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  1. World
  2. >North America
  3. >United States
  4. >Florida
  5. >Seminole
  6. >Winter Springs

Hotels with Swimming Pool in Winter Springs

200+ HOTELS IN AND AROUND WINTER SPRINGSRanking can be influenced by the commissions we receive.
530 Julie Lane main photo
530 Julie Lane
Vacation Home in Winter Springs FLUS flag
0.0
$
+5
Info
Categories
Pool
Private Pool
Outdoor Pool
Dog Friendly
Parking
19 more hotels nearby!
Suite Cassel main photo
Suite Cassel
1.5 mi from Winter Springs
Vacation Home in Orlando FLUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Accessible
Botanical Tranquility main photo
Botanical Tranquility
2.9 mi from Winter Springs
Apartment in Orlando FLUS flag
8.5
Very Good
$
+3
Info
Categories
Pool
Free Wi-Fi
Parking
Resort style 2+ acres, Lake, pool, Golf House style 2+ acres, Lake, pool, Golf House main photo
Resort style 2+ acres, Lake, pool, Golf House style 2+ acres, Lake, pool, Golf House
3.2 mi from Winter Springs
Vacation Home in Orlando FLUS flag
8.0
Very Good
$
+6
Info
Categories
Pool
Private Pool
Outdoor Pool
Dog Friendly
Parking
Castle Berry main photo
Castle Berry
3.4 mi from Winter Springs
Vacation Home in Orlando FLUS flag
0.0
$
+2
Info
Categories
Pool
Outdoor Pool
Spacious Casselberry House with Backyard Pool main photo
Spacious Casselberry House with Backyard Pool
3.4 mi from Winter Springs
Vacation Home in Orlando FLUS flag
10
Excellent
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Charming Casselberry Golf Community main photo
Charming Casselberry Golf Community
3.4 mi from Winter Springs
Guest House in Orlando FLUS flag
7.3
Good
$
+6
Info
Categories
Pool
Outdoor Pool
Small
Dog Friendly
Pool Access! Dog-Friendly Retreat 16 Mi to Orlando main photo
Pool Access! Dog-Friendly Retreat 16 Mi to Orlando
3.8 mi from Winter Springs
Vacation Home in Orlando FLUS flag
8.8
Excellent
$
+3
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Lakefront Condo with Pool and Views 7 Mi to Orlando! main photo
Lakefront Condo with Pool and Views 7 Mi to Orlando!
3.9 mi from Winter Springs
Apartment in Orlando FLUS flag
0.0
$
+2
Info
Categories
Pool
Outdoor Pool
Paradise in a country setting 1100 sq ft apartment main photo
Paradise in a country setting 1100 sq ft apartment
4.2 mi from Winter Springs
Apartment in Lake Mary FLUS flag
9.3
Excellent
$
+4
Info
Categories
Pool
Private Pool
Outdoor Pool
Parking
16 Mi to Dtwn Orlando Quiet Apt with Pool Access main photo
16 Mi to Dtwn Orlando Quiet Apt with Pool Access
4.2 mi from Winter Springs
Apartment in Lake Mary FLUS flag
0.0
$
+2
Info
Categories
Pool
Outdoor Pool
Poolside Paradise in Winter Park main photo
Poolside Paradise in Winter Park
4.3 mi from Winter Springs
Vacation Home in Orlando FLUS flag
0.0
$
+4
Info
Categories
Pool
Private Pool
Dog Friendly
Adult Only
Winter Park Citrus Escape main photo
Winter Park Citrus Escape
4.3 mi from Winter Springs
Vacation Home in Orlando FLUS flag
0.0
$
+5
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Free Wi-Fi
JamesFreresLLC main photo
JamesFreresLLC
4.3 mi from Winter Springs
Homestay in Orlando FLUS flag
1.0
Rated
$
+3
Info
Categories
Pool
Dog Friendly
Parking
Oviedo Charmer - Heated Pool - Close to everything main photo
Oviedo Charmer - Heated Pool - Close to everything
4.4 mi from Winter Springs
Vacation Home in Orlando FLUS flag
10
Excellent
$
+5
Info
Categories
Pool
Heated Pool
Private Pool
Dog Friendly
Adult Only
Days Inn by Wyndham N Orlando/Casselberry main photo
Days Inn by Wyndham N Orlando/Casselberry
4.9 mi from Winter Springs
Hotel in Orlando FLUS flag
4.8
Rated
From $67
$
+9
Info
Categories
Pool
Outdoor Pool
Honeymoon
Family
One Accord Getaway - 2018 main photo
One Accord Getaway - 2018
4.9 mi from Winter Springs
Apartment in Oviedo FLUS flag
10
Excellent
$
+4
Info
Categories
Pool
Private Pool
Outdoor Pool
Parking
Fern Park House with Pool Private Patio and Fire Pit! main photo
Fern Park House with Pool Private Patio and Fire Pit!
4.9 mi from Winter Springs
Vacation Home in Orlando FLUS flag
7.3
Good
From $155
$
+2
Info
Categories
Pool
Outdoor Pool
One Accord Escape - 227 main photo
One Accord Escape - 227
4.9 mi from Winter Springs
Apartment in Oviedo FLUS flag
0.0
$
+3
Info
Categories
Pool
Private Pool
Parking
One Accord Escape - 125 main photo
One Accord Escape - 125
4.9 mi from Winter Springs
Apartment in Oviedo FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Winter Springs
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