Find all hotels by Diamond Resorts in Winter Garden, FL from $71

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Compare rooms and suites by Diamond Resorts in Winter Garden with rates, reviews, and availability. Most hotels are fully refundable.

Balcony view
Cypress Pointe Resort
4.0 star property
9.0 out of 10, Wonderful, (1973)
"Grwat"
The price is $100
$135 total
includes taxes & fees
Jun 3 - Jun 4
Cypress Pointe Resort
Outdoor pool, sun loungers
Parkway International Resort
3.0 star property
9.2 out of 10, Wonderful, (1559)
"Excellent stay and comfortable"
The price is $114
$147 total
includes taxes & fees
May 27 - May 28
Parkway International Resort
Lobby sitting area
Orbit One Vacation Villas
3.0 star property
9.4 out of 10, Exceptional, (1370)
"We sort of stumbled across this property when looking for a multi room suite. Best decision ever. It was super quiet, very clean and was in a great location. Will definitely stay again."
The price is $102
$144 total
includes taxes & fees
May 27 - May 28
Orbit One Vacation Villas
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Outdoor pool, sun loungers
Bryan’s Spanish Cove
3.0 star property
9.2 out of 10, Wonderful, (1001)
"The staff was a little less responsive and we were give a room with not a nice location on the resort even though the resort had available options "
The price is $173
$211 total
includes taxes & fees
Jun 4 - Jun 5
Bryan’s Spanish Cove
Outdoor pool, sun loungers
Barefoot'n Resort
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Our favourite place in Kissimmee. Old town is 1 minute walking distance "
The price is $102
$128 total
includes taxes & fees
May 28 - May 29
Barefoot'n Resort
Outdoor pool
Alhambra Villas
3.0 star property
9.0 out of 10, Wonderful, (682)
"The room was super clean! I love how friendly and helpful the Housekeeping staff was with us, always asking if I needed anything to please let them know. I will come back again thank you! "
The price is $71
$92 total
includes taxes & fees
Jun 3 - Jun 4
Alhambra Villas
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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.

Diamond Resorts Winter Garden Hotel Guide

Some globe-trotters choose hotels based on location, but others book by name. And thanks to Expedia you don’t have to pick. It is why we offer such an expansive range of Diamond Resorts hotels in Winter Garden, Florida. Known for well-appointed rooms and friendly, personalized service, each of the top Diamond Resorts Winter Garden hotels guarantees an unparalleled level of comfort and quality.

You’ll find best-in-class amenities like clean rooms and quiet atmospheres, and some Winter Garden Diamond Resorts locations may even offer extra little benefits and discounts for frequent travelers.

Recent reviews of Winter Garden hotels
Expedia verified reviews

Rosen Inn International

Rosen Inn International

5/5 Excellent
"Great stay for a few days. Close to everything. Great value, nice staff and clean property. I’ve stayed on their properties many times and this is my favorite location. "
A verified traveler stayed at Rosen Inn International
Posted 14 hours ago
Rosen Inn International