Cottage holiday rentals in Largo

Walk to beach shops food drinks “The Sweet”

Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Charming Downtown Cottage – Walk to Everything!

Stay in this charming 1920's cottage, where everything is just a stroll away. Walk to the local restaurants, breweries, and shops on Main St, or take a leisurely walk to the marina for sunsets. With its prime location, it is perfect for exploring the heart of Dunedin on foot. Let’s walk and discover all that this vibrant area has! Your beautifully appointed cottage is a great retreat after beach fun, baseball or biking, and is an easy stroll home after an evening enjoying the local music scene.

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 stunning 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.

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Kooky Coconut Cottage, Indian Rocks Beach

Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.

Cozy Cottage for Lovers

Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.

Luxury Beach Cottage | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

B - BEACH HOUSE 3 MIN WALK TO THE BEACH

3 MIN WALK TO THE BEACH. beach cottage, 2 br, 1 bath, well equipped kitchen, Beautyrest beds, very clean. all included, 4 beach chairs, a cooler, beach toys, 18 towels: 4 beach, 4 shower, 4 hand, 4 face cloths, 2 kitchen towels, no stairs, parking up frond for 4 cars, outdoor sitting+ dining, charcoal grill, private laundry room free, high speed Internet 200 megabytes, cable TV, Wi-Fi, short walk to baseball /pickleball/ tennis/ basketball/ skateboard field, no steps.

Victoria’s Beach Escape- St Pete, Beaches & Trail!

Welcome to our bright coastal cottage — a peaceful retreat just 4 miles from the beach. Enjoy a newly remodeled kitchen and bathroom, two convenient parking spots, and a couch for an extra guest. Located in a quiet neighborhood with plenty of Florida charm and Florida birds. Guests must be 25+, sorry no parties or unregistered visitors. Additional guests $10 per night. ID required within 24 hours. No smoking or vaping anywhere on the property — $500 fee applies.

LUNA Retreat • Owner Managed • No Chores

LUNA – This fully renovated 1946 Indian Rocks Beach cottage blends historic charm with modern comfort. Just 177 steps to the white sand beach, and minutes to Clearwater and St. Pete Beach. Walk to coffee shops, shopping, and great restaurants. Each bedroom includes a white noise machine for restful sleep. Enjoy fast Wi-Fi, smart TVs, and a cozy outdoor space—perfect for relaxing after a day in the sun.