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Osteen Rentals

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Price range

Per night

$10 - $500

Osteen Rentals

136 Houses

NEW! Updated Osteen Home w/Dock on St. Johns River

Osteen house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 17 minutes

Price per night from

$175

1 / 24

SunShine Ranch

Osteen farmhouse

8 bedrooms / 4 bathrooms / sleeps 4

Price per night from

$40

1 / 139

Great rentals within 20 miles that match your search

Gorgeous Sanford House w/ Yard - Walk to Downtown!

Sanford apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 55 minutes

Price per night from

$125

1 / 24

Nautical Edgewater Home Close to New Smyrna Beach!

Edgewater house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 17 minutes

Price per night from

$90

1 / 27

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

Maitland house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$200

1 / 18

4BR House Near Shopping & 15 Miles From Orlando

Longwood house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 55 minutes

Price per night from

$140

1 / 24

Doll House

Oak Hill house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$224

1 / 10

Cozy Longwood Home w/Screened-In Porch & Gas Grill

Longwood house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 55 minutes

Price per night from

$140

1 / 27

Splendid 4BR Port Orange House w/Private Pool!

Port Orange house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 42 minutes

Price per night from

$244

1 / 24

Beautiful, Relaxing 4 Bedroom/2Bath House with Private Pool!!

Lake Mary house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 5 minutes

Price per night from

$139

1 / 12

Gorgeous 2BR/2BA Rental - Close to Disney

Longwood house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 54 minutes

Price per night from

$129

1 / 19

2BR BUNGALOW IN SANFORD HISTORIC DISTRICT

Sanford bungalow

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$130

1 / 16

3150ft2 - Room 4 Rent House Share golf course pool

Orlando house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$200

1 / 22

Fern Park House w/Pool - New Patio & Fire Pit!

Fern Park house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 55 minutes

Price per night from

$89

1 / 28

Bedroom for Renting. 4 can sleep.

Orlando house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 30 minutes

Price per night from

$70

1 / 7

NEW! Quaint Deland Studio Cottage - Walk to Town!

DeLand cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 6 minutes

Price per night from

$60

1 / 24

Luxe Quite Relaxing Home by UCF Area

Union Park house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 2 minutes

Price per night from

$75

1 / 14

Swiss- FL, BnB, STUDIO (y) w, kitchen, near Universy/City

DeLand b and b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 33 minutes

Price per night from

$69

1 / 61

Mandy's Waterfront Oak Hill Paradise

New Smyrna Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Price per night from

$125

1 / 8

PRIVATE Waterfront Home * gorgeous POOL * 4 bedrooms * 3 1/2 baths* huge kitchen

New Smyrna Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“We wish we could have stayed longer!” When you're ready to really relax, this home is the perfect place. Conveniently located near great amenities, yet secluded and quiet enough for recharging on your own. We stayed in this house with 4 other couples

Price per night from

$498

1 / 20

MINUTES TO THE OCEAN THE PRESERVE AT TURNBULL BAY GOLF COURSE POOL HOME

New Smyrna Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$185

1 / 28

3 br 2 ba home. private side of the house.

Allandale house

3 bedrooms / 1 bathroom / sleeps 3

Price per night from

$75

1 / 6

Swiss-Floridian BnB, (u.r) with breakfast near University and Downtown

DeLand b and b

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 33 minutes

Price per night from

$69

1 / 57

Two bedrooms for renting.

Orlando apartment

1 bedroom / 1 bathroom / sleeps 7

Responds fast! avg. 2 hours 30 minutes

Price per night from

$130

1 / 7

NEW! Lakefront Florida Home 10 Miles from Orlando!

Fern Park house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 17 minutes

Price per night from

$115

1 / 31

Ponderosa House

Oak Hill bungalow

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$125

1 / 4

Sugarmill Country Club 7th Hole White - Remodeled 3/2.5

New Smyrna Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$128

1 / 22

Kate's Places / Ming - Golf & Lake Home near Beach

New Smyrna Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$73

1 / 26

Kate's Places/ Jasmine - Golfer's Dream Near Beach

New Smyrna Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$75

1 / 26

SPRING!! Kate's Places - LUXURY RIVERSIDE VILLA-BOAT DOCK 2b/2b NEW RENOVATION

New Smyrna Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$75

1 / 39

NEW! Comfortable Lake Mary Apt w/Shared Pool+Lanai

Lake Mary apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 17 minutes

Price per night from

$85

1 / 30

19 Old Feger - New Smyrna Marina

New Smyrna Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$506

1 / 23

NEW! Artsy Longwood Condo near Cranes Roost Park!

Longwood condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 21 minutes

Price per night from

$95

1 / 22

UCF - European Art Gallery

Alafaya house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$125

1 / 20

"LUCY'S DREAM" ADORABLE RENOVATED BUNGALOW MINUTES TO CANAL STREET

New Smyrna Beach house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$125

1 / 30

NEW! Lavish Sanford Apt. w/Gourmet Kitchen & Patio

Sanford apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 28 minutes

Price per night from

$99

1 / 27

Beautiful 3 Bedrom House In Orange City

Orange City house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$450

1 / 7

New Smyrna Beach Hideaway Villa

New Smyrna Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$135

1 / 4
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