%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Display total before taxes

Search results; Over 1,000 places in Winter Park

Guest favorite
Home in Winter Park
Cozy Winter Park Home
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 26 reviews
Guesthouse in Winter Park
Cozy guest house close to Downtown Orlando
2 beds
May 29 – Jun 3
4.85 out of 5 average rating, 106 reviews
Guest favorite
Home in Winter Park
Charming Retreat In Winter Park
4 beds
Apr 21 – 26
4.94 out of 5 average rating, 18 reviews
Superhost
Home in Winter Park
𝕊𝕝𝕖𝕖𝕡𝕤 𝟠| 𝕎𝕚𝕟𝕥𝕖𝕣 ℙ𝕒𝕣𝕜|ᴏʀʟᴀɴᴅᴏ
4 beds
Apr 1 – 6
4.89 out of 5 average rating, 63 reviews
Guest favorite
Home in Winter Park
Guest Suite in Winter Park/Orlando
1 queen bed
Apr 13 – 18
4.9 out of 5 average rating, 122 reviews
Guest favorite
Home in Maitland
The Butterfly Bungalow near Park Ave
2 beds
Apr 7 – 12
4.96 out of 5 average rating, 112 reviews
Superhost
Condo in Winter Park
Lovely Winter Park Home close to Hospitals !
2 beds
Apr 26 – May 1
4.8 out of 5 average rating, 55 reviews
Superhost
Apartment in Maitland
At Mine | King Suite In North Orlando
1 king bed
Apr 1 – 6
4.79 out of 5 average rating, 94 reviews
Apartment in Winter Park
COZY! Apt in Winter Park - Upper
1 bed
Apr 1 – 6
4.66 out of 5 average rating, 29 reviews
Villa in Winter Park
Balfour Villa
Apr 22 – 27
4.75 out of 5 average rating, 73 reviews
Guest favorite
Apartment in Winter Park
Get a Little Glam in a Retro Palm Beach-Style Boudoir
1 queen bed
Apr 21 – 26
4.95 out of 5 average rating, 280 reviews
Superhost
Guest suite in Maitland
Eulalia Quarter by Winter Park
1 bed
Apr 1 – 6
New place to stay
Guest favorite
Apartment in Winter Park
The Lake House
2 beds
Apr 28 – May 3
4.89 out of 5 average rating, 28 reviews
Guest favorite
Bungalow in Winter Park
Cozy 2/2 Bungalow - Downtown Winterpark/Orlando
2 queen beds
Apr 14 – 19
4.98 out of 5 average rating, 224 reviews
Superhost
Guest suite in Orlando
The Carriage House @ Oasis in Orlando
1 queen bed
Apr 1 – 6
4.87 out of 5 average rating, 39 reviews
Superhost
Townhouse in Orlando
Brand new Townhome, House of Peace.
3 beds
Apr 20 – 25
4.81 out of 5 average rating, 37 reviews
Guest favorite
Guest suite in Orlando
Private guest suite - Studio Retreat
2 beds
Apr 8 – 13
4.86 out of 5 average rating, 92 reviews
Condo in Winter Park
2 bedr condo close to Winter Park, UCF, Full Sail
4 beds
Apr 8 – 13
4.69 out of 5 average rating, 107 reviews