House vacation rentals in Longwood
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Top-rated house rentals in Longwood
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longwood house rentals
House rentals with a pool
Home in Deltona
4.96 out of 5 average rating, 150 reviewsSt. John’s Luxury Pool Lake House
Jul 30 – Aug 6
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Jul 12 – 19
Home in Altamonte Springs
4.82 out of 5 average rating, 110 reviewsQuiet Place, convenient to everything!
Apr 15 – 22
Home in Orlando
4.94 out of 5 average rating, 125 reviewsThe Orlando Retreat.
Aug 27 – Sep 3
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
Dec 11 – 18
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
Mar 14 – 21
Home in Orlando
4.92 out of 5 average rating, 118 reviewsLakefront presidential suite / resort pool
Jun 11 – 18
Home in Deltona
4.85 out of 5 average rating, 365 reviewsBeautiful lake view house
Jan 17 – 24
Weekly house rentals
Home in Oviedo
4.96 out of 5 average rating, 228 reviewsCute cottage near UCF & trails. No cleaning fee
Mar 21 – 28
Home in Sanford
4.97 out of 5 average rating, 152 reviewsFamous Tiny Houseboat Historic Downtown Sanford FL
Jul 2 – 9
Home in Longwood
4.85 out of 5 average rating, 104 reviewsRelaxing and Spacious Oasis near the Springs
Dec 19 – 26
Home in Winter Park
4.94 out of 5 average rating, 112 reviewsModern, Quiet & Cozy - Entire house /Winter park
Oct 20 – 27
Home in Winter Garden
4.92 out of 5 average rating, 168 reviewsCozy Winter Garden Home 20 MINUTES FROM DISNEY
Sep 2 – 9
Home in Geneva
4.95 out of 5 average rating, 567 reviewsDanville Family Vacation house
Aug 22 – 27
Home in Sanford
4.87 out of 5 average rating, 101 reviewsBeautiful & sweet house ready for your vacation!!!
Nov 21 – 28
Home in Sorrento
4.9 out of 5 average rating, 153 reviewsWekiva Riverfront Home with Dock Close to Springs!
Oct 11 – 18
Private house rentals
Home in Altamonte Springs
4.92 out of 5 average rating, 52 reviewsRenovated Peaceful Luxury Walk to Mall Park Publix
Sep 6 – 13
Home in Longwood
4.98 out of 5 average rating, 56 reviewsNob Hill - A comfort cozy home away from home
Jul 17 – 24
Home in Sanford
4.95 out of 5 average rating, 81 reviewsThe Golf-view House (Entire House, King bedroom)
Jan 4 – 11
Home in Longwood
5.0 out of 5 average rating, 33 reviewsOne Love Retreat and Guest House
Apr 24 – May 1
Home in Longwood
5.0 out of 5 average rating, 78 reviewsPrivate 4-Bedroom home with pool!
Dec 5 – 12
Home in Longwood
4.94 out of 5 average rating, 51 reviewsRelaxing 3-Bedroom Pool Getaway
Sep 19 – 26
Home in Casselberry
5.0 out of 5 average rating, 46 reviewsSpacious 3 BR Home Perfect for Orlando Getaway
Oct 13 – 20
Home in Altamonte Springs
5.0 out of 5 average rating, 8 reviewsTropical Pool Home, 3/2, Fully Furnished!
Dec 14 – 21
Quick stats about house rentals in Longwood
Total rentals
70 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
$10 before taxes and fees
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