Winter Gardens

View the weather forecast for Winter Gardens before booking your Winter Gardens 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