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Longwood Rentals

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1,290 Houses

Eagles Nest - North of Orlando

Longwood house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$178

Quiet Home Near Shopping & 15 Miles From Orlando!

Longwood house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 7 minutes

Price per night from

$166

Gorgeous 2BR/2BA Rental - Close to Disney

Longwood house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 46 minutes

Price per night from

$149

Family Home w/ Pool - 6.5 Miles to Wekiva Island!

Longwood house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 7 minutes

Price per night from

$161

Storey Lake - 4819 Brier Rose Lane

Longwood house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$217

Guest Suite w/ Pool, Walk to Seminole Wekiva Trail

Longwood studio

Studio / 1 bathroom / sleeps 3

Responds fast! avg. 5 minutes

Price per night from

$84

New! Luxurious 4 BD/2.5 BA w/hot tub on covered deck, game room w/pool table

Longwood house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$373

Great rentals within 20 miles that match your search

VISTA CAY. New!POOLSIDE ESCAPE NEAR ALL PARKS, ATTRACTIONS & INTERNATIONAL DRIVE

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 31 minutes

Price per night from

$284

Luxurious

Orlando apartment

3 bedrooms / 4 bathrooms / sleeps 8

“Absolutly Wonderful!” Best value, best decor, most room for the $ Would have had to pay 3x more for a resort suite of the same size!

Price per night from

$160

The WHITE HOUSE 25 min from Disney

Zellwood house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$225

139 - Luxury 2 Masterbed/bath Unit with Garden View - International Drive

Orlando apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

Price per night from

$218

3 Bed 2 Bath Premium Lakeview l 1006

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$221

Luxury 3 Bedroom in Orlando

Orlando townhouse

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$155

Responds fast! avg. 1 hour 34 minutes

Price per night from

$302

Vista Cay Standard 2 bedroom condo (#3102)

Orlando apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

Price per night from

$107

Lovely 4 bedroom 3 bath Highlands Reserve home from $178nt

Orlando house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$188

The Cottage at Oviedo

Oviedo cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 26 minutes

Price per night from

$144

VISTA CAY ORLANDO LUXURY TOWNHOME NEAR UNIVERSAL, DISNEY, CONVENTION CENTER

Orlando apartment

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$253

The Coastal Cottage

Sanford apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$116

Inviting 4 bedroom 3 bath Highlands Reserve home 7 miles to Disney from $175nt

Orlando house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$188

Beautiful 5 bedroom 5 bath Highlands Resort home 7 miles to Disney from $203nt

Orlando house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

Price per night from

$188

Two Grooms Farm

Sorrento barn

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$144

Westgate Lakes Resort & Spa Near Universal Studios Area

Orlando studio

Studio / 1 bathroom / sleeps 4

Price per night from

$172

Elegant 9BR 5Bth Champions Gate Resort Home with Private Pool, Spa and Gameroom

Orlando house

9 bedrooms / 5 bathrooms / sleeps 18

Responds fast! avg. 1 hour 34 minutes

Price per night from

$355

Perfect Home Away-Orlando King size Bed

Orlando house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 53 minutes

Price per night from

$208

Lovely 5BR 4.5Bth Resort Home with Private Pool and Spa

Orlando house

5 bedrooms / 5 bathrooms / sleeps 10

“Wonderful stay!” We really loved staying in your home! We enjoyed the pool next door and sitting on the balconies. Our family really needed an opportunity to relax and rest-we couldn’t have chosen a better place!

Responds fast! avg. 1 hour 34 minutes

Price per night from

$217

Stylish, Inviting 5 Bedroom 5 Bath SOLTERRA pool house from $145/night

Orlando house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

Price per night from

$173

Quiet, Pet Friendly, Cul-de-sac Home

Mount Dora house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 3 minutes

Price per night from

$149

********TA

Orlando house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$248

3 Bed 2 Bath Premium l 1005

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$222

Wonderful 4BR 3bth Storey Lake Townhouse with Private Splash Pool

Orlando townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$148

Amazing 5 bedroom 3 bath Resort home 2.5 miles to Disney from $203nt

Orlando house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

Price per night from

$234

Atrium Drive Getaway

Ventura condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 9 minutes

Price per night from

$51

Family friendly resort near Disney

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 38 minutes

Price per night from

$231

Casita del Sol - 2 bedroom - KING in Master Suite PRIVATE Apt. in Home

Orlando apartment

2 bedrooms / 1 bathroom / sleeps 4

“It was even better than we expected” The hosts were very accommodating and respectful of our privacy. The apartment was fully stocked with everything you could possibly need, including snacks and drinks. It is nicely decorated, and fun to just spend some time inside relaxing. We highly recommend and would stay there again.

Price per night from

$103

New, Luxury 5BR 5bath Champions Gate Home with Private Pool, Spa and Gameroom

Orlando house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

Price per night from

$229

1880's Vintage Home next to Downtown and Lakefront.

Mount Dora villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$174

Lovely 4BR 3Bth Home with Private Pool and Gameroom 8 Mile to Disney

Orlando house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$200

Viewing 38 of 1,290
rentals in Longwood

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