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Cottage holiday rentals in St. Petersburg

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Quick stats about cottage rentals in St. Petersburg

  • Total holiday rentals

    Explore 70 holiday rentals in St. Petersburg

  • Nightly prices starting at

    St. Petersburg holiday rentals start at $106 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of St. Petersburg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across St. Petersburg rentals

  • 4.9 Average rating

    St. Petersburg stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    St. Petersburg's top spots, include Tropicana Field, Vinoy Park, and Jannus Live

Top-rated cottage rentals in St. Petersburg

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite
Cottage in Redington Beach

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
Top Guest favourite
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

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...!

4.97 out of 5 average rating, 179 reviews
Guest favourite
The image captures the tranquil waterway with gentle ripples reflecting the sky. In the background, a charming beach cottage is framed by palm trees and boats docked nearby, creating a serene waterfront scene.
Cottage in Pass-a-Grille Beach

Pass-a-Grille Historic Cottage Unit 2

PASS-A-GRILLE HISTORIC COTTAGE UNIT 2 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 2 - 2 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 and back patio area w/ BBQ grill. Private parking for 2 vehicles.

4.96 out of 5 average rating, 184 reviews
Top Guest favourite
The three-story guesthouse features a blend of wood siding and large windows, surrounded by lush greenery. A spacious balcony is present on the second level, offering a shaded outdoor space. Tropical plants and trees frame the entrance, enhancing the serene ambiance of the property.
Cottage in Seminole Grove Estates

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
Top Guest favourite
The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.
Cottage in Dunedin

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
Top Guest favourite
The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.
Cottage in Madeira Beach

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

4.88 out of 5 average rating, 177 reviews
Top Guest favourite
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.
Cottage in St. Petersburg

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.

4.96 out of 5 average rating, 151 reviews
Top Guest favourite
Cottage in Gulfport

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
Top Guest favourite
Cottage in St. Petersburg

Private Peaceful Cottage-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, folding twin cot, and a couch for extra guests. 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.

4.99 out of 5 average rating, 112 reviews
Guest favourite
Cottage in St. Petersburg

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

4.91 out of 5 average rating, 175 reviews
Top Guest favourite
Cottage in Gulfport

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

4.99 out of 5 average rating, 289 reviews
Guest favourite
Cottage in Pass-a-Grille Beach

Steps2Beach-Walk everywhere-Bikes & gear Included

Welcome to Paradise by the Sea 🌴 Your comfortable Florida beach cottage just steps from the sand in the heart of Pass-a-Grille. This charming island home offers the relaxed, old-Florida vibe guests love — with the convenience of being able to walk everywhere and rarely move the car. The beach is a quick, easy walk, and restaurants, coffee shops, ice cream, and the local market are all nearby. Guests often say it feels like settling into their home by the beach.

4.89 out of 5 average rating, 193 reviews

Popular amenities for St. Petersburg cottage rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top Guest favourite
A fenced outdoor deck features a private spa tub surrounded by tropical landscaping. Comfortable lounge chairs and a shaded seating area create a relaxing space, while the vibrant turquoise cottage provides a cheerful backdrop. The scene is brightened by natural light filtering through the trees.
Cottage in Safety Harbor

Lush Harbor Oasis with Private Hot Tub

4.95 out of 5 average rating, 219 reviews
Top Guest favourite
A welcoming entryway features a large, round planter filled with vibrant greenery, placed beside stone steps leading to the front door. The area is adorned with a mix of leaves and decorative stones, while two blue adirondack chairs invite relaxation.
Cottage in Indian Rocks Beach

Private Heated pool/spa home!

4.97 out of 5 average rating, 378 reviews
Top Guest favourite
Cottage in Indian Rocks Beach

Beachy Keen Cottage A only steps to the Beach

4.98 out of 5 average rating, 50 reviews
Guest favourite
A hot tub sits on a spacious patio, surrounded by comfortable dark wicker seating and a picnic table. Lush green fields and trees are visible in the background, contributing to a peaceful outdoor setting under a partly cloudy sky.
Cottage in Palm Harbor

Hot tub cottage near Honeymoon Island

4.91 out of 5 average rating, 65 reviews
Top Guest favourite
Cottage in Dunedin

Sunny Side Cottages ~ 6 min to downtwon

4.91 out of 5 average rating, 127 reviewsA charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.
Cottage in Crystal Beach

Happy Camper Cottage | Cozy Oasis with Hot Tub

4.67 out of 5 average rating, 159 reviewsA shaded outdoor dining area features a glass table surrounded by decorative metal chairs. Lush greenery and colorful flowers adorn the space, with a wooden structure visible in the background. The garden offers a feeling of seclusion and connection to nature.
Cottage in Downtown St. Petersburg

Castle Keep Guest House

4.56 out of 5 average rating, 36 reviews
Cottage in Sunset Beach

Sunset Beach Cozy Cottage

Pet-friendly cottage rentals

Top Guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa

Bay Lake Cottage, Private Dock, Romantic, Fishing

4.98 out of 5 average rating, 271 reviews
Guest favourite
Cottage in Indian Rocks Beach

#5 Cottage on the beach-*Water View* -Indian Rocks

4.79 out of 5 average rating, 138 reviews
Guest favourite
A comfortable seating area features two light-colored sofas with throw pillows, arranged around a rustic wooden coffee table. A decorative screen provides partial division from other spaces, and a textured rug is laid beneath the furniture, enhancing the warm ambiance of the room.
Cottage in Bayshore Beautiful

Good vibes Cottage block from Beautiful Bayshore

4.79 out of 5 average rating, 209 reviews
Top Guest favourite
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.
Cottage in Indian Rocks Beach

Vintage Florida Beach Cottage B

4.9 out of 5 average rating, 342 reviews
Guest favourite
The cottage features a welcoming front porch adorned with vibrant flowers and lush greenery. A stone pathway leads to the entrance, framed by well-maintained landscaping. Large windows allow ample natural light, enhancing the charm of the remodeled exterior.
Cottage in Tampa

Wonderful 2-Br, 2 Bath Cottage near the river.

4.95 out of 5 average rating, 176 reviews
Superhost
Cottage in Indian Rocks Beach

Coral Sands I -2/2 Porch, Pool Tbl, Best Location!

4.83 out of 5 average rating, 142 reviews
Superhost
A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.
Cottage in Ruskin

Little Manatee River Cottage

4.9 out of 5 average rating, 152 reviews
Guest favourite
Cottage in Dunedin

Best Location! Walk to Dining, Trail & Stadium

4.95 out of 5 average rating, 223 reviews

Private cottage rentals

Top Guest favourite
Cottage in Indian Shores

Ground-floor, direct beachfront 1BR | on the Gulf

4.89 out of 5 average rating, 220 reviews
Top Guest favourite
The exterior of the vibrant blue cottage features a welcoming patio with brightly colored Adirondack chairs and a table, surrounded by dappled sunlight from the overhead trees. A storage unit is visible, labeled with a cheerful sun design, enhancing the inviting atmosphere.
Cottage in Indian Rocks Beach

LUNA Retreat • Fall Special - Owner Managed

4.98 out of 5 average rating, 118 reviews
Top Guest favourite
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.
Cottage in Indian Rocks Beach

Kooky Coconut Cottage, Indian Rocks Beach

4.94 out of 5 average rating, 233 reviews
Top Guest favourite
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.
Cottage in Indian Rocks Beach

B - BEACH HOUSE 3 MIN WALK TO THE BEACH

4.9 out of 5 average rating, 164 reviews
Guest favourite
A light-colored cottage exterior is presented, featuring a welcoming front staircase with wooden steps. Decorative wreaths adorn the front door, complemented by potted plants hanging on either side. Lush greenery surrounds the property, enhancing the outdoor setting.
Cottage in Dunedin

BeachBunkies Cottage 2. Four miles to the beach!

4.96 out of 5 average rating, 152 reviews
Top Guest favourite
Cottage in Indian Rocks Beach

Beach Cottage | Bikes | Walk to Dining & Sunset

4.98 out of 5 average rating, 199 reviews
Superhost
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.
Cottage in Indian Rocks Beach

Historic Florida Beach Cottage steps from the beac

4.88 out of 5 average rating, 119 reviews
Top Guest favourite
Cottage in Largo

The Cottage Stay 3 get 1 FREE

4.96 out of 5 average rating, 127 reviews

When is the best time to visit St. Petersburg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$327 NZD$362 NZD$424 NZD$336 NZD$295 NZD$283 NZD$285 NZD$292 NZD$242 NZD$249 NZD$297 NZD$309 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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