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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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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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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$162/night -
Deal
9BR/5BA Pool Home at ChampionsGate Resort *Sleeps 23*
House - ChampionsGate Resort - Orlando
Your family will have plenty of space to relax and enjoy vacation in this 9 bedroom/ 5 bathroom home in ChampionsGate! Spacious, expertly designed, and packed with an unbeatable selection of amenities, this vacation home is unmatched! 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 1st floor features a spacious, inviting living room (equipped with 65" TV), dining area with table seating for 10 people, breakfast bar, fully equipped gourmet kitchen with stainless-steel appliances and granite counter tops, as well as two bedrooms (both with en-suites). The second floor offers a loft area and 7 additional bedrooms, 3 of which are themed rooms for kids/teens). The younger members of your group can choose from Harry Potter, Star Wars and Princess themed rooms. *Every bedroom has its own TV.* The outside area features a private swimming pool and lounger chairs for ultimate fun and relaxation! **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** This home also includes an extraordinary Justice League themed game room, complete with game consoles, pro gaming chairs, pool and air hockey table! For your convenience, a full size washer and dryer is available in the home for your use (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.- 24
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$238/night -
Private Pool + Spa * Game Room * near Clubhouse
House - Solara Resort - Orlando
This spacious 7 bedroom/6 bath home in Solara Resort is full of amazing amenities and little touches such as complimentary Wi-Fi, flat-screen TVs in each bedroom and washer and dryer in the home. 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: The living room, complete with a comfortable couch and flat-screen TV, conveniently opens up into the kitchen. This space is equipped with all the bells and whistles to make cooking a breeze! The center island is perfect for prepping meals and seats three on barstools while the formal dining table nearby seats eight more. The upstairs loft area offers another place for hanging out with a large sectional couch and another flat-screen TV. The game room boasts a Vegas vibe and features an air hockey table and basketball shooting game. So, get ready to play into the wee hours of the night! Bedroom #1 is a luxurious suite, boasting a king bed and en-suite bathroom with double sinks and walk-in shower. Take a trip 'across the pond' to Bedroom #2, complete with a king bed featuring London décor and bright pops of red. It shares a jack-and-jill bathroom with the Bedroom #3, equipped with two twin beds and cool nautical decorations. Bedroom #4 truly shines with touches of gold and metallics throughout and a king bed. Bedroom #5, on the other hand, boasts a masculine vibe with dark grays on the king bed. Bedroom #6 has its own unique charm and features a king bed. Lastly, Bedroom #7 is a cozy space offering two twin beds. Step outside under the screened lanai and you will find a private swimming pool and spa, lounge chairs, large patio table and gas grill. This vacation home truly has it all! **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** In just 10 minutes, you'll be at the front door of Walt Disney World and close to all the other great Orlando attractions! Book now to reserve your stay!- 14
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$146/night
4 of 204 properties