Already dreaming of skipping out on the winter chill? It’s the perfect time to plan your trip to the Sunshine State.
Videos by TravelAwaits
Tampa remains a top pick for winter birds thanks to its balanced combination of attractions, atmosphere, and great weather. That blend also makes it a top choice for couples looking for quality downtime in a relaxing setting—and a stunning Gulf sunset or two.
The city is large enough to keep you busy with urban adventures, from finding great eats to nightlife. But the atmosphere is decidedly relaxed, giving you small-town vibes in neighborhoods like Uptown, Historic Ybor City, and Old West Tampa. You can also soak up the charm in nearby Dunedin or Safety Harbor before heading home with your sweetheart.
Then, of course, there’s that sweet Florida sunshine, which opens up dozens of outdoor activities. It’s warm until December arrives, at which time temperatures drop into comfortable territory, and the rain lets up. Nights are crisp, while days remain cool, with temps hovering between the fifties and seventies.
If Tampa is calling for you and your loved one, here’s where to stay for quality time. The city is dotted with cozy, clean, and romantic Airbnbs in Tampa, Florida that couples return to again and again.
[This article is part of TravelAwaits new Airbnb and Vrbo recommendation series. We dig into listings to identify the crème de la crème of Guest Favorites, Superhost listings, and hidden gems to make finding the perfect rental for your next trip a breeze.]
Romantic Airbnbs in Tampa, Florida: the top picks
- Best luxury pick: The Jungalow SOHO
- Best for swimmers & soakers: Boho Pool Retreat
- Best for water-lovers: Boathouse on the Hillsborough River
- Best for wacky couples: Cozy AF Gothic Rose Gallery
- Best historic feel: Havana Loft
- Best high-rise views: Bayfront 2BR
- Most well-rounded pick: Luxury Casita
Romantic Airbnbs in Tampa, Florida
The Jungalow SOHO
Disappear into a jungle oasis at this two-bedroom getaway. Though couples won’t need the second bedroom, the home’s many lush amenities will come in handy often. Out back, there’s a pool, hot tub, grill setup, loungers, pagoda, and a range of tropical plants that give the area a highly private feel. At night, neon lights offer a colorful but tasteful display for any night dips. Inside, you’ll find a minimalist, hyper-clean design that feels like a luxury boutique.
Boho Pool Retreat
If you’re looking for a pool setup with a more mid-range price, here’s another two-bedroom with amenities swimmers will love. The backyard has a covered, heated pool, along with a fire pit and hanging chairs with beautiful landscaping. There’s a sunroom with an inflatable hot tub and a covered deck with a dining area, letting you maximize time outdoors. The interior has very warm, bohemian décor that includes unique features like a tiled tub with a stained-glass window.
Boathouse on the Hillsborough River
Couples who enjoy getting out on the water will be able to drop off the map with this stilted one-bedroom home on the Hillsborough River. There’s a wraparound deck where you can watch the kayakers and boats go by—along with the occasional dolphin. Inside, you’ll find a large bedroom, along with a living room with river views and a bathroom with a standalone tub. But the most impressive feature is the private dock. If you’ve got your own vessel and want to travel Tampa’s waterways, look no further.
Cozy AF Gothic Rose Gallery
Does your lover enjoy a quirky stay? If so, this one-bedroom has a range of funky Victorian Gothic art pieces and furniture, which touch on slightly dark (but never macabre) themes, from alchemical symbols to steampunk robots. Even the shower is decked out with distressed stone tiles that give it a castle-like feel, while the grand four-poster bed is both imposing and comfy.
Havana Loft
If you enjoy Airbnbs in Tampa that come with a historic feel, check out this two-bedroom loft. The unit comes with a shared courtyard space with a sitting area, grill, games, loungers, and a bocce ball court. The unit (located on the top floor, accessible only via stairs) feels as warm as a boutique spa, with warm and modern appointments. There are two bedrooms, but I recommend going with the sunroom-style second bedroom, which showcases Florida’s classic bungalow architecture and has original windows dating back to the 1920s. The living room also has an ultra-comfy modular couch and enough board games to keep you entertained for days.
Bayfront 2BR
If you like modern high-rises and grand views, look no further. This top-floor two-bedroom gives you access to amenities like a community pool, hot tub, and sauna, which you can use between your Tampa adventures. Off the living room, you’ll find a furnished balcony with views of Ybor Harbor. The master bedroom has a king-sized bed, along with a jacuzzi in the ensuite bathroom.
Luxury Casita
You’ve got a little bit of everything at this one-bedroom guesthouse—including responsive hosts. They’re available to help you put together a surprise, from birthday decorations to romantic add-ons. The one-bedroom is simple, clean, and has a minimalist setup for an uncluttered and peaceful stay. Out back, however, there’s plenty to grab your attention, including a put-put, a grill, a pagoda with a television, and a hot tub.
[Just a heads-up: We may earn an affiliate commission when you make a purchase from a link in our articles.]