Whether you’re looking to visit Tampa Bay in style for the weekend or are a local in need of an unforgettable staycation, we’ve compiled a list featuring 15 of some of Tampa + the Burg’s stays that are worthy of a trip for you, your partner, the bestie, or the whole squad this year.
Just a heads up: Prices may vary depending on dates selected, taxes, and booking and cleaning fees (sorry, Airbnb and Vrbo make the rules, we just follow them).
If you like nature + the outdoors
Enjoy an Old Florida weekend at its best: on the water.
- ~$154 a night
- 1 BD | 1 BA
- Waterfront home, kayaks and fishing rods provided, extra Murphy bed in the living room, dog-friendly
We’re dreaming of weekend drinks on this patio.
Photo via Airbnb
Located in South Tampa’s exclusive Davis Islands neighborhood, this guest house is cozily decorated and sits beside a beautiful garden. Pro tip: make sure to take in the sunset at the end of the island.
- ~$105 a night
- 1 BD | 1 BA
- Walking and biking distance to Downtown Tampa, beautiful courtyard, large shower, cable TV
Walk right out to the beach from your stay.
Photo via VRBO
Charming Cottage in Pass-A-Grille Beach
Locals love Pass-A-Grille for a reason. The historic seaside community is quiet, has many spots for a quick bite, and gorgeous slices of white sand.
- ~$265 a night
- 1 BD | 1 BA
- Full kitchen, outdoor space, grill, beach equipment, six blocks from downtown, pet-friendly
Centrally located
There’s ample room for relaxing and working from home.
Photo by Airbnb
Historic Uptown is one of St. Petersburg’s trendiest neighborhoods, with picturesque homes, a yoga studio, and a vegan restaurant. Plus, it’s a 20ish minute walk downtown.
- ~$141 a night
- 2 BD | 2 BA
- 65" smart TV, fully-equipped kitchen, Wi-Fi, zen-inspired + covered front porch, dedicated workspace, beach essentials, shared laundry room
Plus, the boho and colorful decor will make you feel right at home.
Photo via Airbnb
This dreamy cottage is located right off Bayshore’s continuous sidewalk and a short jaunt from the buzzy Hyde Park Village area.
- ~$109 a night
- 1 BD | 1 BA
- Back porch, fire pit, pet-friendly, 50" HDTV, kitchen, workspace, lots of natural light
The home is located just a short walk from 7th Avenue.
Photo via VRBO
La Casita Blanca Ybor City Tampa
Historic Ybor City is a must-do when visiting Tampa — and this 1918 home lends an authentic experience.
- ~$98 a night
- 2 BD | 1 BA
- Sitting porch, living room, fully-equipped kitchen, backyard, pet-friendly, washer and dryer
Modern + trendy
When you’re done exploring for the day, settle in for a movie or two on the cozy blue couch.
Photo via Airbnb
Nothing screams trendy like Seminole Heights. This renovated 1951 guesthouse is centrally located — and has a cute patio to enjoy your morning coffee.
- ~$85 a night
- 1 BD | 1 BA
- Backyard, free parking, 50" Roku TV, comfortable couch, fully-equipped kitchen
The light, airy space is also a five-minute drive from St. Pete’s Central Avenue and downtown.
Photo via Airbnb
This Instagrammable guest house is located in Kenwood, the Craftsman bungalow heaven and “2020 national neighborhood of the year.”
- ~$81 a night
- 1 BD | 1 BA
- Kitchen with retro fridge, shared garden/patio, dryer, free parking
The outdoor space might be the real star of the show.
Photo via VRBO
Hideaway for the weekend in renovated, modern Airstream — with a cozy fire pit and garden right outside.
- ~$109 a night
- 1 BD | 1 BA
- Retro fridge, located five minutes from downtown Tampa, Wi-Fi, kitchen, two smart TVs, outdoor space
A luxurious space
Bring a book or a boombox to enjoy while you lounge.
Photo via VRBO
Whether you’re planning your dream birthday weekend or hosting out-of-town family, this luxe Apollo Beach home will impress.
- ~$756 a night
- 5 BD | 3 BA
- Balconies with waterfront views, hot tub, infinity pool, dock
Look out from the home’s many windows to watch the sunset.
Photo via VRBO
Once you’re finished soaking up the sun at the Indian Shores beach, pack up your cooler and walk right back to your retreat.
- ~$500 a night
- 3 BD | 4 BA
- Three-story home, bedroom suites, laundry room, kitchen, back porch, kayaks, garage
No need to eat out for every meal when you have a luxe kitchen to chef it up in.
Photo via VRBO
Hosting the ultimate bachelorette or friend reunion? This massive Tampa home is fully outfitted with a pool, glam kitchen, and rooms that will wow.
- ~$347 a night
- 4 BD | 3 BA
- Pool, kitchen, garden, barbecue, washer and dryer, speedy Wi-Fi
Room for the whole family
Imagine yourself on a late night paddle.
Photo via Airbnb
Bring the whole family for an unplugged escape at this waterside retreat. This St. Pete townhouse sleeps five and has a massive kitchen and living room for relaxing when you’re not on the water.
- ~$129 a night
- 2 BD | 1 BA
- Free kayak use, courtyard, grill, boat dock access, Wi-Fi, pet-friendly
Picture yourself playing Uno or Jenga with the kiddos on the porch.
Photo via VRBO
Built in the early 1900s, this renovated home is located close to Historic Ybor City and has a welcoming patio the whole family will adore.
- ~$170 a night
- 4 BD | 2 BA
- Fully-equipped kitchen, large outdoor deck, gas fire pit, fenced back yard, fully-equipped kitchen, two smart TVs, Wi-Fi, washer and dryer, parking
Get ready for an unforgettable dip.
Photo via VRBO
Don’t sacrifice style on the family vacay. This luxe pad has a private saltwater pool, cozy bedding — and sleeps 10.
- ~$352 a night
- 4 BD | 3 BA
- Private saltwater pool, hot tub, outdoor cabana, kitchen, 50 steps from Clearwater Beach