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Over 1,000 places in Winter Springs

Guest favorite

Home in Winter Springs

Just like home-specious 4 bedroom

5 beds

May 7 – 12

$199 per night

4.96 out of 5 average rating, 25 reviews

Guest favorite

Guest suite in Winter Springs

Modern Guest Studio 15 mins from SFB Airport

1 queen bed

May 12 – 17

$65 per night

4.97 out of 5 average rating, 66 reviews

Superhost

Home in Oviedo

Modern Casa-10 minutes from UCF

4 beds

Apr 21 – 26

$113 per night

New place to stay

Superhost

Apartment in Maitland

At Mine | Elegant Double Suite in North Orlando

2 double beds

Apr 21 – 26

$38 per night, originally $71

4.82 out of 5 average rating, 250 reviews

Guest favorite

Home in Casselberry

Spacious 3 BR Home Perfect for Orlando Getaway

1 queen bed

May 12 – 17

$155 per night

5.0 out of 5 average rating, 42 reviews

Home in Casselberry

Stylish and cozy townhome!

Apr 21 – 26

$123 per night

New place to stay

Superhost

Home in Oviedo

Complete Modern House

May 6 – 11

$207 per night

4.85 out of 5 average rating, 13 reviews

Guest favorite

Home in Oviedo

Cozy 3/2, 🧡 Hot Tub, ⭐ Beautiful Lake, 😎 Chill Patio

5 beds

Apr 20 – 25

$109 per night, originally $237

4.94 out of 5 average rating, 67 reviews

Guest favorite

Apartment in Altamonte Springs

Altamonte Oak Tree Haven

2 queen beds

Apr 22 – 27

$69 per night

4.9 out of 5 average rating, 186 reviews

Guest favorite

Home in Longwood

Peaceful retreat family friendly home with parking

5 beds

Apr 21 – 26

$145 per night

4.9 out of 5 average rating, 58 reviews

Guest favorite

Home in Casselberry

Luxurious lakefront home near DT and Winter Park

5 beds

Apr 20 – 25

$234 per night, originally $355

5.0 out of 5 average rating, 14 reviews

Superhost

Home in Oviedo

Pet Friendly!✰ Charming home with big patio!

May 6 – 11

$145 per night, originally $203

4.7 out of 5 average rating, 46 reviews

Guest favorite

Home in Oviedo

3 bedroom Modern pool home,close to UCF&Boombah

6 beds

Jun 10 – 15

$189 per night

4.95 out of 5 average rating, 78 reviews

Guest favorite

Home in Oviedo

Casa Nero 3/2 Eclectic vintage farmhouse near UCF

4 beds

May 5 – 10

$150 per night

4.97 out of 5 average rating, 65 reviews

Superhost

Home in Winter Park

Spacious 4BR + Relaxing Backyard + Family Friendly

5 beds

May 4 – 9

$148 per night

4.75 out of 5 average rating, 92 reviews

Guest favorite

Home in Oviedo

Peaceful & Private Estate Perfect for Large Groups

12 beds

May 5 – 10

$450 per night, originally $650

4.93 out of 5 average rating, 45 reviews

Superhost

Apartment in Oviedo

One Accord Escape - 125

3 beds

Apr 22 – 27

$162 per night, originally $181

5.0 out of 5 average rating, 4 reviews

Guest favorite

Home in Longwood

Pvt Fishing lake home, Pets - Nature, Pool

4 beds

Apr 19 – 24

$180 per night

4.95 out of 5 average rating, 106 reviews