
Holiday rentals with breakfast in Hillsborough County
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation with Breakfast in Hillsborough County
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

St.Pete; 5 Star Service! Tons of amenities!
Furnished 1 bedroom apt,2nd floor, w/ private entrance. 3 blocks off of I -275, 20 minutes away from TPA. 20 blocks from downtown St.Pete (2 miles)which offers museums, The Pier, a Saturday morning farmers market, restaurants, and a fun night life! 21 blocks away from Tropicana Field! I hope to provide a peaceful, restful stay. Guests have access to owners Tiki Bar, grill, gazebo and patio area in a fenced in private backyard.Apt is disinfected and thoroughly cleaned between guests. Welcome!

Backyard Paradise! Pool, Golf, Fire Pit
Welcome to The Saint Airbnb — your private Tampa resort getaway! 🌴☀️ Perfect space for Bachelorette/Bachelor party get aways! Ask about our customized services for that special Bride/Groom! This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine, palm trees, and poolside fun — all just minutes from Tampa Bay attractions! Whether you’re here for a game day, a weekend escape, or a family vacation, The Saint is where good vibes and great mem

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!

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!

Private Guest Suite 2 miles from Beach
Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

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

Historic Uptown 3/2 walkable to DT
Welcome to our newly renovated boho 2nd floor guesthouse in Historic Uptown. This 3 bedroom, 2 bath is an easy walk, bike, or short drive to St Pete downtown restaurants, bars, microbreweries, antique shops, museums, live entertainment and so much more. Central Ave is less than a mile and the beach is a 20 minute drive away. This centrally located, quiet, peaceful space includes Wi-Fi, 65" and 55" smart TVs, fully stocked kitchen, central air, and a zen inspired covered front porch.

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.

Walk Downtown and to Waterfront, Mins to Beaches
Just steps to Main Street Dunedin and minutes to Honeymoon Island and Clearwater beach, this stylish upstairs 2-bedroom cottage blends modern coastal comfort with beautiful design. Enjoy treetop views, two king beds, a sleeper sectional, and a fully stocked stay. Walk to dining, shops, breweries, and Dunedin’s stunning waterfront sunsets, then drive minutes to the beaches. Pet-friendly with every detail beautifully done—reserve the Barefoot Parrot today.

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.
Popular amenities for Hillsborough County Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Peaceful House: Arcade, Grill - 5 min from Stadium

La Casa del Mar, Clearwater

Oak tree house Min 25 Yrs Old 15 m Downtown Tampa

Sleeps 6 • Heated XL Pool • 5 Min to Beaches

Modern & Spacious 4 Bedrooms, POOL, 5 MIN TO BEACH

Farmhouse Oasis w Treehouse, Spa, Pool & Arcade i4

Luxury Oasis w/ Pool, Turf Yard, & Privacy Fence

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Apartment rentals with breakfast

Dog lovers ONLY! All-inclusive FREE doggie daycare

Cozy Bay Marina Cottage #1

Relax, beautiful beach condo steps from beach.

Stadium casita

Waterside Vacation Rentals Epic View 2 Bed 1.5Bath

Cozy conveniently near Clearwater beach and dining

Surf's Up 1BR steps to Madeira Beach

Tampa/Seminole Heights/Foodie Capital/Come VISIT!
Bed and breakfast rentals with breakfast

Henry B Plant Room - Historic Strawberry House

Strawberry House Cottage

Restore Room at Riverbend Retreat Fla.

Arts and Crafts Bungalow Charm

Rejuvenate Room on the Riverfront

Renew Room at Riverbend Retreat Fla.

Chateau de'Lithia

Wild West Room at Historic Strawberry House
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- Anna Maria Island
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- LEGOLAND Florida Resort
- University of South Florida
- Hard Rock Casino
- ChampionsGate Golf Club
- John's Pass
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Things to do Hillsborough County
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