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Are you looking for a sunny getaway? Our monthly rentals in Orlando, Florida, offer a perfect escape. Whether you're seeking a winter retreat or a long-term stay, Orlando has it all. From thrilling theme parks to world-class golf courses, there’s something for everyone.
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Veranda Palms Resort - Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...
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The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury Townhome sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you...
Featured review
Nice place stayed for 2 weeks was clean and had a very pleasant experience. The process was stress free and would book again.
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Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
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Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...
Featured review
We rented this home for Thanksgiving, we had plenty of room, and space for us all. Wonderful club house. The best of all the kids loved the pool. Our own pool.
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Glenbrook Resort - Clermont, Florida is an upscale community located just 15 minutes from Walt Disney World. This luxury neighborhood sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...
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Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide...
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About this property
Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
The excellent house, as shown. Fully equipped and luxurious. Perfect for family enjoyment. Thanks!
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Storey Lake - Kissimmee is a brand-new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses, and many are within a 10-minute...
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Our townhouse in Venetian Bay Village spans 1470 sq. ft. and has four bedrooms. One of these is a bedroom on the main floor, complete with a king-size bed and a private bathroom with a Jacuzzi. The living area is outfitted with amenities such as wireless internet, cable TV, and a large variety of games...
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Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute...
Featured review
Our family had a wonderful time staying at this home for our vacation! The personal pool was a great thing for the kids, and the staff were a pleasure to work with when we called for assistance with the...
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About this property
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay, you...
Featured review
The condo was well decorated, clean, nicely equipped and conveniently located. It was everything we had hoped for - the neighborhood was very well kept and the people were all very friendly. We would definitely...
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Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
This property was perfect for our family. It easily accommodated us and was very clean! I would definitely stay here again.
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Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay you will enjoy...
Featured review
We just spent an absolutely amazing week on vacation with family in Florida. Our rental through Florida Rentals was a perfect home away from home. It was well stocked, very spacious and everyone felt safe...
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Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
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Venetian Bay Villages - Kissimmee, FL is an upscale vacation community ideally situated near Orlando's most prominent attractions, including Walt Disney World, Universal Studios, and SeaWorld. This resort is renowned for its captivating Mediterranean-inspired architecture and its comprehensive resort-style...
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Dahlia Reserve at Crescent Lakes - Kissimmee, FL is a wonderful quiet community that sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated...
Featured review
I cannot say enough have gorgeous, roomy, clean, and fun this home is. The pictures do not do it justice. Our whole family fell in love the moment we walked in. My 9 year old son practically lived in the...
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Reunion Resort -Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with...
Featured review
Very nice home. No issues, lots of room to spread out and three master bedrooms was nice for our family. Took a while to figure out light switche's and locks bit not a big deal.
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Providence - Davenport, Florida is only 20 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with...
Featured review
The house was clean and decorated nicely. The master bedroom had a king size bed that was ultra comfortable. The kitchen was equipped with all the necessary tools to prepare meals. The best part of...
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The Retreat at Champions Gate, located in Kissimmee, Florida, is a new upscale gated resort community situated just 12 miles from Walt Disney World. This luxury Townhome sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During...
Featured review
Renting this house was the way to go for us. Every was overall great. Only thing was wish we knew that you had to pay additional to use the grill ahead of time, Bc that was not known but that’s no biggie...
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Emerald Island Resort - Kissimmee, Florida is a resort paradise located 2.5 miles from the area's main attraction, Walt Disney World. During your stay, you will enjoy this well-appointed pool home that has been designed and decorated to provide you and your family with an abundance of luxury amenities...
Featured review
This is a wonderful house to stay in. It is just beautiful inside and out. The property manager was just great. You want a no worry place to stay choose yhis rental.
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Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
My family and I loved every thing about this amazing home the pictures can’t compare to the comfort of this home.
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Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...
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Sandy Ridge - Davenport, Florida is an upscale community located just 7 miles from Walt Disney World. This neighborhood sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that...
Featured review
We had a wonderful stay!! It was short notice, then a change due to the storm. The host was very accommodating and willing to help us out as much as possible. The house was well kept and clean. I will...
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About this property
Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
The place was perfect! My family really enjoyed the pool and the property water park. I will definitely e visiting again.
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About this property
Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...
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Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Very clean and welcoming we would definitely come again !!! It had everything we need close and convenient to shops and parks
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About this property
Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
Beautiful house, nice and spacious Clean, private, easy to book. Had 13 people there, 3 families, could have stayed longer
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About this property
Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
Excelente propiedad. Muy limpia, espaciosa, con todas las comodidades. Área de juego en el segundo nivel. La temática de cada dormitorio hermosa. El anfitrión muy dispuesto a aclarar cualquier duda con...
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PLEASE NOTE: Regal Palms charges a $22.40 resort fee per townhome (not per person) per day which is not included in our nightly rates below. This fee is not included in the quote on this website. Guests will pay this fee (which is inclusive of tax) upon arrival at Regal Palms.Regal Palms Resort...
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About this property
Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...
Featured review
My family and I stayed at this house for 2 weeks, it worked out really well for us, the house was spacious, decorated beautifully and we really loved the pool and spa, we will definitely stay at this house...
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The Enclaves at Festival, Davenport, Florida is a charming and family-friendly community located just 8 miles from Walt Disney World. This family-oriented resort sits nestled just off US 27 in Davenport, Florida, and is one of the most desired tourist areas in the Orlando area. During your stay, you will...
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Windsor Island - Davenport, Florida is an upscale gated community located just 20-25 minutes from Walt Disney World. This luxury town home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Best place. My family were very happy with the house. No one that come to this home will be happy and will not find no problem. Vary clean every where was clean. My wife checked that house and found no...
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The Retreat at Champions Gate - Kissimmee, Florida, is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury pool home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay,...
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About this property
Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide...
Featured review
This was a awesome place we really enjoyed the time we spent there. My kids must have message mr. Charles a thousand times but he had a wonderful home. Nicely decorated huge kitchen, even though i forgot...
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Avast Ye Mateys…. A dream-themed, hand-painted, pirate room can be found in this luxurious townhome which comfortably accommodates a larger family or group of up to 9 people. Girls and boys of all ages will enjoy this custom pirate ship bedroom! The elaborate props and extensive, hand-painted...
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Windsor Island - Davenport, Florida is an upscale gated community located just 20-25 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Best rental property I’ve stayed in by far … the team and I had a great time .. house was perfect from the layout to the bedrooms and game room
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The Sanctuary at West Haven - Davenport, Florida is an upscale gated community located just 10 miles from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this...
Featured review
The host and this home are absolutely a pair made in heaven. The home is very cozy, and relaxing. The host is absolutely on target for presenting a very nice home. Communication is top tier and customer...
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Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
Featured review
The house was everything that was promised. Plenty of room for my family of 9 to enjoy. Very convenient with all of the appliances needed for at home meals and close to the Disney parks as advertised. Grocery...
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The Margate Tower, Myrle Beach, SC - Nestled within the prestigious Kingston Plantation Resort, The Margate Tower offers an unparalleled blend of coastal elegance and resort-style living. Imagine waking up to breathtaking views of the Atlantic Ocean from your expansive private balcony, where each sunrise...
Featured review
House was better than expected.. Excellent location. Pool was fantastic. Hope to go back next year. Close to all the attractions and restaurants.
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Serenity Resort- Clermont, Florida is a community located just 8 miles from Walt Disney World. This family-oriented resort sits nestled just off US 27 in Clermont, Florida and is one of the most desired tourist areas in the Orlando area. During your stay, you will enjoy this well-appointed townhome that...
Featured review
House was great with the exception of the bathrooms’ showers (having some rust and the corner of the doors molding).Then boys wanted a bigger pool. :-)
Distance to park: 20 miles to Disney World
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Preferred Jupiter Equestrian family community is a way of life that isn’t available anywhere else. It is common to see residence riding horses or driving a golf cart alongside the road. The community offers space and tranquility, Sidewalks, Nature Trails, Wildlife, Hiking, Biking, Playground, Country...
Featured review
The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a stunning pool and wonderful hot tub. Ben (the owner) even let our dog stay. We'll visit again!
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Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...
Featured review
We loved our trip to Florida. This property was close to the the beach, pool and many other fun things to do. The space was perfect for our needs and very well kept. Definitely will be going back.
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Terra Verde - Kissimmee, Florida is an upscale gated community located just 8 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that...
Featured review
We have an Amazing time in Orlando and the home we rented made ithe vacation even more enjoyable. When I return to Orlando I will definitely rent another home with your Company. Thanks for the your Professional...
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The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay, you...
Featured review
This house was beautiful and super for us, our kids & our grandkids. There were a few inconveniences (kitchen sinks wouldn’t seal, traffic lined up forever to enter the neighborhood) but it was a great...
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The Retreat at Silver Creek - Clermont, Florida is a community located just 8 miles from Walt Disney World. This family-oriented resort sits nestled just off US 27 in Clermont, Florida, and is one of the most desired tourist areas in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
OMG the townhome was beautiful in a nice gated community and near everything. This will be the only place I stay when coming to Orlando Florida. The kitchen was fully equipped, the bedrooms were beautiful,...
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High Grove - Clermont, Florida is an upscale gated community located just 15 minutes from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Everything was just lovely and very spacious. Only one objection just needed some air in the game room. It was really hot in there.
Distance to park: 8 miles to Walt Disney World
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About this property
Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Husband and I rented this home for us and our family (total of 13 people). The home was very close to Disney and worked great for us. We had plenty of room and it was very clean.The only issue we...
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About this property
Veranda Palms Resort- Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
The house is spacious and worked well for our large family of 10. We had to buy a frying pan and pans, because everything stuck to theirs. They could do some upgrading with the kitchen utensils. Communications...
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About this property
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will...
Key Amenities
About this property
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will...
Explore a diverse selection of monthly rentals tailored to meet your needs. Whether you prefer a cozy condo close to the vibrant downtown or a spacious home near serene lakes, Orlando has a variety of options to choose from. Enjoy the flexibility and comfort of a long-term rental in this dynamic city
Don’t miss the chance to stay in one of the most desirable locations in Florida. Browse our listings for monthly rentals in Orlando and find the perfect place for your extended stay. With a variety of options to choose from, you’re sure to find a rental that fits your needs and makes your stay in Orlando unforgettable.
Thinking about next year? Secure your spot now for seasonal rentals and ensure you get the best accommodations for your stay. Whether you’re planning a winter escape or a long-term summer visit, booking early guarantees you the perfect rental.
Amenities and Perks for Longer Stays
Popular Amenities for Monthly Rentals
Discover the Perfect Monthly Rental for Your Group
Planning a getaway with a medium-sized or large group in Orlando? Our selection of monthly rentals includes spacious homes designed for groups of 8 or more people. Find the ideal accommodation complete with private pools, large kitchens, and ample space to relax and enjoy. Explore options with 7+ bedrooms and multiple bathrooms to ensure everyone has room to unwind.
Family-Friendly Monthly Rentals
Looking to plan a large family trip? Orlando offers numerous family-friendly monthly rentals equipped with amenities like private pools, game rooms, and hot tubs. Enjoy activities such as biking, swimming, hiking, and more. Find roomy rentals that can comfortably house a large family with five or more beds and multiple bathrooms. Start your search now to find the perfect family-friendly rental in Orlando.
Romantic Getaways for Couples
Browse our best offers for couples seeking a private getaway in Orlando. Enjoy relaxing activities like hiking, swimming, and biking. Our romantic monthly rentals come equipped with jacuzzis, spas, and picturesque views of Orlando's beautiful scenery. Plan your couple's retreat and find the perfect place to create unforgettable memories.
Winter Retreats in Orlando
Escape the cold and enjoy the warmth of Orlando during the winter months. Our monthly rentals are perfect for snowbirds looking to spend the winter in a sunny and pleasant climate. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, Orlando offers an inviting escape from the winter chill.
Why Orlando is Perfect for Snowbirds
Book Your Winter Stay Now
Secure your winter retreat in Orlando by booking one of our monthly rentals. Enjoy the best that Orlando has to offer and make your winter getaway a memorable experience. Explore our listings and find the perfect home away from home for your winter escape.
Orlando is not just about theme parks; it offers a variety of activities to make your stay enjoyable:
💰 Highest rates
In March
🎉 Busiest month
July
🏠 Popular home types
Condo and House rental
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest months
June and August
🌺 Best months for flowers
April and May
🌴 Peak tourist season
December to April
🍂 Quietest months
September and October
🌊 Best outdoor activity months
April and May
🏌️ Best golfing months
November to April
🎨 Top cultural events
Orlando Fringe Festival (May), Epcot International Food & Wine Festival (September-November)
🍽️ Best dining months
January to March (Restaurant Weeks)
🦋 Nature activities peak
March to May (Butterfly watching and bird migrations)
🛶 Water sports season
June to September
📅 Local festivals peak
December to April
Explore our listings today to find the perfect monthly rental in Orlando, Florida, and make the most of your stay in this exciting city!
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