Holiday rentals with breakfast in Florida

Walk Downtown and to Waterfront, Mins to Beaches

Steps to Main Street ! Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage. Professionally designed and fully stocked. Steps from Main Street Dunedin, short stroll to gorgeous sunsets at the waterfront, quick drive to award winning beaches--Honeymoon Island & Clearwater Beach. Walk to restaurants, shops, & breweries. Pet-friendly w/ 2 king beds, a sleeper sectional, & lovely treetop views. Treat yourself today. Book your escape at the Barefoot Parrot Cottages.

Beachfront Newly remodelled Condo with pool.

This top-floor condo is just 102 yards from the beach line in the heart of Indialantic. Newly Remodelled w CB2, RH. Surrounded by restaurants and shops, it offers ample space and amenities for every taste: whether it's a romantic getaway, a fun-filled family vacation, a reunion with old friends, or just some much-needed 'me time. Fully equipped with beach gear, kitchen essentials, toiletries, and TVs in each room. Additionally, guests can enjoy the saltwater pool, beautifully lit and open 24/7

Stay on Roxie - free transport & snacks, BYOB.

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Garden Cottage at The Garden Gate Bed & Breakfast

At the Garden Gate, a fully licensed and professional bed and breakfast, we hope you will find respite; a quiet place to rest, relax and reconnect. The 1905 Garden Cottage, carefully restored and beautifully appointed, will be your home while you are here. Enjoy the view of the cottage garden and its seasonal vegetables and flowers from your front porch rocking chair. Fresh baked cookies and chocolates will greet you upon arrival and you will enjoy a full gourmet breakfast in the morning.

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

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

Disney Magic Awaits- Featured in WDW Magazine!

Welcome to Your Custom-Crafted Dream Vacation! Our uniquely designed home offers an extraordinary experience for your family’s ultimate getaway. Thoughtfully curated, it creates a serene retreat while your kids enjoy themed rooms, play areas, and activities. We’ve brought Disney magic to your doorstep, ensuring cherished family memories. With personalized touches and exclusive amenities, our home delivers a vacation like no other—proudly featured in WDW Magazine! See the magic in photos!

BlueRun on upper Rainbow River best River location

Location, location. Six houses from headwaters of springs. Private suite on the first floor of a new 3story home directly on river. Take a swim, in the crystal clear year round 72deg water. River & dock are right outside your door. Launch your kayak or ours. Visit Rainbow Springs St Pk a quick row up river. Enjoy a float or snorkel trip. Snorkel gear provided. Mini kitchen with refigerator, microwave, toaster, sink, and Keurig coffee pot. Large bar area for dining or work area.

"Flagler Shack"- a funky tropical oasis!

"Flagler Shack"- funky, cozy, cool...renovated island bungalow! * 10 min walk to downtown(over Bridge of Lions) * 10 min bike ride to the AMP(farmers market, concerts) * Awesome bars and restaurants literally out your back door...Odd Birds, Blackfly, Sarbez, Llama, Slugs Pub, Gas Fresh Island Market, Osteen’s, Osprey Tacos, Mojos Tacos * 15 Min walk to Conch House Marina and Restaurant * 20 min bike ride to beach at Anastasia State Park * 5 min drive to Saint Augustine Beach

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)

Relaxing Retreat in Lush Tropical Garden w/ Pool

COCONUT CASITA~ find us on Insta for more pics @thecoconutcasita Enjoy your own private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home) +located in a quiet residential area 5 miles to stunning beaches and the food and art scene of downtown Vero Beach. +Owners live in house next door.

Spectacular! Disney/Universal Themed Home

Welcome to a truly unforgettable, one-of-a-kind Luxury themed home!! Inside, discover a custom-built pool table made from real car parts, two professional Mario Kart arcade machines, and 14 strategically placed TVs—guaranteeing nonstop entertainment in every room. Step outside into your private oasis, complete with a fully equipped summer kitchen, immersive surround sound, and outdoor TVs perfectly positioned so you can enjoy your favorite movies from the hot tub or pool.