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 NZ$6,532
NZ$6,532
NZ$933 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 NZ$2,319
NZ$2,319
NZ$331 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 NZ$4,854
NZ$4,854
NZ$693 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 NZ$2,623
NZ$2,623
NZ$375 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 NZ$4,389
NZ$4,389
NZ$627 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 NZ$4,485
NZ$4,485
NZ$641 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 NZ$4,352
NZ$4,352
NZ$622 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 NZ$2,740
NZ$2,740
NZ$391 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 NZ$3,135
NZ$3,135
NZ$448 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 NZ$3,076
NZ$3,076
NZ$439 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 NZ$1,572
NZ$1,572
NZ$225 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 NZ$2,710
NZ$2,710
NZ$387 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 NZ$2,222
NZ$2,222
NZ$317 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 NZ$2,600
NZ$2,600
NZ$371 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 NZ$2,360
NZ$2,360
NZ$337 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 NZ$8,458
NZ$8,458
NZ$1,208 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 NZ$3,109
NZ$3,109
NZ$444 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 NZ$1,544
NZ$1,544
NZ$221 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 NZ$4,859
NZ$4,859
NZ$694 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
9% off
Price is NZ$8,088
NZ$8,088
NZ$1,155 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 NZ$1,236
NZ$1,236
NZ$177 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 NZ$6,861
NZ$6,861
NZ$980 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
11% off
Price is NZ$1,421
NZ$1,421
NZ$203 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 NZ$5,213
NZ$5,213
NZ$745 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
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)
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)
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)
Alderwood lake house Sanford/Orlando near SFB
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
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)
🧡 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)
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