Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Maitland
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Florida
Florida
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Vineyards
Play
Countryside
Lakefront
Rooms
Amazing views
New
Trending
Chef's kitchens
Beach
Design
Tiny homes
Beachfront
Mansions
Camping
Cabins
Farms
Grand pianos
Bed & breakfasts
Golfing
Surfing
Lake
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places in Maitland
Over 1,000 places in Maitland
Guest favourite
Guest favourite
60
Reviews
4.9
Rating
2
Years hosting
Room in Maitland
Stay with Fabio
Stay with Fabio
Great private bedroom and bath in Maitland
27 Apr – 2 May
27 Apr – 2 May
$76 SGD
night
$76 SGD per night
4.9 out of 5 average rating, 60 reviews
4.9 (60)
Superhost
Superhost
Home in Maitland
Bonheur Ala Maison - Boasts beauty comfort extras
4 beds
4 beds
19–24 Apr
19–24 Apr
$422 SGD
$338 SGD
night
$338 SGD per night, originally $422 SGD
4.82 out of 5 average rating, 85 reviews
4.82 (85)
Guest favourite
Guest favourite
Guest suite in Altamonte Springs
St. Hemingway Suite
1 queen bed
1 queen bed
21–26 Apr
21–26 Apr
$120 SGD
night
$120 SGD per night
4.97 out of 5 average rating, 299 reviews
4.97 (299)
Guest favourite
Guest favourite
Guest suite in Altamonte Springs
Comfortable Guest Suite-Stylish Altamonte Springs!
3 beds
3 beds
27 Apr – 2 May
27 Apr – 2 May
$157 SGD
night
$157 SGD per night
4.96 out of 5 average rating, 140 reviews
4.96 (140)
Guest favourite
Guest favourite
Flat in Winter Park
Apt D -Modern Elegance in the Heart of Winter Park
2 queen beds
2 queen beds
26 Apr – 1 May
26 Apr – 1 May
$181 SGD
$162 SGD
night
$162 SGD per night, originally $181 SGD
4.96 out of 5 average rating, 214 reviews
4.96 (214)
Guest favourite
Guest favourite
Flat in Altamonte Springs
Altamonte Oak Tree Haven
2 queen beds
2 queen beds
22–27 Apr
22–27 Apr
$111 SGD
night
$111 SGD per night
4.9 out of 5 average rating, 186 reviews
4.9 (186)
Guest favourite
Guest favourite
Guest house in Maitland
Private 1-bd Mid-Century Guesthouse
1 queen bed
1 queen bed
4–9 May
4–9 May
$139 SGD
night
$139 SGD per night
4.98 out of 5 average rating, 114 reviews
4.98 (114)
Guest favourite
Guest favourite
63
Reviews
4.87
Rating
1
Year hosting
Room in Maitland
Stay with Jessica
Stay with Jessica
Real estate broker
,
·
Real estate broker
Welcome to your 2nd home Maitland
27 Apr – 2 May
27 Apr – 2 May
$112 SGD
night
$112 SGD per night
4.87 out of 5 average rating, 63 reviews
4.87 (63)
Guest favourite
Guest favourite
Guest house in Maitland
Chez Bienvenu
2 beds
2 beds
3–8 Jun
3–8 Jun
$158 SGD
night
$158 SGD per night
4.87 out of 5 average rating, 381 reviews
4.87 (381)
Guest favourite
Guest favourite
Guest suite in Casselberry
Orlando, spacious, quiet, centrally located, suite
2 beds
2 beds
14–19 Jun
14–19 Jun
$117 SGD
night
$117 SGD per night
4.92 out of 5 average rating, 51 reviews
4.92 (51)
Guest favourite
Guest favourite
Home in Maitland
Florida Poolside Paradise a Great Place to Unwind!
4 beds
4 beds
1–6 Jul
1–6 Jul
$425 SGD
night
$425 SGD per night
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Guest favourite
Guest favourite
Home in Winter Park
Cozy Winter Park Home
4 beds
4 beds
23–28 Apr
23–28 Apr
$303 SGD
$269 SGD
night
$269 SGD per night, originally $303 SGD
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favourite
Guest favourite
Home in Altamonte Springs
Tropical Pool Home, 3/2, Fully Furnished!
4 beds
4 beds
21–26 Apr
21–26 Apr
$296 SGD
$241 SGD
night
$241 SGD per night, originally $296 SGD
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Home in Winter Park
Best Winter Park Home by Rollins, Hosp & Park Ave!
8 beds
8 beds
27 Apr – 2 May
27 Apr – 2 May
$423 SGD
$325 SGD
night
$325 SGD per night, originally $423 SGD
4.97 out of 5 average rating, 71 reviews
4.97 (71)
Guest favourite
Guest favourite
Home in Casselberry
Spacious 3 BR Home Perfect for Orlando Getaway
1 queen bed
1 queen bed
12–17 May
12–17 May
$250 SGD
night
$250 SGD per night
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Guest favourite
Guest favourite
Bungalow in Winter Park
Cozy 2/2 Bungalow - Downtown Winterpark/Orlando
2 queen beds
2 queen beds
3–8 May
3–8 May
$207 SGD
night
$207 SGD per night
4.98 out of 5 average rating, 231 reviews
4.98 (231)
Guest favourite
Guest favourite
Villa in Casselberry
Entire house 4 bedrooms 2 bathrooms, Pool & Patio.
4 queen beds
4 queen beds
27 May – 1 Jun
27 May – 1 Jun
$322 SGD
night
$322 SGD per night
4.93 out of 5 average rating, 58 reviews
4.93 (58)
Guest favourite
Guest favourite
Home in Winter Park
Modern 4 Bed Home in Winter Park (FullSail/UCF)
4 queen beds
4 queen beds
19–24 Apr
19–24 Apr
$486 SGD
$334 SGD
night
$334 SGD per night, originally $486 SGD
4.85 out of 5 average rating, 101 reviews
4.85 (101)
1
2
3
4
…
15