Vacation rentals with breakfast in Wesley Chapel

Tranquil Retreat, Resort Pool, Sauna, Arcade

Experience an owner-hosted luxury estate retreat ranked among the top 1% of Airbnb guest favorites. Accommodating up to 12 guests, the private guesthouse and studio are reserved exclusively for your group, ensuring a peaceful and uninterrupted stay. Enjoy a resort-style beach-entry pool, spa hot tub, salt-therapy sauna, theater heated massage chairs, arcade lounge, gourmet coffee bars, and boutique hospitality. Relax, reconnect, and create unforgettable memories in your own tropical retreat near

Location · Value · Check-in

Luxury 3-Bedroom Tiny House-Sleeps Six People!

Have you ever wanted to try out a Tiny house? Want to stay in Tampa? This is the listing for you. This is a THREE BEDROOM tiny house! It has a queen sized bed, and two king-sized beds, (or they can split into four twin sized beds!) Our kitchen has all the amenities of a regular kitchen! The bathroom has Laundry, and shower with Endless Hot Water! Outside you’ll find a Grill and outside seating! We are 15 minutes from the airport! We’re sure you’ll enjoy our beautiful 35 foot not-so-tiny home!

Location · Family · Backyard

Lakeside Beachy Cottage

We have decorated our cottage with soothing colors, amenities and artwork to help you relax. You can paddle board and kayak, or just enjoy the sunset on the dock. Or take in any of the entertainment in close proximity... Busch Gardens, Tampa Zoo, the downtown Tampa River Walk, and Ybor City. Or almost any sport... Buccaneers football, Rays baseball, Lightning hockey. We are 15 minutes from Univ. of S. Florida, and 45 minutes from some of Florida's finest beaches. Come and enjoy as you please!

Family · Location · Breakfast

Farmhouse Oasis w Treehouse, Spa, Pool & Arcade i4

Adventure Farmhouse w/ Pool, Game Room & Treehouse – Near Tampa & Lakeland Welcome to your ultimate getaway—a stunning navy blue farmhouse set on over an acre of private land, just minutes from both Tampa and Lakeland. This isn’t just a home—it’s a full-scale adventure retreat designed for families, friends, and unforgettable memories. Relax under oak trees, dive into the huge pool, grill on the deck, or enjoy movies in the treehouse theater—this unique retreat has something for everyone!

Location · Family · TV

Historic Sweetwater Cottage |Fenced Yard & Firepit

Stay in a charming pet friendly 1920s historic home in Dade City featuring a fully fenced yard, front porch swing, and firepit.— thoughtfully updated with modern comfort. Highlights: • 2 bedrooms: 1 king bed, 1 queen bed + air mattress • Front porch swing — perfect for morning coffee or evening relaxation • Deck with grill for outdoor dining • Firepit with chairs for cozy nights • Cornhole game for added fun • Just 10 minutes from downtown Dade City • 15 minutes from Saint Leo University

Family · Location · Kitchen

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Location · Family · Outdoor spaces

La Casa del Mar Clearwater

Welcome to your perfect Florida getaway! This spacious 3-bed, 2-bath coastal retreat is located in sunny Clearwater, close to world-famous Clearwater Beach, restaurants, and local attractions. This home offers the ideal blend of comfort, style, and convenience. What You’ll Love: -Fully equipped kitchen with everything you need -Open-concept living area perfect for relaxing or streaming shows -Front and back yards for soaking up the Florida sun -Washer & dryer, fast Wi-Fi, central AC

Family · Value · Comfort

Quet’s Place | 10-Acre Retreat in Richloam

Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

Value · Family · Bathroom

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Family · Value · Sleep quality

Seminole Heights Riverside Paradise w/Pool

Wake up on a quiet bend of the Hillsborough River, where glassy water, towering live oaks, and golden sunsets create a setting that feels both calm and connected. Isla de Dij offers a thoughtfully designed riverfront stay just minutes from downtown Tampa—ideal for work trips, weekend escapes, or anything in between. For those looking to elevate their stay, optional experiences like kayaking, paddleboarding, and sunset cruises are available on the water.

Location · Value · Sleep quality

My cabin

Escape to Mi Cabaña, a completely new charming retreat that lets you unplug from the city’s pace without being too far from everything. Close to parks, shopping centers, and delightful restaurants, the cabin offers two comfortable beds, a full bathroom, a well-equipped kitchen, heating, air conditioning, and is perfect for a romantic getaway. Enjoy a barbecue outside, and inside you can read, listen to music, and gaze at the stars.

Location · Family · Quiet

Private studio. Independent entrance Brandon/Tampa

Offering comfort, privacy, and tranquility, this studio is attached to the main home with its own cooling and heating system, private entrance, and parking for two cars. Located 2 miles to Brandon Blvd, near supermarkets, restaurants, and medical services. Only 5 minutes to local hospitals, 8–10 minutes to Brandon Mall, 22-24 minutes to Ybor City and Downton Tampa, about 33 minutes to TIA—perfect for business or short stays.

Location · Family · Comfort