Cottage holiday rentals in Indian Rocks Beach

4.95 out of 5 average rating, 140 reviews

A cozy living space features a well-equipped kitchenette with modern appliances, including a coffee maker and microwave. A dining table with two chairs is positioned beside expansive windows. A spacious bed occupies the corner, complemented by light-colored bedding and gentle lighting from ceiling fans.

Cottage 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

A single-story cottage features a pink exterior with large windows allowing natural light. A landscaped garden with decorative stones is visible in the front. White chairs are placed near the entrance, and ample parking spaces are provided in the driveway.

4.9 out of 5 average rating, 313 reviews

Vintage Florida Beach Cottage B

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Kooky Koconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Cottage in Euclid Place - St. Paul

A cozy living room features a tan sofa positioned across from a purple armchair. A round coffee table is centered on a light-colored rug. Colorful artwork adorns the wall, while a floor lamp provides warm lighting. The space is brightened by natural light through a window.

4.95 out of 5 average rating, 125 reviews

Artsy guest house; near downtown w/ private patio

This uniquely decorated guest house is a private oasis with a lovely, private patio. The house is decorated with Latin American art from the owner's collection & travels. Only 11 blocks to downtown and very close to grocery stores, art galleries and all the night light life St. Pete offers. The home has a full kitchen and a very comfortable bedroom for one or two people. A perfect location for those that want to experience a comfortable and relaxing place. Only 12 block walk to Tropicana.

A sandy path leads from a grassy area to the shoreline, flanked by light vegetation. The vibrant blue sky is dotted with clouds, while the gentle waves of the ocean are visible in the distance.

4.75 out of 5 average rating, 114 reviews

#5 Beach Front Cottage w view- Indian Rocks Beach

LOCATION, location! 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. *Kitchen recently updated* Shared gazebo & picnic table next door. 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 2 public access.

An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.

4.96 out of 5 average rating, 163 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

A cozy living area showcases a modular blue sofa, adorned with soft pillows and a warm throw. A light wooden coffee table rests in the center, complemented by decorative items. Natural light enters through a window, creating a bright and welcoming atmosphere.

4.99 out of 5 average rating, 353 reviews

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street, yet tucked away! Private yard with grill in a prime location. Short walk to Dunedin's waterfront and minutes to beaches. Stroll to Dunedin's restaurants, breweries, shops, and live music. Enjoy stunning sunsets or drive minutes to award-winning beaches such as Honeymoon Island and Clearwater Beach. Sleeps 6. Enjoy beautiful décor and two king suites. Loaded with beach & kids’ gear for easy escape. Treat yourself and book this Dunedin favorite by Lucky Guest today.

4.97 out of 5 average rating, 174 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

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.

A comfortable living area is depicted, featuring a light-colored sofa accompanied by two side lamps on small tables. A ceiling fan is visible, and a round piece of wall art echoes a coastal theme. Natural light filters in through the window with white blinds.

4.94 out of 5 average rating, 205 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.

An open-concept kitchen and dining area features modern fixtures and wooden accents. A large island bar is surrounded by high-backed chairs, with a dining table visible in the background. Light blue walls and stylish light fixtures create a bright atmosphere.

4.98 out of 5 average rating, 159 reviews

New Beach Retreat– Hammock, Patio & Steps to Sand!

Sandy Feet Cottage is a newly remodeled beach retreat just 2 minutes from Indian Rocks Beach. Enjoy an open layout, new furnishings, a spa-style bath, and a private yard with fire pit, hammock, and patio. Walk to dining, bars, and shops—your stylish Gulf Coast escape! ***NEW AIRBNB PRICING UPDATE*** Starting mid-October 2025, Airbnb will display all-in pricing—including a 15.5% Airbnb service fee (charged directly by Airbnb to the host), plus cleaning and pet fees if applicable.

4.89 out of 5 average rating, 202 reviews

A cozy dining area is framed by large windows, offering a direct view of the beach and ocean. Two light-colored chairs surround a round wooden table. Outside, lounge chairs are positioned on the sand, with stunning sunset colors reflecting on the water.

Cottage in Indian Shores

*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*

Step out the door and into the sand! Ground floor DIRECT beachfront one- bedroom/one-bath cottage nestled in the sand directly on the Gulf of Mexico with awesome amenities for the perfect Gulf Beach getaway! Enjoy a cozy bedroom, living/dining area, fully-equipped kitchen, beachfront patio and private beach area with lounge chairs. Conveniently located near a trolley stop for easy access to local restaurants, shops, and attractions. Book now for an unforgettable beach vacation!l

Cottage in Clearwater Beach

A sandy pathway leads through beach grass and wildflowers, with palm trees framing the scene. The azure ocean and clear blue sky serve as a backdrop, inviting guests to enjoy the nearby beach.

4.85 out of 5 average rating, 140 reviews

Mermaid Cottage

Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

A well-equipped kitchen features wooden cabinets and a spacious granite countertop with seating for two. Stainless steel appliances, including an oven, microwave, and coffee maker, are visible. Natural light streams in, highlighting the modern design and warm tones of the space.

4.9 out of 5 average rating, 154 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.

Popular amenities for Indian Rocks Beach cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A spacious outdoor deck is shown, featuring a hot tub covered with a protective lid. Blue and white lounge chairs, along with bright cushions, are arranged for relaxation. The cottage's vibrant turquoise exterior is complemented by a cheerful yellow door and lush surrounding greenery.

4.96 out of 5 average rating, 195 reviews

Harbor Oasis | Hot Tub | Private | Lush Backyard

Cottage in Clearwater Beach

A thatched Tiki hut is illuminated at night, surrounded by lush tropical plants. Wooden picnic tables are positioned under the hut, creating a casual gathering area. A 'Vacancy' sign is visible above, highlighting the inviting atmosphere of the property.

4.74 out of 5 average rating, 209 reviews

Tiki Cottage Sleeps 6, Pets OK, Steps to Beach

Cottage in Clearwater Beach

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.

4.78 out of 5 average rating, 157 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

4.98 out of 5 average rating, 42 reviews

Beachy Keen Cottage A only steps to the Beach

The outdoor pool area features a clear water pool surrounded by lounge chairs and vibrant umbrellas. A bright blue building is visible in the background, complemented by colorful accents along the poolside. Lush greenery adds to the relaxed atmosphere.

4.92 out of 5 average rating, 132 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

Cottage in Largo

New Listing Hidden Gem 3 Bedroom Home

A private hot tub is positioned on a wooden deck, outfitted with two black chairs and a small table. The cottage features a light blue exterior with a white door framed by two towels. A pergola with climbing plants is visible in the background.

4.91 out of 5 average rating, 101 reviews

Heart of Safety Harbor | Hot Tub | Luxe Comfort

The view from the balcony showcases palm trees lining the street and a glimpse of the pool area below. The surroundings include residential homes, with the main road leading to various local attractions just beyond the tranquil setting.

Cottage in Sunset Beach

Sunset Beach cozy boutique cottage

Pet-friendly cottage rentals

4.81 out of 5 average rating, 72 reviews

A spacious living area features a light-colored couch and a coordinating armchair, positioned on a decorative area rug. A wooden TV stand holds a flat-screen television. Wall art adds color, while a ceiling fan provides comfort. Natural light filters through the windows.

Cottage in Largo

Cottage by the Coast 2 bd - Pet Friendly

Cottage in Pass-a-Grille Beach

A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.

4.8 out of 5 average rating, 290 reviews

Sunny PaG Island rental w/bikes-just steps2beach

4.96 out of 5 average rating, 165 reviews

A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.

Cottage in Gulfport

The Pelicans Roost / Gulfport

4.98 out of 5 average rating, 59 reviews

A vibrant pink cottage is surrounded by lush tropical landscaping and palm trees. A staircase leads to the rooftop patio, while the exterior features large windows and cheerful accents. The beachfront neighborhood is visible in the background, showcasing a relaxing coastal atmosphere.

Cottage in Indian Shores

Cottage with Rooftop Patio & Private Beach Access

4.77 out of 5 average rating, 39 reviews

A light-filled living area features a blend of comfortable seating, including a leather sofa and a recliner. A dining table is positioned near the sliding doors that lead to the deck, while a colorful area rug adds a vibrant touch underfoot.

Cottage in Sunset Beach

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

A cozy interior space features a neutral color palette with a striped bedspread. A serving tray holds two white cups beside a small dish of candy. Natural light fills the room, highlighting a kitchenette in the background, complemented by white cabinetry and a subtle decor.

4.86 out of 5 average rating, 373 reviews

Cozy up in a French Country nest NEAR EVERYTHING

A charming cottage exterior is highlighted by vibrant blue accents on the door and window frames. Lush palm trees surround the property, and a pathway of red bricks leads to the entrance. Gravel landscaping complements the home, enhancing its welcoming appearance.

4.7 out of 5 average rating, 219 reviews

Beachy Paradise

4.99 out of 5 average rating, 280 reviews

The cottage exterior features a light teal facade with white trim and multiple windows allowing natural light. A welcoming front porch includes a central entry door flanked by two large windows. The address is displayed prominently above the door. Lush greenery surrounds the base of the structure.

Cottage in Gulfport

Gulfport Art District - One Block From Beach!

Private cottage rentals

The cottage exterior features a charming pink facade with decorative accents and a welcoming front entrance. Two vibrant pink chairs are positioned on the brick pathway, framed by lush greenery. Large windows provide ample natural light, while colorful artistic details add character.

4.76 out of 5 average rating, 294 reviews

Mermaid BeachCottage 3gulfside (30 steps to beach)

A glass table is set with two wine glasses and a bottle of red wine, inviting relaxation. The backdrop features a picturesque view of the surroundings, with lush greenery and a sunset sky visible in the distance.

5 out of 5 average rating, 23 reviews

Cozy Cottage Downtown + near Waterfront

An open plan living area features a comfortable sectional sofa adorned with decorative pillows. A well-equipped kitchen showcases modern appliances and sleek cabinetry. Light floods in from a window, highlighting the serene coastal decor, including a framed palm tree photograph.

5 out of 5 average rating, 64 reviews

"Sweet Harbor Cottage" Walk to Downtown

4.92 out of 5 average rating, 139 reviews

A round dining table with a dark wood finish is accompanied by four white wooden chairs. The chairs feature a classic design, and the arrangement is set on a light marble floor, with kitchen cabinetry visible in the background.

Cottage in Madeira Beach

Flipper's @ Mad Beach Cottage

A contemporary cottage is illuminated at night, showcasing large glass panels that reveal a warm interior. Surrounding the cottage, a manicured lawn features stone pathways and lush greenery, creating a serene outdoor environment.

5 out of 5 average rating, 57 reviews

Safety Harbor Cottage

4.74 out of 5 average rating, 54 reviews

A charming cottage with a bright green exterior is presented, featuring a welcoming orange front door. A covered porch is adorned with two white rocking chairs and a potted plant, creating a cozy space for relaxation. The surrounding area includes well-maintained landscaping.

Cottage in Gulfport

The Cottage at Wishing Well, Gulfport

A patio area is visible featuring two dark wicker chairs with cushions, positioned next to a small potted plant. A sandy pathway leads toward the beach, with a clear view of the sky filled with soft clouds, enhancing the beachside surroundings.

4.87 out of 5 average rating, 102 reviews

Historic Florida Beach Cottage steps from the sand

The exterior of the cottage displays a vibrant yellow wall and white siding. A wooden deck extends from the property, surrounded by greenery. An outdoor light fixture is visible next to the door. The backdrop includes a taller building with a tiled roof.