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Search results; Over 1,000 places in Winter Park

Villa in Winter Park
Balfour Villa
Hosted by Aisa & Anthony
22–27 Apr
4.75 out of 5 average rating, 75 reviews
Superhost
Villa in Winter Park
As close as you can stay to Rollins College!
Hosted by a business
19–24 Apr
4.91 out of 5 average rating, 34 reviews
Villa in Winter Park
Charming Winter Park 3 Bedroom Villa with Pool
Hosted by Yuki
21–26 Apr
4.71 out of 5 average rating, 21 reviews
Guest favourite
Villa in Casselberry
Entire house 4 bedrooms 2 bathrooms, Pool & Patio.
Hosted by Cesar
27 May – 1 Jun
4.93 out of 5 average rating, 58 reviews
Guest favourite
Villa in Orlando
At Lakes Upscale Villa/Near to Downtown Orlando
Hosted by Marina
27 Apr – 2 May
4.94 out of 5 average rating, 63 reviews
Superhost
Villa in Altamonte Springs
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Hosted by Davidson
31 May – 5 Jun
4.77 out of 5 average rating, 70 reviews
Superhost
Villa in Orlando
4800 sf 7 Room Lakefront Estate
Hosted by Epic Vacation Rentals
22–27 Apr
4.94 out of 5 average rating, 48 reviews
Guest favourite
Villa in Orlando
Entire Historic Retreat @onceuponasuite Downtown
Hosted by Ricardo
17–22 May
4.91 out of 5 average rating, 46 reviews
Guest favourite
Villa in Altamonte Springs
Sweet & cozy vacation home!
Hosted by Claudia
4–9 May
4.98 out of 5 average rating, 84 reviews
Villa in Sanford
Complete vaca oasis w/ pool, close to everything!
Hosted by Paula
28 Apr – 3 May
4.85 out of 5 average rating, 107 reviews
Superhost
Villa in Orlando
Private Oasis 5 mi to Universal - Heated Pool
Hosted by Eriel
21–26 Apr
4.78 out of 5 average rating, 130 reviews
Villa in Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Hosted by a business
11–16 May
4.5 out of 5 average rating, 8 reviews
Guest favourite
Villa in St. Cloud
With tree house, Surprising Tropical-style resort
Hosted by Broad
28 Apr – 3 May
4.9 out of 5 average rating, 39 reviews
Villa in Oviedo
Luxurious 6 bedroom inc Master Suite w/ Wet Room
Hosted by a business
22–27 Apr
4.8 out of 5 average rating, 10 reviews
Guest favourite
Villa in Kissimmee
7BD with Movie Theater Pool & Jacuzzi near Disney!
Hosted by a business
19–24 May
4.78 out of 5 average rating, 404 reviews
Guest favourite
Villa in Kissimmee
Disney-Themed Home w/ Game Room & Private Hot Tub!
Hosted by Kevin
23–28 Apr
4.99 out of 5 average rating, 153 reviews
Superhost
Villa in Orlando
Luxury: PVT Pool, Game room, PS5 & Summer Kitchen
Hosted by a business
10–15 May
5.0 out of 5 average rating, 5 reviews
Superhost
Villa in Orlando
Luxury: Jacuzzi, Themed Venues, Game room & more
Hosted by a business
21–26 Apr
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