Holiday rentals near Overlook Park
We found 376 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Overlook Park that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, including parking and a TV. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Overlook Park
Showing deals for:31 Oct - 7 Nov
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$5,947
AU$5,947
AU$850 per night
includes taxes & fees
Image gallery for Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
1010 out of 10 rating
Exceptional
(57 reviews)
Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
Sanford, FL
8% off
Price is AU$2,110
AU$2,110
AU$301 per night
includes taxes & fees
Image gallery for Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
Winter Park, FL
8% off
Price is AU$4,419
AU$4,419
AU$631 per night
includes taxes & fees
Image gallery for Lakeside and Beautiful
1010 out of 10 rating
Exceptional
(29 reviews)
Lakeside and Beautiful
Sanford, FL
7% off
Price is AU$2,388
AU$2,388
AU$341 per night
includes taxes & fees
Image gallery for Spacious and relaxing Home - North Of Orlando In Longwood, Florida
9.49.4 out of 10 rating
Exceptional
(32 reviews)
Spacious and relaxing Home - North Of Orlando In Longwood, Florida
Longwood, FL
8% off
Price is AU$3,998
AU$3,998
AU$571 per night
includes taxes & fees
Image gallery for The Bedford House Countryside
9.89.8 out of 10 rating
Exceptional
(21 reviews)
The Bedford House Countryside
Sanford, FL
7% off
Price is AU$4,087
AU$4,087
AU$584 per night
includes taxes & fees
Image gallery for Fully renovated home in Lake Mary
1010 out of 10 rating
Exceptional
(5 reviews)
Fully renovated home in Lake Mary
Lake Mary, FL
12% off
Price is AU$3,966
AU$3,966
AU$567 per night
includes taxes & fees
Image gallery for NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
9.89.8 out of 10 rating
Exceptional
(96 reviews)
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
Sanford, FL
8% off
Price is AU$2,494
AU$2,494
AU$356 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$2,854
AU$2,854
AU$408 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$2,802
AU$2,802
AU$400 per night
includes taxes & fees
Image gallery for August Special Cozy Cottage with queen bed & nearby pickleball courts
1010 out of 10 rating
Exceptional
(15 reviews)
August Special Cozy Cottage with queen bed & nearby pickleball courts
Lake Mary, FL
7% off
Price is AU$1,433
AU$1,433
AU$205 per night
includes taxes & fees
Image gallery for Incredible Private Lakefront Cottage Retreat
1010 out of 10 rating
Exceptional
(27 reviews)
Incredible Private Lakefront Cottage Retreat
Altamonte Springs, FL
7% off
Price is AU$2,465
AU$2,465
AU$352 per night
includes taxes & fees
Image gallery for Tranquil 3-bedroom house in Sanford with AC, WiFi
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford, FL
8% off
Price is AU$2,021
AU$2,021
AU$289 per night
includes taxes & fees
Image gallery for Modern Townhome w/Pool & Private Gym / Boombah Sports / SFB Airport / DT Sanford
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Modern Townhome w/Pool & Private Gym / Boombah Sports / SFB Airport / DT Sanford
Sanford, FL
7% off
Price is AU$2,366
AU$2,366
AU$338 per night
includes taxes & fees
Image gallery for Charming Winter Park 3 Bedroom Villa with Pool
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming Winter Park 3 Bedroom Villa with Pool
Winter Park, FL
7% off
Price is AU$2,146
AU$2,146
AU$307 per night
includes taxes & fees
Image gallery for Lakefront Home Where You Can Retreat And Relax
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Lakefront Home Where You Can Retreat And Relax
Longwood, FL
7% off
Price is AU$2,830
AU$2,830
AU$404 per night
includes taxes & fees
Image gallery for Fully Renovated "Old Florida" Apartment
1010 out of 10 rating
Exceptional
(50 reviews)
Fully Renovated "Old Florida" Apartment
Sanford, FL
8% off
Price is AU$1,408
AU$1,408
AU$201 per night
includes taxes & fees
Image gallery for * Beautiful Lakehouse with Pool and Movie Theater*
9.69.6 out of 10 rating
Exceptional
(31 reviews)
* Beautiful Lakehouse with Pool and Movie Theater*
Casselberry, FL
8% off
Price is AU$7,697
AU$7,697
AU$1,100 per night
includes taxes & fees
Image gallery for Cozy 4/2, Centrally Located, King Beds, Pergola, Hot Tub & Pool!
1010 out of 10 rating
Exceptional
(12 reviews)
Cozy 4/2, Centrally Located, King Beds, Pergola, Hot Tub & Pool!
Casselberry, FL
8% off
Price is AU$4,424
AU$4,424
AU$632 per night
includes taxes & fees
Image gallery for Recharge @ Timberland Lodge: Pool Hottub Sauna
1010 out of 10 rating
Exceptional
(11 reviews)
Recharge @ Timberland Lodge: Pool Hottub Sauna
Longwood, FL
8% off
Price is AU$7,437
AU$7,437
AU$1,062 per night
includes taxes & fees
Image gallery for Tiny Hidden Cottage
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Tiny Hidden Cottage
Longwood, FL
15% off
Price is AU$1,125
AU$1,125
AU$161 per night
includes taxes & fees
Image gallery for Tropical Oasis - Heated Luxury Pool - Game Room
1010 out of 10 rating
Exceptional
(19 reviews)
Tropical Oasis - Heated Luxury Pool - Game Room
Longwood, FL
8% off
Price is AU$6,245
AU$6,245
AU$892 per night
includes taxes & fees
Image gallery for 🧡 Unique 6/3, Pool, Pergola, 🎥 Movie/Game Room, UCF, Disney, Beaches, 5⭐!
9.89.8 out of 10 rating
Exceptional
(74 reviews)
🧡 Unique 6/3, Pool, Pergola, 🎥 Movie/Game Room, UCF, Disney, Beaches, 5⭐!
Oviedo, FL
8% off
Price is AU$4,744
AU$4,744
AU$678 per night
includes taxes & fees
Image gallery for Charming and Tranquil 1-bedroom apartment close to Historic Downtown Sanford
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Charming and Tranquil 1-bedroom apartment close to Historic Downtown Sanford
Sanford, FL
12% off
Price is AU$1,283
AU$1,283
AU$183 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Overlook Park
Showing deals for: 31 Oct - 3 Nov
3 bedroom Modern pool home, Oviedo FL, close to UCF
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
The current price is AU$1,404
AU$1,404
for 3 nights, 1 home
AU$468 per night
includes taxes & fees
Clear Lake Front home near Orlando / Sanford SFB Boombah
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
The current price is AU$1,338
AU$1,338
for 3 nights, 1 home
AU$446 per night
includes taxes & fees
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious home sleeps 18!
Sleeps 18 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is AU$2,577
AU$2,577
for 3 nights, 1 home
AU$859 per night
includes taxes & fees
Hot Tub, Hammock, & Pool Oh My! The #Sanfording Pool House
Sleeps 4 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
The current price is AU$917
AU$917
for 3 nights, 1 room
AU$306 per night
includes taxes & fees
🧡 Unique 6/3, Pool, Pergola, 🎥 Movie/Game Room, UCF, Disney, Beaches, 5⭐!
Sleeps 20 · 6 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
The current price is AU$2,422
AU$2,422
for 3 nights, 1 home
AU$807 per night
includes taxes & fees
Day Trip to Disney & Beach: Home w/ Saltwater Pool
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is AU$1,309
AU$1,309
for 3 nights, 1 home
AU$436 per night
includes taxes & fees
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