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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New
Cinema Room • Game Room • Private Pool • Minutes from Disney! Modern*Luxury Retreat
Orlando
BellaVida Resort offers the perfect setting for an unforgettable vacation, located just minutes from Walt Disney World and surrounded by all the excitement Orlando has to offer. This stunning 6-bedroom pool home is a dream retreat, designed with modern elegance and stylish décor. Step into a bright and spacious open living area, featuring a large smart TV, decorative lighting, and comfortable seating. The dining area is sleek and modern, seamlessly connected to the fully equipped kitchen, where high-end appliances and ample counter space make every meal a pleasure. Free Wi-Fi and a washer and dryer are included for your convenience. Bedroom 1 is a beautifully designed queen bedroom with stylish décor and a smart TV. Bedroom 2 is a luxurious ensuite featuring a king-size bed, a private bathroom with a walk-in shower, and a smart TV. Bedroom 3 is a Harry Potter-themed room, perfect for fans of the wizarding world, featuring a bunk bed with a double and single bed, a private bathroom with a bathtub and shower combination, and a smart TV. Bedroom 4 is a Mickey Mouse and friends-themed room, bringing the magic of Disney to life with a bunk bed, a private bathroom with a bathtub and shower combination, and a smart TV. Bedroom 5 is a princess-inspired room with enchanting décor, featuring two single beds styled like Cinderella’s carriage and a smart TV. Bedroom 6 is a sophisticated king bedroom with modern and elegant décor in shades of gold and light brown, creating a stylish and relaxing retreat. Entertainment is endless with a dedicated cinema room, complete with a popcorn machine, surround sound, and plush seating for an authentic movie experience. A game room provides hours of fun, featuring a roll and score game, pool table, foosball table, and two smart TVs. Step outside to a breathtaking pool deck with stunning lake views. Enjoy outdoor dining with a BBQ grill, comfortable seating, and lounge chairs for soaking up the Florida sunshine. A charming swing and an outdoor TV create the perfect setting for relaxation. **We recommend adding this option to your reservation between the months of November and April.** Located within the beautiful BellaVida Resort, this home provides access to two community pools, over 15 acres of scenic lakes, a cyber café, game room, sports courts, walking trails, a playground, bocce ball, and picturesque Italian gardens. This is the perfect place to experience the magic of Orlando while enjoying the comforts of a luxurious home.- 14
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$195/night -
New
Enchanting Townhome Near Disney World! Private Pool! BBQ Grill!
Orlando
Welcome to your dream vacation home at Paradise Palms Resort—where comfort, convenience, and fun come together for an unforgettable getaway! Located in one of the most sought-after resorts in the Orlando area, this beautiful townhome is just minutes from the magic of Walt Disney World and only 17 miles from Universal Orlando. Surrounded by a variety of restaurants, shopping centers, and entertainment options, you’ll have everything you need right at your fingertips. Paradise Palms Resort offers an impressive array of amenities that the whole family will love. Take a refreshing dip in the large resort-style community pool or relax in one of the two hot tubs. Sip your favorite cocktail and enjoy a bite to eat poolside while soaking up the Florida sunshine. For indoor fun, enjoy the free movie theater, arcade, and fully equipped gym. Sports lovers will appreciate the basketball and tennis courts available right on-site. Step inside this stylish townhome and discover a welcoming open-concept living space designed for relaxation and togetherness. The spacious living area features elegant décor and comfortable seating, perfect for lounging after a day of adventure. The dining area provides a cozy setting for meals, while the fully equipped kitchen includes everything you need to cook up your favorites—from quick breakfasts to family dinners. The first bedroom offers a plush king-size bed and a smart TV for late-night movies or morning cartoons. The second bedroom also features a king-size bed and smart TV, plus the added luxury of a private en-suite bathroom with a bathtub and shower combination. The third bedroom is a cheerful retreat with two double beds and charming Minnie and Mickey Mouse décor, making it a favorite among younger guests. The fourth bedroom brings movie magic to life with a fun cinema theme, complete with a double bed and a single bed—perfect for sleepovers and bedtime stories. Outdoors, enjoy your own private pool—a tranquil spot to unwind or splash around with the family. Fire up the BBQ grill and dine al fresco in your outdoor space, creating delicious vacation memories right at home. Alternatively, you can turn up the temperature by adding our optional pool/spa heat package for only $35/day + tax. **We recommend adding this option to your reservation between the months of November and April.** Additional comforts include free Wi-Fi, a washer and dryer, and all the essentials to make your stay effortless. Whether you’re visiting for the theme parks, sunshine, or simply to relax, this Paradise Palms townhome offers everything you need for the perfect vacation.- 11
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$125/night -
Stylish Condo w/Balcony, 5mi to Disney, Free Water Park Access On-Site
Orlando
Say hello to the vacation home of your dreams! This stylish home offers amenities such as WiFi, a spacious kitchen, and a laundry room. Only minutes away from Orlando’s fantastic attractions, this apartment puts you right in the middle of all the fun. This 2 bedroom/2 bathroom apartment is perfect for a single-family looking to experience what Florida has to offer. Enjoy a pool with an epic water slide, a spacious kitchen, flat-screen TVs in both rooms, a balcony and a laundry room. It is conveniently located 10 minutes away from Disney World, and 30 minutes from other popular attractions. Wake up to the sweet smell of coffee and pancakes coming from the kitchen (if you're lucky). As you wander out in your Mickey pj’s your family will be awaiting you. The white granite countertops, large pantries, and stainless steel appliances will welcome you into the spacious kitchen. Choose to enjoy your breakfast on the island inclusive with two seats. If take out is more your style- no judgment here! You will have plenty of room to spread your french fries or taco bell sauces about on the dining room table able to seat six. Visit the lavish living room which is completed with a flat-screen tv and plenty of seating for the whole family. Refrain from sitting too long because you may never get up, (Kidding!). If you're in the competitive mood, challenge a friend or family member to a game of foosball! This room has all the perfect little touches! Wander out the sliding glass door where a spectacular view of Florida will welcome you with open arms. Completed with a patio table and chairs, your balcony will offer you a great place to kick your feet up and relax. Next, enter the stylish master suite complete with a king-size bed, storage dresser, flat-screen tv, and an en-suite luxury bathroom. Enjoy your crisp sheets and fluffy pillows ensuring you get a good night's rest. With a walk-in shower, this room feels more like a spa than a master suite! Down the hall, is the guest room! This room is equipped with a full and a twin sized bed, a flat sceen TV and a dresser for storage. In the living area, that beautiful plush couch gets even better- it is a sleeper sofa so even more of your party can tag along in this vacation of a lifetime! This home is located in the stunning Storey Lake Resort. You will find you don't have to go very far to find paradise. Storey Lake offers a swimming pool with a lazy river, amazing water slides, a splash pad, beach area, fishing, canoeing and plenty of other outdoor sports. Guests also have access to the poolside cafe, clubhouse, fitness facility, and business center.- 7
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$112/night -
New
Sleeps 24! Game Room! Near Disney World! Private Pool!
Orlando
Welcome to your dream getaway at Windsor at Westside Resort—where luxury, comfort, and fun come together for the ultimate Orlando vacation. This 7-bedroom pool home is a slice of paradise for families and friends looking to make unforgettable memories near the magic of Disney World®. Nestled in one of Central Florida’s most sought-after resorts, this home enjoys access to world-class amenities. The resort’s gorgeous lake and scenic pier offer a peaceful retreat, while the zero-entry resort-style pool invites you to unwind in style. The thrilling waterslide, winding lazy river, and kids' water playground provide endless entertainment for all ages. Just steps away, the Tu Casa Tiki Bar serves delicious bites and refreshing drinks, perfect for poolside dining. As the sun sets, cozy up at the fireplace lounge and soak in the warm ambiance. Stay active with a visit to the fitness center or a friendly game of volleyball, and enjoy the convenience of a sundry shop and video arcade right on-site. This home is ideally located with easy access to the Disney World® theme parks via toll road 429 and just minutes from premier shopping and dining options. Inside, the home welcomes you with a bright and open layout that includes a spacious living area with a huge smart TV—perfect for movie nights or relaxing after a day of adventure. The dining area is beautifully set up for meals together, and the fully equipped kitchen has everything you need to whip up a quick breakfast or a gourmet dinner. Bedroom 1 features a luxurious king-size bed, a private bathroom with a walk-in shower and a bathtub, a smart TV, and a ceiling fan. The room is elegantly decorated and perfect for relaxing after a day at the parks. Bedroom 2 offers another king-size bed with its own private bathroom and walk-in shower. A smart TV and ceiling fan add to the comfort, creating a serene and stylish retreat. Bedroom 3 includes a comfortable queen-size bed, a private bathroom with a walk-in shower, a smart TV, and a ceiling fan. It’s a cozy and quiet space designed for restful nights. Bedroom 4 also features a queen-size bed, soft bedding, a smart TV, and a ceiling fan. This room is welcoming and perfect for guests looking for peace and privacy. Bedroom 5 is full of playful charm with Mickey and Minnie Mouse decor. It has two single beds, a smart TV, and a ceiling fan—great for little ones or Disney fans of all ages. Bedroom 6 is a Star Wars-themed adventure space with two single beds, a smart TV, and a ceiling fan. A fun and comfortable setting for young travelers or fans of the galaxy far, far away. Bedroom 7 brings the magic of Disney’s Frozen to life. Decorated in cool colors and whimsical touches, it includes two single beds, a smart TV, and a ceiling fan for extra comfort. The upstairs loft offers an additional spot to kick back, with a large sectional sofa, a huge smart TV, and a ceiling fan—perfect for group movie nights or relaxing with a good book. Downstairs, the game room will be a favorite hangout, featuring arcade games, a pool table, air hockey, and a basketball arcade game. Out back, the private pool and spa are your personal oasis. The outdoor area also includes lounge chairs, a dining table, and a BBQ grill—ideal for sunny afternoons and evening cookouts. This Windsor at Westside vacation home is everything you could want in a getaway: spacious, stylish, and packed with fun—just minutes from Orlando’s top attractions.- 14
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$200/night