Holiday rentals with breakfast in Clearwater

Walk to Downtown and Waterfront - Private Yard

Steps from Main Street Dunedin & a short walk to stunning sunsets at the waterfront. Bright, beachy stylish modern décor & open floor plan. Concrete construction, a private yard, and a grill makes this cottage feel like your personal oasis. A quick drive to award-winning beaches like Honeymoon Island and Clearwater Beach. Enjoy stunning sunsets & easy access to restaurants, breweries, shops, live music. The perfect getaway in delightful Dunedin—come be our guest at the Barefoot Parrot Cottages.

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!

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.

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

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.

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

This uniquely decorated home features 4 bedrooms, 2 baths, and a Solar Heated Pool! It is only a 7 min drive to the beautiful white sandy beaches of Inidan Shores. Within 15 miles there are many other beaches including the #1 beach in the U.S.- Clearwater Beach. There are sleeping arrangements for 9, brand new Samsung Smart TVs in every room, an in-ground pool, outdoor bar, and a large open concept living and dining area. Also, the gorgeous Pinellas trail is just blocks away.

ONE Guest Tiny Ybor Mustard House

The tiny house is for ONE guest. Great stopover in Ybor...but it IS for ONE guest only....It has been recently remodeled. This listing is only available for extended stays: a minimum of 7 days is required for a reservation. Breakfast is supplied and there is the Tampa fave, La Segunda bakery if you care for the real Latin style eats only one block away. Walk to historic Ybor in 7 minutes. Take our free trolley from Ybor down thru Channelside and downtown !

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is 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.