House holiday rentals in Maitland
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Top-rated house rentals in Maitland
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Maitland
House rentals with a pool
Home in Orlando
4.94 out of 5 average rating, 125 reviewsThe Orlando Retreat.
27 Aug – 3 Sept
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
29 Aug – 5 Sept
Home in Orlando
4.92 out of 5 average rating, 118 reviewsLakefront presidential suite / resort pool
11–18 Jun
Home in Altamonte Springs
4.8 out of 5 average rating, 111 reviewsQuiet Place, convenient to everything!
15–22 Apr
Home in Sanford
4.86 out of 5 average rating, 214 reviewsPrivate Pool at Flamingo Cottage
4–11 Sept
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
12–19 Jul
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
11–18 Dec
Home in Edgewood
4.93 out of 5 average rating, 149 reviewsTropical Paradise in the heart of Orlando
10–17 Sept
Weekly house rentals
Home in Orlando
4.97 out of 5 average rating, 126 reviewsWalk Everywhere! Lake Eola DTO Thornton Park
22–29 Nov
Home in Orlando
4.93 out of 5 average rating, 120 reviewsHidden Gem in SODO! - MCO ~16min
9–16 Sept
Home in Longwood
4.96 out of 5 average rating, 112 reviewsCozy 3 Bedroom Home, Great location!!
10–17 Dec
Home in Lake Mary
4.83 out of 5 average rating, 258 reviewsIndependent Unique Guest house lake/kayaks/jacuzzy
6–13 Sept
Home in Orlando
4.94 out of 5 average rating, 376 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
29 Aug – 5 Sept
Home in Orlando
4.82 out of 5 average rating, 273 reviewsCharming Central Orlando Home w Private Yard Porch
9–16 Jun
Home in Orlando
4.86 out of 5 average rating, 229 reviewsCozy Cottage at University
7–14 May
Home in Orlando
4.82 out of 5 average rating, 153 reviewsKing suite , Modern house perfect for vacation
20–27 Nov
Private house rentals
Home in Altamonte Springs
4.92 out of 5 average rating, 52 reviewsRenovated Peaceful Luxury Walk to Mall Park Publix
6–13 Sept
Home in Winter Park
5.0 out of 5 average rating, 11 reviewsNewly Renovated 2 Bed/2Bath, Fully Furnished Home
13–20 Aug
Home in Maitland
4.92 out of 5 average rating, 50 reviewsModern Lake Front Casita near Winter Park!
1–8 Aug
Home in Casselberry
5.0 out of 5 average rating, 46 reviewsSpacious 3 BR Home Perfect for Orlando Getaway
13–20 Oct
Home in Maitland
5.0 out of 5 average rating, 26 reviewsFlorida Poolside Paradise a Great Place to Unwind!
5–12 Sept
Home in Orlando
4.98 out of 5 average rating, 50 reviewsLuxe House
11–18 Sept
Home in Altamonte Springs
5.0 out of 5 average rating, 8 reviewsTropical Pool Home, 3/2, Fully Furnished!
14–21 Dec
Home in Orlando
4.95 out of 5 average rating, 21 reviewsColonialtown Bungalow
9–16 Apr
Quick stats about house rentals in Maitland
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.4K reviews
Destinations to explore
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