Holiday rentals near Maitland Historical Society
We found 5,220 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Maitland Historical Society, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, including Wi-Fi and parking. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Maitland Historical Society
Showing deals for:3 Oct - 10 Oct
Image gallery for Alluring 2bd/2ba in East Orlando.
1010 out of 10 rating
Exceptional
(8 reviews)
Alluring 2bd/2ba in East Orlando.
Orlando, FL
7% off
Price is AU$1,792
AU$1,792
AU$256 per night
includes taxes & fees
Image gallery for THE CHLOE by EVRH
9.09.0 out of 10 rating
Wonderful
(61 reviews)
THE CHLOE by EVRH
Altamonte Springs, FL
7% off
Price is AU$2,861
AU$2,861
AU$409 per night
includes taxes & fees
Image gallery for Cozy 4/2, on ⭐ Beautiful Lake, 🧡 Hot Tub, 😎 Chill Patio & 🎮 Game/Bunk Room!
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy 4/2, on ⭐ Beautiful Lake, 🧡 Hot Tub, 😎 Chill Patio & 🎮 Game/Bunk Room!
Oviedo, FL
8% off
Price is AU$3,701
AU$3,701
AU$529 per night
includes taxes & fees
Image gallery for Lake Vibes Only ~ Lake House with RV or Boat Parking!
1010 out of 10 rating
Exceptional
(30 reviews)
Lake Vibes Only ~ Lake House with RV or Boat Parking!
Mount Dora, FL
12% off
Price is AU$3,828
AU$3,828
AU$547 per night
includes taxes & fees
Image gallery for Cozy Suite in the Heart of Orlando near Universal Hot Tub Spa
9.09.0 out of 10 rating
Wonderful
(17 reviews)
Cozy Suite in the Heart of Orlando near Universal Hot Tub Spa
Orlando, FL
16% off
Price is AU$967
AU$967
AU$138 per night
includes taxes & fees
Image gallery for The Yurt at Danville, romantic glamping in rural Central FL
1010 out of 10 rating
Exceptional
(12 reviews)
The Yurt at Danville, romantic glamping in rural Central FL
Geneva, FL
8% off
Price is AU$1,480
AU$1,480
AU$211 per night
includes taxes & fees
Image gallery for Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
Winter Park, FL
8% off
Price is AU$3,294
AU$3,294
AU$471 per night
includes taxes & fees
Image gallery for Private Oasis near Springs w/ King Bd + Pool Table
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Private Oasis near Springs w/ King Bd + Pool Table
Apopka, FL
15% off
Price is AU$5,001
AU$5,001
AU$714 per night
includes taxes & fees
Image gallery for 4 Bedroom 2 Bath Pet-Friendly Pool Home Orlando Airport
9.89.8 out of 10 rating
Exceptional
(9 reviews)
4 Bedroom 2 Bath Pet-Friendly Pool Home Orlando Airport
Orlando, FL
11% off
Price is AU$3,122
AU$3,122
AU$446 per night
includes taxes & fees
Image gallery for Lakeside and Beautiful
1010 out of 10 rating
Exceptional
(27 reviews)
Lakeside and Beautiful
Sanford, FL
7% off
Price is AU$2,377
AU$2,377
AU$340 per night
includes taxes & fees
Image gallery for Magnificent Lakefront House • Swim/Boat/Relax • EV Charger • Long term stays OK
1010 out of 10 rating
Exceptional
(47 reviews)
Magnificent Lakefront House • Swim/Boat/Relax • EV Charger • Long term stays OK
Apopka, FL
16% off
Price is AU$5,170
AU$5,170
AU$739 per night
includes taxes & fees
Image gallery for Salt Pool, cozy House near Downtown and International Airport
9.69.6 out of 10 rating
Exceptional
(78 reviews)
Salt Pool, cozy House near Downtown and International Airport
Orlando, FL
8% off
Price is AU$2,364
AU$2,364
AU$338 per night
includes taxes & fees
Image gallery for Luxury, Lakeview away from it all...
9.69.6 out of 10 rating
Exceptional
(103 reviews)
Luxury, Lakeview away from it all...
Orlando, FL
7% off
Price is AU$1,556
AU$1,556
AU$222 per night
includes taxes & fees
Image gallery for Upstay - Home w Garden, BBQ and Games at Golf Club
8.08.0 out of 10 rating
Very good
(6 reviews)
Upstay - Home w Garden, BBQ and Games at Golf Club
Orlando, Florida
7% off
Price is AU$1,790
AU$1,790
AU$256 per night
includes taxes & fees
Image gallery for AMAZING 3-bed resort apartment in enchanting Orlando with fitness room, AC, WiFi
1010 out of 10 rating
Exceptional
(14 reviews)
AMAZING 3-bed resort apartment in enchanting Orlando with fitness room, AC, WiFi
Orlando, FL
5% off
Price is AU$2,572
AU$2,572
AU$367 per night
includes taxes & fees
Image gallery for Beautiful 3 Bedroom 2 full bath 2 car 🚗 garage.
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful 3 Bedroom 2 full bath 2 car 🚗 garage.
Oviedo, FL
12% off
Price is AU$2,844
AU$2,844
AU$406 per night
includes taxes & fees
Image gallery for Floating Cottage Summer and Fall Rates Reduced
1010 out of 10 rating
Exceptional
(157 reviews)
Floating Cottage Summer and Fall Rates Reduced
Sanford, FL
11% off
Price is AU$1,922
AU$1,922
AU$275 per night
includes taxes & fees
Image gallery for Lake Cottage with screen patio, fire pit and dock, close to downtown Mt Dora
9.89.8 out of 10 rating
Exceptional
(82 reviews)
Lake Cottage with screen patio, fire pit and dock, close to downtown Mt Dora
Mount Dora, FL
8% off
Price is AU$2,446
AU$2,446
AU$349 per night
includes taxes & fees
Image gallery for Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
1010 out of 10 rating
Exceptional
(65 reviews)
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
Mount Dora, FL
8% off
Price is AU$1,837
AU$1,837
AU$262 per night
includes taxes & fees
Image gallery for Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
1010 out of 10 rating
Exceptional
(12 reviews)
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
Sanford, FL
16% off
Price is AU$2,591
AU$2,591
AU$370 per night
includes taxes & fees
Image gallery for Stylish Boutique Guest house in Winter Park
1010 out of 10 rating
Exceptional
(87 reviews)
Stylish Boutique Guest house in Winter Park
Winter Park, FL
7% off
Price is AU$2,016
AU$2,016
AU$288 per night
includes taxes & fees
Image gallery for Historic 1920 Farmhouse on 6 acres,Huge Pool, Chef’s Kitchen,minutes to Mt Dora!
1010 out of 10 rating
Exceptional
(24 reviews)
Historic 1920 Farmhouse on 6 acres,Huge Pool, Chef’s Kitchen,minutes to Mt Dora!
Sorrento, FL
7% off
Price is AU$4,807
AU$4,807
AU$687 per night
includes taxes & fees
Image gallery for Luxury Golf Country Club Condo 2 Bedroom 2 Bathroom
9.69.6 out of 10 rating
Exceptional
(54 reviews)
Luxury Golf Country Club Condo 2 Bedroom 2 Bathroom
Orlando, FL
7% off
Price is AU$1,556
AU$1,556
AU$222 per night
includes taxes & fees
Image gallery for CountryClub Lakeview Home Away from Home
9.29.2 out of 10 rating
Wonderful
(61 reviews)
CountryClub Lakeview Home Away from Home
Orlando, FL
7% off
Price is AU$1,556
AU$1,556
AU$222 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Maitland Historical Society
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
649 reviews(649 reviews)
Luxury Villa Estate w/ One-of-a-kind Theme Bedrooms at Reunion Resort
Sleeps 28 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Vacation Village at Parkway
Sleeps 8 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
2,348 reviews(2,348 reviews)
Lakeview Luxury Villa with Everything
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
371 reviews(371 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,460 reviews(1,460 reviews)
Close to Attractions! Comfy Unit, Pool, Shuttle to Parks, Parking, Breakfast
Sleeps 4 · 1 bedroom · 1 bathroom
6.86.8 out of 10
183 reviews(183 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value