Holiday rentals with breakfast in Hillsborough County

Paradise in Lutz! w/Heated Pool!

Beautiful and Modern 4 bed/3 full bath home with over 3,100 square feet of living space! The house has 12 ft ceilings and hardwood floors throughout the house! The home can comfortably sleep up to 15 people. It is the perfect place for a large group looking to stay together! The home also has a large screened-in pool with covered lanai. Pool heating fee is an additional $75 a day. The covered lanai has an outdoor bar with marble countertops and two TVs. The backyard has over 1.5 acres of land!

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!

Tiny House Downtown St.Pete: Surprisingly Spacious

Tiny House is located only 3 blocks away from the Art District on Central Ave and John Hopkin's All Childrens. You will be impressed by how much space and storage Tiny House offers! The cozy decor invites you in to charming St. Petersburg with a warm sunshine filled hug. We have curated this Tiny Home for you all to enjoy St. Pete through local art and making this your home away from home. We hope you love our comfortable beds, various coffees, and our beautiful neighborhood. Adventure awaits!

Walk to Main St and Waterfront, Mins to Beaches

Experience modern coastal luxury at this beautiful designer two bedroom first floor cottage in Downtown Dunedin. Steps from Main Street and a short stroll to gorgeous sunsets at the waterfront. Walk to shops, fantastic restaurants, and nightlife. Make the short drive to award winning beaches- Honeymoon Island, Caladesi Island & Clearwater Beach. Thoughtfully designed and fully stocked for families, pets, beach days. Treat yourself to the perfect coastal getaway at the Barefoot Parrot Cottages.

Historic Kenwood KING walkable to Central Ave

Welcome to our newly renovated beachy 2nd floor guesthouse in Historic Kenwood. This spacious 1 bedroom (King bed), 1 bath is an easy walk, bike, or short drive to St Pete restaurants, bars, breweries, antique shops, museums, live entertainment and so much more. Grand Central District is just a 5 min walk, Edge District is 1 mile, Downtown is 2 miles, and St Pete beach is 15 minutes away. Guests have a private deck with seating for 2, Wi-Fi, and laundry accessible via shared fenced 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!

Spacious Suite Centrally Located Guest Favorite

You will fall in LOVE with area being so close to everything. Bright, open-concept design Suite with a complete kitchen, full bath, A/C, WiFi (100mbps), you have a private entrance and all amenities of home. New queen size bed. You are 15 min from St Pete Beach and 10 min to downtown St Pete. You have off street parking. Very safe and quiet location. Easy check in via lock box. You have beautiful gardens surrounding the property and Amazing deck. We have plenty of secret spots to recommend.

Apollo Beach is your getaway destination!

Receive a $25 gift card when you book this Tampa luxury private retreat. Just minutes from Apollo Beach Nature Reserve, Manatee Viewing Center, Downtown, Riverwalk, Busch Gardens, Florida Aquarium, & more! The perfect spot for family & friends, to relax or if you just want to enjoy a great chartered fishing trip sightseeing shopping and let's not forget our beautiful beaches Apollo Beach is just minutes from the interstates for quick easy access for whichever direction you want to travel

Seminole Heights Riverside Paradise w/Pool

Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.

Cozy up in a French Country nest NEAR EVERYTHING

Very private, romantic and Stylish Apt w/free WiFi & Parking in a very walk/run/bike/golf carting friendly area. PERFECT LOCATION in the heart of everything! 10 mins away from Clearwater Beach, HONEYMOON & CALADESI ISLANDS, 10 mins walk from Downtown Dunedin with its Unique Restaurants, Boutiques & Breweries & 7mins to Blue Jay Stadium. Pinellas Trail is across the street from the apt and only 2 blocks down from the waterside! It's a perfect central place to cozy up away from home!

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.