Glenbrook Vacations from $229

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Your Glenbrook Vacation

Take all the hassle out of organizing your next break by booking a Glenbrook vacation package. Take in the sounds and sights of this unique neighborhood and enjoy everything it has to offer. Love to take in the sights? Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club are a couple of nearby attractions to swing by during your trip to Glenbrook. Expedia can help turn your dream Glenbrook vacation into reality, no matter your budget or travel plans.

The Latest Glenbrook Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $516, price is now $229 per person
$229
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Room was clean. Microwave only work for 30 seconds before shutting off the breakers. Ice maker was out of order and only one elevator for the whole building that took at least 5 minutes to get from the 3rd floor to the 1st. Beds were comfy.

Reviewed on Dec 2, 2025

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $1,077, price is now $377 per person
$377
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Visited the Florida Black Friday weekend. The proximity to the Florida mall makes it a great location for shopping. This is a huge mall with a large assortment of shops. We were impressed with the cleanliness in the hotel and the mall. Our room was clean and quiet. The bed was very comfortable. Crickets restaurant is in the hotel. They have a good assortment of meal and drink options. The waiters were very accommodating and attentive. The sun shone the afternoon we were there so we enjoyed the beautiful outdoor pool and hot tub. We would definitely stay at the Florida hotel again in the future.

Reviewed on Dec 3, 2025

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was $708, price is now $305 per person
$305
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,549 reviews)
Great customer service.

Reviewed on Dec 1, 2025

WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Price was $826, price is now $364 per person
$364
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (4,017 reviews)
Amazing place. Completely surprised but it was awesome.

Reviewed on Nov 17, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $719, price is now $321 per person
$321
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Everything was great

Reviewed on Dec 2, 2025

Where to stay in Glenbrook

Find the best Glenbrook areas and neighborhoods for the activities you enjoy most. Learn more about Glenbrook
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Lake Sumter Landing

1 out of top 10 points of interest in this area
4.5/5(30 area reviews)

Though Lake Sumter Landing might not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Glenbrook Hotel Deals

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

The Villages FL
9.6/10 Exceptional! (73 reviews)
The house was clean and comfortable. Communication with the owner was excellent. Would stay here again.

Reviewed on Oct 15, 2025

Get rates
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Dec 7 to Dec 8
$70 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (1,738 reviews)
The room was spotless, Free Breakfast was amazing, heated pool!

Reviewed on Dec 1, 2025

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$119 nightly
The price is $127 total per night from Dec 7 to Dec 8
$127 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (1,273 reviews)
Great hotel

Reviewed on Dec 1, 2025

The Waterfront Inn
See all 2,367 properties in Glenbrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover the most popular places to visit in Glenbrook

Glenview Champions Country Club

Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Glenview Champions Country Club

The Villages Market Square

4.5/5(174 reviews)

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Nancy Lopez Legacy Golf & Country Club

Enjoy a round of golf in The Villages at Nancy Lopez Legacy Golf & Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Nancy Lopez Legacy Golf & Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

$55
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.