Valentine’s Day in Orlando is a great time to celebrate the love of your life. While you can certainly take the kids to Walt Disney World®, there’s nothing like spending some extra time with your sweetheart. Luckily, Orlando has a wide variety of romantic activities suitable for Valentine’s Day, ranging from intimate Ferris wheel rides to sipping cocktails by your private swimming pool in your Casiola vacation homes.
Orlando has lots of romantic activities to do on Valentine’s Day

Orlando is a great place to celebrate Valentine’s Day. There are lots of romantic activities that you can do together, or you can do some on your own. There are many options for dining in Orlando on Valentine’s Day, many restaurants have special menus for this day. You could go to a fancy restaurant and have an elegant meal with your loved one, or you could organize an intimate dinner in your private vacation rental.
Go for a romantic stroll in Leu Gardens
If you’re looking to make this Valentine’s Day in Orlando special, Leu Gardens is a beautiful place to visit. It’s a public botanical garden that is open every day of the year and offers romantic strolls through its grounds. There are lots of activities for couples at Leu Gardens including an outdoor Valentine’s movie night on February 14 at 7.30 pm. Pack a dinner picnic basket and seating, alcohol is permitted.
Ride the wheel at ICON Park™
The ICON Park™ Wheel is a 150-foot Ferris wheel that offers 28 gondolas, each able to hold up to six people. The wheel has a rotating speed of 21.5 revolutions per minute and offers views of downtown Orlando and Lake Eola as well as parts of the Amway Center, where you can catch an NBA or NHL game if you’d like! It’s a great place for romance.
Spend a romantic day at Walt Disney World®
Walt Disney World® is a great place to spend Valentine’s Day in Orlando. There are lots of romantic activities for you and your partner to enjoy together. You can eat at one of the many restaurants and have a romantic dinner, take a ride in the monorail and watch all the buildings light up as you go by them. You could also watch fireworks from Cinderella’s castle at Walt Disney World®.
Go Kayaking in Winter Park’s Chain Of Lakes
If you’re looking for something fun to do as a couple, go kayaking in Winter Park. The Chain of Lakes is an excellent place to take a romantic cruise and enjoy the scenery. It’s a great way to bond with your sweetheart and get some exercise at the same time!
Go for a romantic dinner at a local restaurant
There are also many great options for couples who want to eat at a romantic restaurant. Many of these will even have live music or other entertainment options as well! One option is The Ravenous Pig located in Winter Park, which has an amazing menu that includes unique items like a beer-battered alligator with black truffle tartar sauce and crispy pig ears. This is truly something you won’t find anywhere else!
Romantic Casiola vacation rentals
Enjoy sipping cocktails by your private swimming pool or lounge around on the deck chairs while watching nature at its finest. Perfect for couples who want to connect with each other without distractions. Casiola vacation homes is the perfect setting for your romantic retreat! You’ll find everything you need to enjoy your stay, a kitchenette with dishwasher; laundry facilities; free Wi-Fi access; flat-screen TVs; charcoal grills for guests to use; a washer and dryer, and so much more …
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Stylish, Spacious Home w/ Private Pool +Game Room!
House - Encore Resort - Orlando
Luxury awaits at this 5 bed/5 bath home in Encore Resort features a private pool, game room, luxurious interior, and plenty of space to accommodate up to 10 guests. For your convenience and entertainment, all 5 bedrooms include a private en-suite bathroom and SMART TV. This home truly has IT ALL! Encore Resort is primely located just 6 miles from Disney World, 17 miles from Universal, 15 miles to Sea World and 26 miles from Orlando International airport. This luxurious home really does have everything to make your family vacation truly memorable! THE SPACE: The spacious fully fitted kitchen features granite counters, stainless steel appliances and a breakfast island to seat 3. The kitchen comes with everything you need for at-home dining including fridge freezer, dishwasher, microwave, stove, coffee maker, blender, toaster, kettle, utensils, dishes etc. Enjoy the open-plan living space and formal dining area, providing seating for 8 guests. Just outside the sliding glass doors you will find the pool deck lounge area, complete with outdoor table and chairs, loungers, and a swing chair. This space is perfect for enjoying meals or cocktail hour! There is a beautiful master suite located on the ground floor with a king bed, SMART TV and luxurious en-suite bathroom with shower, separate tub and twin sinks. Bedroom 2 is an attractive king master suite offering an office workspace with desk, two built-in monitors and a scanner/printer. This space also includes a SMART TV and en-suite shower room. Bedrooms 3 and 4 are queen rooms with SMART TVs and en-suite shower rooms. And Bedroom 5 is a twin room with SMART TV and en-suite shower room. In the garage you will find a fantastic game room, complete with air hockey, arcade games (80+ games included) and a pool table. There is also a bar table with chairs and a SMART TV so you can watch the game, while you game! Step outside to the private pool area to take a dip and bask in the Florida sun! Or, play it cool and relax in the shaded outdoor area. Please note, this home is equipped with a pool alarm and pool fence for families with children. **Optional pool heat is available for $35/day + tax. We recommend adding this option to your reservation between the months of November and April.** For your convenience, this property has air conditioning throughout, free Wi-Fi, and cable TV. There is also a laundry room with washer, dryer with ironing facilities. Please Note: ***You will NOT have access to the Encore clubhouse, water park or any of the resort amenities. Tickets cannot be purchased for the water park.***- 10
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Spacious, Family-Friendly Pool Home w/Game Room in Solara
House - Solara Resort - Orlando
If you're planning a vacation to Orlando, this spacious, fully furnished, family-friendly, private pool home in Solara Resort is the perfect option for you! With 6 bedrooms and 5 bathrooms, this vacation home can comfortably accommodate up to 14 guests. Solara Resort is a new gated resort community at the center of all of Orlando’s exciting attractions. Located just a short 10 min drive from Walt Disney World, this stunning resort offers everything from a luxury clubhouse to expansive the clubhouse feature not only an expansive water complex. As a guest of Solara Resort, you can enjoy free, unlimited access to all resort amenities, including: -Heated Grand Pool -FlowRider Wave/Surf Simulator (*Fee Required*) -Poolside Cabanas -Pool Bar -Fitness Center -Outdoor Fitness Lawn -Sand Volleyball Court -Soccer Field -Full-sized Basketball Court -Indoor and Outdoor Lounges -Workstations -Tween/teen Hangout Center -Children’s Playground -Ice Cream Parlor -Bar and Grill -And more! THE SPACE: Enter a breathtaking open concept living and dining area with vaulted ceilings, rustic decorative touches, and an idyllic view of your private pool area. Now, that is what you call a vacation home! For additional lounging space, head upstairs to the loft area. Here, you'll find a large sectional with a built-in chaise lounge and a card table. The deluxe dining area comes with a striking table prepared for ten and the breakfast bar accommodates an additional four. So, whether you are serving up your favorite dish for the entire family or planning a relaxing night of take-out, this fully loaded gourmet kitchen, embellished with pastoral cabinetry, gorgeous granite countertops, and stainless-steel appliances, makes dining a dream. Need to get a little work done while on vacation? Tucked away you will find an additional workstation that allows you to obtain a touch of privacy while still being a part of the action. In the mood for some competition? Start up a round of billiards or get a game of foosball going in the game room! This home includes 6 luxurious, well-appointed bedrooms. The master bedroom features a king size bed, matching nightstands, and its very own en-suite with an extra-large stall glass shower. The second master suite features another king size bed and its own en suite bathroom with two vanities and an elegant sink and walk-in shower. Stocked with two bunkbeds and its very own wall-mount TV, the little ones will love this next room! When it comes to this next guest bedroom, a queen size bed, ornate furnishings, window seat, and bathroom set the scene for a relaxing and tranquil retreat. Next door, modern style and convenience makes its way centerstage with a queen size bed, trendy wall display, additional seating, and a private bathroom. Need additional sleeping space? The final bedroom offers two twin beds, a wall mounted TV, and a countryside dresser. Ready for some fun? Slide open the glass doors and step out onto your screened-in lanai. With table and lounge seating for sixteen, you can host the backyard get together of a lifetime! Kick back and dive into your own private pool with a built-in spa. **You can even turn your spa into a hot tub by adding an optional pool and spa heat package for only $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.**- 14
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Beautifully Decorated 9 BR Pool Home w/Spa + Game Room!
House - ChampionsGate Resort - Orlando
Relax in the Florida sun in this beautifully designed, 9 bedroom 5 bath Orlando vacation home. Located in the Retreat at ChampionsGate in Davenport Florida, just minutes from Walt Disney World Orlando! As a guest of ChampionsGate Resort, you will have free, unlimited access to all resort amenities, including: -25,000-square-foot "Oasis Clubhouse" -Zero-entry Family Pool and Whirlpool -Kids Pool and Splash Pad -3 Waterslides -Lazy River -Adults-only Pool -Tiki Bar -Spa -Full-service Restaurant and Bar -Fitness Center and Aerobics Room -Game/Arcade Room -Movie Theater -Volleyball and Tennis Courts -And more! THE SPACE: The kitchen offers beautiful granite counter tops and stainless steel appliances along with everything you need to cook up your families favorite home cooked meals! The dining room and breakfast bar offer plenty of seating for the whole family to enjoy those delicious home cooked meals in your home away from home! Experience endless hours of family fun in the game room where you'll find a pool table, Foosball table, and your very own putting green! Let the games begin! The upstairs loft is equipped with a projector system for you and your family to watch your favorite movies and new new releases! Experience your own personal movie theater right from your vacation home. The downstairs floor offers 2 master bedrooms with king size beds AND en-suite bathrooms! Out of the 7 bedrooms you'll find upstairs, 3 of them are dedicated just for the little ones! They'll get to sleep and play in an Avengers themed bedroom offering 3 full size beds, a Minions themed bedroom with a full and twin size bed, AND a Disney themed bedroom also with a full and twin size bed! These fun and exciting bedrooms are sure to make their Orlando vacation one to remember! The other 4 upstairs bedrooms are perfect for teens and adults! Beautifully decorated in relaxing tones, they offer the perfect space to relax and experience an excellent nights sleep! You'll find 3 of these lovely rooms with king size beds and 1 room with a full and twin size beds. If you enjoy watching TV before you fall asleep, don't worry because we've got you covered! Each bedroom includes it's own flat screen TV! In fact, there are 2 flat screen TV's in the Avengers room! There's plenty of bathroom space for everyone to get ready for the day as a large shared bathroom with double sinks accompanies 4 of the upstairs bedrooms and a full size bathroom is located off of the loft area. Enjoy your sunny Florida vacation in the ChampionsGate resort with your own private pool, with covered lanai. Soak up the Florida sun while relaxing on the comfortable chaise lounge chairs AND enjoy lunch and evening meals at the outdoor dining area! **Optional pool heat is available for $35/day + tax. We recommend adding this option to your reservation between the months of November and April.** Whether it’s the location, the amenities, or the style – you can’t go wrong with stay at Champions Gate Resort! You will be staying less than 20 minutes from Universal Studios, Disney World and other Orlando theme parks. As part of the ChampionsGate community, numerous restaurants, grocery store, drug stores, and other retailers are close by and easily accessible.- 25
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Breathtaking Home w/ Private Pool + Spa, Movie Theater and Game Room!
House - ChampionsGate Resort - Orlando
This home features everything that you could ask for in a vacation home! With 9 bedrooms and 5 bathrooms, your family will have plenty of space to relax and enjoy, just as vacation should be! As a guest of ChampionsGate Resort, you will have free, unlimited access to all resort amenities, including: -25,000-square-foot "Oasis Clubhouse" -Zero-entry Family Pool and Whirlpool -Kids Pool and Splash Pad -3 Waterslides -Lazy River -Adults-only Pool -Tiki Bar -Spa -Full-service Restaurant and Bar -Fitness Center and Aerobics Room -Game/Arcade Room -Movie Theater -Volleyball and Tennis Courts -And more! THE SPACE: The fully equipped kitchen offers beautiful granite counter tops and stainless steel appliances along with everything you need to cook extraordinary meals for your family to enjoy! The dining room offers seating for 10 and the breakfast bar offers seating 4. In the game room you'll find a pool table and Foosball table! Let your inner child come out and enjoy an endless amounts of fun together! The upstairs loft is equipped with a projector system for you and your family to watch your favorite movies and new releases! Experience your own personal movie theater right from your vacation home. The downstairs floor offers 2 master bedrooms with king size beds and en-suite bathrooms! Out of the 7 bedrooms you'll find upstairs, 4 of them are dedicated just for the little ones! They'll get to play and rest in a Space themed bedroom offering 3 full size beds, a Moana themed bedroom with a full and twin size bed, a Lego themed bedroom with a full and twin size bed, and a Disney princess bedroom also with a full and twin size bed. These fun and exciting bedrooms are sure to make your child's vacation a lifetime memory! The other 3 upstairs bedrooms are perfect for adults and teens. Beautifully decorated in travel themes, they offer space to relax and experience an excellent nights sleep! You'll find all these 3 lovely rooms with king size beds. **Each bedroom also features it's own flat screen TV!** The patio area offers a private swimming pool where everyone can have fun, relax, and cool off after a long day out at the parks. The outdoor area is the place to be in the evening for meals and drinks! **Optional pool heat is available for $35/day + tax. We would recommend adding pool heat to your reservation between the months of November and April.** The vacation home is also equipped with a full size washer and dryer so you can pack light! Whether it’s the location, the amenities, or the style – you can’t go wrong with stay at Champions Gate Resort! You will be staying less than 20 minutes from Universal Studios, Disney World and other Orlando theme parks. As part of the ChampionsGate community, numerous restaurants, grocery store, drug stores, and other retailers are close by and easily accessible.- 25
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4 of 207 properties