Osteen Vacation Rentals, Houses & More


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Areas near Osteen

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SunShine Ranch

  • 8
  • 4
  • 1 night min

$35

Details

Great rentals within 30 miles that match your search

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1 / 5

Pleasant Point River Retreat

  • 1
  • 3
  • 2 nights min

$159

Details

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1 / 27

Ninovan on the Shore, A river retreat with history

  • 4
  • 13
  • 3 nights min

$285

Details

1 / 25

Deltona Private Oasis Awaits! ONLY 30MIN T0 DAYTONA, 45MIN TO DISNEY & UNIVERSAL

  • 4
  • 8
  • 2 nights min

$145

Details

1
1 / 16

2BR BUNGALOW IN SANFORD HISTORIC DISTRICT

  • 2
  • 4
  • 3 nights min

$130

Details

1 / 30

New! Elegant Sanford Studio Minutes from Downtown!

  • 2
  • 3 nights min

$96

Details

1 / 30

New!'Live Oak Cottage' 2BR Sanford Apt w/Courtyard

  • 2
  • 3
  • 3 nights min

$105

Details

1 / 18

Beautiful Country Home, Vacation Destination

  • 3
  • 8
  • 1 night min

$200

Details

1 / 24

Three-Bedroom Two Bath Lake View House at Gator's Nest

  • 3
  • 6
  • 3 nights min

$175

Details

1 / 11

The Bedford House

  • 4
  • 8
  • 3 nights min

$200

Details

1
1 / 19

Floating Bungalow

  • 1
  • 4
  • 3 nights min

$159

Details

1
1 / 25

Three-Bedroom Two Bath Lake Jesup Home at Gator Den

  • 3
  • 6
  • 3 nights min

$175

Details

1 / 26

Two-Bedroom Gator Cottage

  • 2
  • 4
  • 3 nights min

$100

Details

1 / 66

Five-Bedroom House at Gator Palace

  • 5
  • 12
  • 3 nights min

$375

Details

1 / 21

3150ft2 - Room 4 Rent House Share golf course pool

  • 3
  • 6
  • 7 nights min

$114

Details

1 / 22

702 Ocean Avenue Charmer one block to the beach

  • 2
  • 5
  • 30 nights min

$125

Details

1 / 24

NEW! Sleek 4BR Lake Mary House w/Private Backyard

  • 4
  • 8
  • Min stay varies

$149

Details

1 / 5

Affordable Florida Vacation Cozy One Bedroom RV

  • 1
  • 2
  • 1 night min

$50

Details

1 / 7

Beautiful 3 Bedrom House In Orange City

  • 3
  • 8
  • 7 nights min

$450

Details

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Master Suite w/Private entrance and Pool

  • 1
  • 1
  • 1 night min

$45

Details

1 / 14

Eagles Nest - North of Orlando

  • 5
  • 10
  • Min stay varies

$140

Details

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Bird Nest Retreat

  • 4
  • 6
  • 7 nights min

$172

Details

1 / 39

Reunion Resort - Pool Home 10BD PH/ 10 BA - Sleeps 20

  • 10
  • 20
  • Min stay varies

$634

Details

1 / 11

Storey Lake - 4819 Brier Rose Lane ~ RA73639

  • 4
  • 8
  • Min stay varies

$125

Details

1 / 12

Lakefront Vacation Home Rental - DeLand, Florida

  • 5
  • 10
  • 3 nights min

$250

Details

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Hammock House on the Wekiva River

  • 4
  • 10
  • 2 nights min

$250

Details

1 / 41

Storey Lake Resort - 4BD/3BA Townhouse - Sleeps 8 - Gold

  • 4
  • 8
  • Min stay varies

$127

Details

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1 / 23

Large, lovely, renovated 1913 home on main block

  • 5
  • 8
  • 2 nights min

$200

Details

1 / 19

Gorgeous 2BR/2BA Rental - Close to Disney

  • 2
  • 5
  • 2 nights min

$129

Details

2
1 / 10

3 BD Furnished Quaint Altamonte / North Orlando

  • 3
  • 6
  • 5 nights min

$100

Details

1 / 14

Edgewater 3/2 Vacation Rental

  • 3
  • 6
  • 7 nights min

$108

Details

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Splendid 4BR Port Orange House w/Private Pool in Upscale Gated Community - 10

  • 4
  • 6
  • 3 nights min

$245

Details

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Rustic lakefront cabin for boating and relaxing

  • 1
  • 4
  • 2 nights min

$85

Details

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1 / 28

The Cottage at Oviedo

  • 1
  • 4
  • 1 night min

$125

Details

1 / 18

Warm and Inviting. Ideally located, 3BR/2BA Home

  • 3
  • 8
  • 4 nights min

$200

Details

1 / 24

2037Corn - Spruce Creek FlyIn ~ RA132456

  • 2
  • 6
  • 28 nights min

$90

Details

1 / 19

2037Corn - Spruce Creek FlyIn

  • 2
  • 6
  • 28 nights min

$74

Details

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