
Cottage vacation rentals in Conch Key
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Top-rated cottage rentals in Conch Key
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Entire home and yard 2 /1 with two sleep sofas
This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.
4.81 out of 5 average rating, 285 reviews
Stay 3 get 1 FREE at “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
4.95 out of 5 average rating, 154 reviews
Beautiful Beachfront Cottage on the Water
NO BOOKING FEE! 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 with 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.
4.95 out of 5 average rating, 205 reviews
Pass-a-Grille Historic Cottage Unit 1
PASS-A-GRILLE HISTORIC COTTAGE UNIT 1 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 1 - 1 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front patio area w/ BBQ grill. Private parking for 1vehicle on premises.
4.96 out of 5 average rating, 244 reviews
Florida Guest House
Seminole Oaks House...Beautifully appointed new construction 2-story Guesthouse located in a very quiet setting 10 minutes from Indian Rocks Beach. Walking/biking distance from Walsingham Park and Lake and the Pinellas Trail. Enjoy your morning coffee or evening glass of wine on the balcony..or tree shaded rear Patio w/BBQ grill..Great location for exploring all Pinellas has to offer including the Beaches, Downtown St. Pete,and open air Markets..dedicated parking..very peaceful and private ..
4.99 out of 5 average rating, 123 reviews
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 design with exceptional comfort. Tropical murals, treetop views, two king beds, and a sleeper sectional create a chic and comfortable stay. Fully stocked. Walk to dining, shops, breweries, and Dunedin’s stunning waterfront sunsets, then drive minutes to the beaches. Pet-friendly. Every detail beautifully done—reserve the Barefoot Parrot today.
4.97 out of 5 average rating, 392 reviews
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.
4.94 out of 5 average rating, 233 reviews
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.
4.98 out of 5 average rating, 125 reviews
Ground-floor, direct beachfront 1BR | on the Gulf
This rare ground-floor, direct beachfront one-bedroom sits right on the Gulf of Mexico with unobstructed water views and effortless beach access Step out the door and into a life where the Gulf of Mexico is your backyard — no elevator, no lobby, just you, the sand, and thirty seconds between your pillow and the water. Enjoy your private beachfront patio, a cozy recently remodeled interior, and your own stretch of sand with lounge chairs and front row views right outside your door.
4.89 out of 5 average rating, 220 reviews
#5 Cottage on the beach-*Water View* -Indian Rocks
LOCATION, location! OLD SCHOOL BUNGALOW - Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples' getaway. Enjoy some of Florida’s best beaches. Minimalistic living. Shared gazebo right outside. Shared Washer & dryer takes quarters. WALKING DISTANCE to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next to public access.
4.79 out of 5 average rating, 138 reviews
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.
4.9 out of 5 average rating, 164 reviews
Beach Cottage | Pool | Walk to Dining & Sunset
Welcome to Coco Cottage! Your coastal cottage retreat in Indian Rocks Beach cottage just a 3-minute walk from the Gulf! Spend your mornings on the sand, afternoons lounging in the heated saltwater pool, and evenings strolling to local coffee shops, restaurants & cocktails. Inside, enjoy a king bedroom, thoughtfully stocked kitchen and relaxed coastal style. Beach chairs, wagon, coolers & more are provided—so pack light and settle into the IRB lifestyle.
4.99 out of 5 average rating, 224 reviewsPopular amenities for Conch Key cottage rentals
Cottage rentals with a hot tub

Lush Harbor Oasis with Private Hot Tub
4.95 out of 5 average rating, 219 reviews
Private Heated pool/spa home!
4.97 out of 5 average rating, 378 reviews
Beachy Keen Cottage A only steps to the Beach
4.98 out of 5 average rating, 50 reviews
Sunny Side Cottages ~ 6 min to downtwon
4.91 out of 5 average rating, 127 reviews
Castle Keep Guest House
4.56 out of 5 average rating, 36 reviews
Sunset Beach Cozy Cottage

Heart of Town Cottage with Hot Tub
4.92 out of 5 average rating, 119 reviews
"Palms" Gulf-View Historic Beachside Cottage 2/1
4.89 out of 5 average rating, 9 reviewsPet-friendly cottage rentals

Coral Sands II ~Seaside Coastal Modern 2/2
4.91 out of 5 average rating, 132 reviews
The Pelicans Roost / Gulfport
4.97 out of 5 average rating, 179 reviews
Best Location! Walk to Dining, Trail & Stadium
4.95 out of 5 average rating, 223 reviews
Vintage Florida Beach Cottage B
4.9 out of 5 average rating, 342 reviews
Adorable Cottage, Pet friendly, near beach & DT
4.91 out of 5 average rating, 175 reviews
Gulfport Art District - One Block From Beach!
4.99 out of 5 average rating, 289 reviews
Cozy up in a French Country nest NEAR EVERYTHING
4.86 out of 5 average rating, 403 reviews
Artsy guest house; near downtown w/ private patio
4.96 out of 5 average rating, 151 reviewsPrivate cottage rentals

Family Friendly Beach Cottage in Madeira Beach, FL
4.88 out of 5 average rating, 177 reviews
Historic Florida Beach Cottage steps from the beac
4.88 out of 5 average rating, 119 reviews
Beach Cottage | Bikes | Walk to Dining & Sunset!
4.98 out of 5 average rating, 199 reviews
Charming Newly Reno 1 min to Downtown Dunedin
4.96 out of 5 average rating, 112 reviews
Gulfport Getaway-Close to Everything!
4.85 out of 5 average rating, 189 reviews
Cozy Cottage on Mad Beach - All Incl Pricing!
4.88 out of 5 average rating, 101 reviews
Louisa's Cottage
4.96 out of 5 average rating, 324 reviews
Private Peaceful Cottage-St Pete, Beaches & Trail!
4.99 out of 5 average rating, 112 reviewsDestinations to explore
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