Explore Lakeside Estates Golf Retreats
House
- Orlando
- ·
- Meadow Woods
- 1.58 mi to center
3 Bedrooms
3 Baths
6 Guests
2176 ft²
Private Pool
Parking
Pool
Balcony/Terrace
US $367/Night
7 Nights - US $2,570
Villa
- Orlando
- ·
- Buena Ventura Lakes
- 0.58 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
1410.07 ft²
Oceanfront
Breakfast- Parking
- Pool
US $256/Night
7 Nights - US $1,795
Villa
1 Bedroom
1 Bath
- Pool
Kitchen
Internet
Child Friendly
US $640/Night
7 Nights - US $4,478
House
6.0Good
(3 Reviews)
5 Bedrooms
4 Baths
16 Guests
- Private Pool
Hot Tub- Parking
- Pool
US $396/Night
7 Nights - US $2,774
Villa
- Orlando
- ·
- Historic Downtown Kissimmee
- 0.16 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
12 Guests
2055.91 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $247/Night
7 Nights - US $1,727
New
Cottage
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $150/Night
7 Nights - US $1,050
House
- Orlando
- ·
- Buena Ventura Lakes
- 1.99 mi to center
10.0Exceptional
(67 Reviews)
3 Bedrooms
1 Bath
6 Guests
1600 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $200/Night
7 Nights - US $1,402
House
10.0Exceptional
(53 Reviews)
5 Bedrooms
3 Baths
10 Guests
3500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $252/Night
7 Nights - US $1,766
House
- Orlando
- ·
- Magic Landings
- 0.05 mi to center
10.0Exceptional
(35 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $321/Night
7 Nights - US $2,245
Luxury Places to Stay in Lakeside Estates
Over 515+ Luxury Places to Stay in or Near Lakeside Estates
House
5 Bedrooms
5 Baths
14 Guests
10000 ft²
- Parking
- Pool
Spa
Ocean View
US $3,778/Night
7 Nights - US $26,446
New
House
5 Bedrooms
2 Baths
10 Guests
2497 ft²
- Private Pool
- Pool
- Kitchen
Air Conditioner
US $637/Night
7 Nights - US $4,457
House
- Orlando
- ·
- Historic Downtown Kissimmee
- 0.16 mi to center
9 Bedrooms
6 Baths
28 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $556/Night
7 Nights - US $3,893
House
- Orlando
- ·
- Morgan Point
- 0.07 mi to center
9.4Exceptional
(6 Reviews)
5 Bedrooms
3 Baths
14 Guests
2100 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $536/Night
7 Nights - US $3,750
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
2900 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $490/Night
7 Nights - US $3,428
Villa
6.8Good
(8 Reviews)
4 Bedrooms
3 Baths
10 Guests
1719 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $470/Night
7 Nights - US $3,293
House
9.2Exceptional
(7 Reviews)
5 Bedrooms
4 Baths
12 Guests
3127 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $444/Night
7 Nights - US $3,110
House
- Orlando
- ·
- Quail Ridge
- 0.14 mi to center
4 Bedrooms
2 Baths
10 Guests
2120.49 ft²
- Parking
- Pool
- Spa
View
US $407/Night
7 Nights - US $2,848
House
9.8Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
7 Guests
2082 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $402/Night
7 Nights - US $2,813
Top-Rated Villas with a Pool in Lakeside Estates
Over 296+ Top-Rated Private Villas with a Pool in or Near Lakeside Estates
House
10.0Exceptional
(29 Reviews)
4 Bedrooms
3 Baths
12 Guests
2400 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $308/Night
7 Nights - US $2,158
House
10.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
2620 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $335/Night
7 Nights - US $2,344
House
10.0Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $211/Night
7 Nights - US $1,477
House
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
10 Guests
1600 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $308/Night
7 Nights - US $2,153
House
10.0Exceptional
(5 Reviews)
5 Bedrooms
3 Baths
10 Guests
2827 ft²
- Private Pool
- Parking
- Pool
- Kitchen
US $385/Night
7 Nights - US $2,697
House
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
3460 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,142
House
- Orlando
- ·
- Historic Downtown Kissimmee
- 0.16 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
1600 ft²
- Private Pool
- Parking
- Pool
- Kitchen
US $347/Night
7 Nights - US $2,432
House
- Orlando
- ·
- Stafford Park
- 0.03 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
1841 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $288/Night
7 Nights - US $2,015
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $230/Night
7 Nights - US $1,613
Pet-Friendly Villas in Lakeside Estates
Over 108+ Pet-Friendly Private Villas in or Near Lakeside Estates
House
- Orlando
- ·
- Buena Ventura Lakes
- 2.01 mi to center
9.8Exceptional
(270 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $329/Night
7 Nights - US $2,306
House
8.0Excellent
(1 Review)
4 Bedrooms
4 Baths
10 Guests
1765.28 ft²
EV Charge Station- Parking
- Pool
- Air Conditioner
US $196/Night
7 Nights - US $1,374
House
- Orlando
- ·
- Buena Ventura Lakes
- 0.87 mi to center
9.8Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $259/Night
7 Nights - US $1,811
Apartment
- Orlando
- ·
- Buena Ventura Lakes
- 0.53 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
721.18 ft²
- Parking
- View
- Air Conditioner
- Internet
US $106/Night
7 Nights - US $740
House
- Orlando
- ·
- Buena Ventura Lakes
- 1.46 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $295/Night
7 Nights - US $2,064
House
- Orlando
- ·
- Lakeside Estates
- 0.21 mi to center
9.4Exceptional
(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Spa
US $370/Night
7 Nights - US $2,587
House
- Orlando
- ·
- Stafford Park
- 0.02 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $353/Night
7 Nights - US $2,471
House
9.2Exceptional
(52 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $265/Night
7 Nights - US $1,856
House
- Orlando
- ·
- Buena Ventura Lakes
- 0.66 mi to center
9.2Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $312/Night
7 Nights - US $2,182
Large Private Villas in Lakeside Estates
Over 110+ Large Villas in or Near Lakeside Estates for Groups and Families
House
- Orlando
- ·
- Buena Ventura Lakes
- 2.00 mi to center
9.8Exceptional
(120 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $390/Night
7 Nights - US $2,727
Villa
4 Bedrooms
3 Baths
10 Guests
1722.23 ft²
- Parking
- Pool
- Spa
- Air Conditioner
US $225/Night
7 Nights - US $1,575
Villa
- Orlando
- ·
- Buena Ventura Lakes
- 2.00 mi to center
9.8Exceptional
(79 Reviews)
4 Bedrooms
3 Baths
8 Guests
2600 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $396/Night
7 Nights - US $2,774
House
5 Bedrooms
4 Baths
16 Guests
3455.22 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $279/Night
7 Nights - US $1,953
Villa
- Orlando
- ·
- Buena Ventura Lakes
- 1.05 mi to center
9.6Exceptional
(89 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $162/Night
7 Nights - US $1,137
Villa
- Orlando
- ·
- Lakeside Estates
- 0.40 mi to center
9.6Exceptional
(57 Reviews)
4 Bedrooms
2 Baths
8 Guests
1980 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $216/Night
7 Nights - US $1,511
House
9.6Exceptional
(7 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $320/Night
7 Nights - US $2,239
Villa
- Orlando
- ·
- Historic Downtown Kissimmee
- 0.16 mi to center
9.4Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
8 Guests
1902 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $275/Night
7 Nights - US $1,926
Villa
9.2Exceptional
(274 Reviews)
4 Bedrooms
2 Baths
8 Guests
1950 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $260/Night
7 Nights - US $1,818
Wheelchair Accessible Holiday Homes in Lakeside Estates
Over 5+ Wheelchair Accessible Villas and Holiday Homes in or Near Lakeside Estates
House
- Orlando
- ·
- Saratoga Park
- 0.02 mi to center
5 Bedrooms
6 Baths
10 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $311/Night
7 Nights - US $2,177
Resort
9.0Exceptional
(203 Reviews)
3 Baths
22 Guests
968.75 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $97/Night
7 Nights - US $679
Hotel
6.3Good
(2410 Reviews)
10 Baths
- Oceanfront
- Hot Tub
- Parking
- Pool
US $74/Night
7 Nights - US $518
Hotel
3.8Average
(182 Reviews)
12 Baths
355.21 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $72/Night
7 Nights - US $505
House
- Orlando
- ·
- Buena Ventura Lakes
- 0.89 mi to center
2 Bedrooms
2 Baths
6 Guests
1905.21 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $40/Night
7 Nights - US $280
Lakeside Estates Villas, Airbnb and Holiday Homes Under $200
Over 216+ Lakeside Estates Private Villas, Airbnb and Holiday Homes Under $200
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $150/Night
7 Nights - US $1,048
House
- Orlando
- ·
- Buena Ventura Lakes
- 0.87 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
21.53 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $103/Night
7 Nights - US $721
Apartment
9.0Exceptional
(180 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $154/Night
7 Nights - US $1,076
Apartment
9.8Exceptional
(115 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $143/Night
7 Nights - US $1,003
House
- Orlando
- ·
- Lakeside Estates
- 0.66 mi to center
8.8Fabulous
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1894.45 ft²
- Parking
- Pool
- Spa
- Balcony/Terrace
US $180/Night
7 Nights - US $1,262
RV Rental
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $99/Night
7 Nights - US $696
House
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
450 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $169/Night
7 Nights - US $1,183
House
8.6Fabulous
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
650 ft²
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $168/Night
7 Nights - US $1,178
House
8.0Excellent
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $161/Night
7 Nights - US $1,130
Instantly Bookable Villa Rentals in Lakeside Estates
Over 299+ Instantly Bookable Private Villas in or Near Lakeside Estates
House
- Orlando
- ·
- Morgan Point
- 0.03 mi to center
9.8Exceptional
(98 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $225/Night
7 Nights - US $1,574
House
3 Bedrooms
2 Baths
9 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $256/Night
7 Nights - US $1,794
House
- Orlando
- ·
- Lakeside Estates
- 0.15 mi to center
9.8Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $286/Night
7 Nights - US $2,001
House
- Orlando
- ·
- Buena Ventura Lakes
- 0.78 mi to center
9.8Exceptional
(11 Reviews)
4 Bedrooms
2 Baths
8 Guests
1475 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $363/Night
7 Nights - US $2,539
Apartment
9.6Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1008 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $265/Night
7 Nights - US $1,857
House
9.4Exceptional
(80 Reviews)
4 Bedrooms
2 Baths
8 Guests
2415 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $240/Night
7 Nights - US $1,683
House
- Orlando
- ·
- Buena Ventura Lakes
- 2.04 mi to center
9.4Exceptional
(26 Reviews)
4 Bedrooms
3 Baths
8 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $232/Night
7 Nights - US $1,623
House
- Orlando
- ·
- Buena Ventura Lakes
- 1.76 mi to center
9.4Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $289/Night
7 Nights - US $2,024
House
- Orlando
- ·
- Buena Ventura Lakes
- 2.04 mi to center
9.4Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
8 Guests
2000 ft²
- Private Pool
- Pool
- Kitchen
- Internet
US $266/Night
7 Nights - US $1,859
Book a Last Minute Place to Stay in Lakeside Estates
About Lakeside Estates Vacation Rentals
Explore over 524 golf accommodation rentals in Lakeside Estates. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Lakeside Estates.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Lakeside Estates. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Lakeside Estates offer approximately 901.14 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Lakeside Estates typically ranges around US $242.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Lakeside Estates. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
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Top Golf Accommodation Types in Lakeside Estates
| Type | Count |
|---|---|
| Vacation Homes | 349 |
| Holiday Apartments | 88 |
| Villas | 39 |
| Cottages | 12 |
| Cabin Rentals | 2 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Lakeside Estates
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Lakeside Estates.
Weather in Lakeside Estates, FL
View the weather forecast for Lakeside Estates before booking your Lakeside Estates 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
Frequently Asked Questions About Lakeside Estates?
What are the best golf resorts, luxury villas, and vacation rentals in Lakeside Estates?
Looking for a place to stay in Lakeside Estates? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- W & S - Near USTA, Disney, Lake Nona, Universal Studios And Orlando Int Airport.
- Spacious fully furnished home w heated pool & spa, 25 mins to Disney & Universal
- Magical Family Friendly Pool and Lake House
- Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
- Cozy 3-bedroom in Golf & Gated Community- private pool and firepit
- Smart home near Disney World, Universal Studios, Silver Spurs Arena
- Stunning Lakefront Home with Private Pool & Gameroom
- Peaceful & Lovely 5 bed Pool Home
- Beautiful Tropical Home with Private Heated and Chilled Pool
- Fun‑Filled Family Retreat with Games Room and Pool
How many golf stays with private pools are available in Lakeside Estates?
Find exceptional golf retreats with private pools near Lakeside Estates on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- Luxury Themed Room Villa w/Private Pool & Playground! Gameroom. 🛏🥂pool table
- Mi Casita Near Disney & Universal
- Bella Lago House 6 Bedroom
- Beautiful Lake View Golf Home 2723
What are the top-rated golf retreats in Lakeside Estates for family stays?
Searching for a family-friendly golf retreat in Lakeside Estates? Explore these top-rated options, each loved by families and groups who have stayed in Lakeside Estates:
- Luxury Themed Room Villa w/Private Pool & Playground! Gameroom. 🛏🥂pool table
- Charming Suite: Smart TV, Modern Amenities & Pool Access
- Budget Inn East
How many StayAndPlay golf vacation rentals are available in Lakeside Estates?
StayAndPlay, as of 2026, features over 524 unique golf villas, golf hotels, golf resorts, and more in Lakeside Estates. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 524 stunning properties in Lakeside Estates, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 524 premier golf accommodations in Lakeside Estates. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Morgan Point Golf Rental Cottages and Golf Getaways in Orlando, Florida | 511 |
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