Florida isn’t just about theme parks and beaches — it’s home to some of the most creative and unusual places to stay in the country. From hotels to historic castles, these one-of-a-kind accommodations turn an ordinary vacation into an unforgettable adventure.
Whether you’re looking for romance, relaxation, or something totally wild, these stays will give you stories worth telling for years.
1. The Don CeSar – St. Pete Beach
Nicknamed the “Pink Palace,” this stunning hotel has been turning heads since the 1920s. Its rosy exterior and beachfront location make it one of Florida’s most photographed landmarks. Stepping inside feels like time-traveling back to the glamorous Jazz Age, complete with chandeliers and elegant ballrooms.
Locals adore this place for its historic charm and world-class spa overlooking the Gulf. The rooms blend vintage elegance with modern comfort, so you get the best of both worlds.
Whether you’re celebrating something special or just treating yourself, this iconic stay delivers luxury with personality.
2. The Treehouse at Honaunau Farm – Live Oak
Ever wanted to relive your childhood treehouse dreams with grown-up upgrades? Perched high in North Florida’s forest canopy, this stay combines rustic charm with surprising luxury. The views stretch across endless treetops, and the peaceful silence feels miles away from everyday stress.
It’s part glamping, part fairy tale come true. You’ll find comfortable beds, stylish decor, and all the privacy you could want. Perfect for couples seeking romance or anyone needing to unplug from technology and reconnect with nature instead.
3. The Gasparilla Inn & Club – Boca Grande
Step back into Old Florida elegance at this century-old treasure. The pastel decor, wraparound porches, and white-sand beaches create a picture-perfect scene that feels frozen in time.
The southern charm oozes from every corner, from the rocking chairs on the porch to the gentle Gulf breezes. Everything moves at a slower, more relaxed pace here. It’s the kind of place where you can truly exhale and remember what vacations used to feel like before smartphones took over.
4. Little Palm Island Resort & Spa – Little Torch Key
You’ll need a boat or seaplane to reach this private island paradise, and that’s exactly the point. Cut off from the mainland, Little Palm Island feels more like the Caribbean than Florida.
Thatched bungalows scattered across white sand create an intimate, romantic atmosphere that’s hard to beat.
Outdoor showers under the stars and candlelit dinners on the beach make every moment feel special. There are no TVs or alarm clocks to disturb your peace. Just pure tropical bliss, swaying palms, and the gentle sound of waves reminding you that you’ve escaped reality.
5. Westgate River Ranch Resort & Rodeo – River Ranch
Saddle up for a Florida vacation unlike any other. This luxury glamping resort brings the Wild West to the Sunshine State with teepees, covered wagons, and safari tents that are surprisingly comfortable. You can attend real rodeos on weekends, complete with bull riding and barrel racing that’ll have you cheering.
Horseback trails wind through Florida wilderness, and campfire cookouts serve up hearty cowboy fare. Kids absolutely love the authentic western experience, and adults appreciate the unique twist on traditional camping.
6. The Collector Luxury Inn & Gardens – St. Augustine
Walking through this boutique hotel feels like exploring a living museum where you can actually sleep. Built from beautifully restored historic homes, every corner tells a story about St. Augustine’s rich past.
Courtyards bloom with flowers, fountains trickle peacefully, and art decorates nearly every wall. But unlike stuffy museums, this place serves craft cocktails and encourages guests to relax in style.
Each room has its own personality, blending antique charm with modern amenities. History buffs and design lovers will find themselves constantly discovering new details and architectural treasures around every turn.
7. Kokomo Farms – Live Oak
Escape to the countryside at this charming farm stay where simplicity becomes luxury. Rolling fields and open skies replace the noise and crowds of typical tourist spots. Mornings start with fresh farm air and the gentle sounds of nature waking up around you.
The accommodations blend rustic farm aesthetics with comfortable touches that make you feel right at home. You can explore the property, interact with farm animals, or simply sit on the porch and watch the sunset paint the sky.
It’s an authentic slice of rural Florida that reminds you why slowing down matters.
8. Castle Hotel, Autograph Collection – Orlando
Who says you need to fly to Europe to stay in a castle? Right in the heart of Orlando sits this fairytale-worthy hotel complete with turrets, towers, and royal charm. Velvet furnishings and ornate chandeliers fill the rooms, making you feel like temporary royalty.
The European-inspired decor stands out dramatically among Orlando’s modern resorts and theme park hotels. Each detail feels carefully chosen to transport guests into a storybook setting.
Couples love the romantic atmosphere, while families enjoy pretending they’re living in an actual castle for a few magical nights.
9. The Atlantic Hotel & Spa – Fort Lauderdale
Boutique elegance meets beachfront convenience at this sophisticated Fort Lauderdale gem. Spacious balconies offer front-row seats to stunning ocean views and spectacular sunrises. The award-winning spa pampers guests with treatments that melt away stress and leave you feeling completely renewed.
Located right on the strip, you’re steps from restaurants, shops, and nightlife, yet the hotel maintains a peaceful, relaxing atmosphere.
The rooms balance modern style with coastal comfort, featuring thoughtful touches that show someone actually cares about your experience. It’s perfect for travelers who want relaxation without sacrificing location or style.
10. The Mermaid & The Alligator – Key West
This quirky Key West bed and breakfast perfectly captures the island’s eccentric spirit. The name alone hints at the playful personality you’ll find throughout the property. Tropical gardens burst with color, and the Victorian architecture adds historic charm to the laid-back Keys vibe.
Rooms blend vintage character with tropical touches, creating spaces that feel both cozy and exotic. The intimate size means personalized service and a chance to meet fellow travelers over breakfast.
It’s ideal for guests who prefer character-filled guesthouses over cookie-cutter hotel chains and want to experience authentic Key West hospitality.
