
Cottage holiday rentals in St. Petersburg
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Top-rated cottage rentals in St. Petersburg
Guests agree: these cottages are highly rated for location, cleanliness and more.

Sunny PaG Island rental w/bikes-just steps2beach
Welcome to your beach getaway! This cheerful, sun-soaked cottage is steps from the sand—or your next ice cream or seaside meal at a nearby restaurant. Perfect for couples or solo travelers, a comfy queen bed, a breezy living room, and a kitchen and dining area. Sip your morning drink on the upstairs porch as salty breezes drift by, or fire up the BBQ on the downstairs patio. Two bikes are yours to cruise the island like a local—Everything you need for a relaxing, joy-filled beach escape is here

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...!

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

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.

2 bed/1 bath Hummingbird Beach Cottage (4 beds)
This is a 1951 beach bungalow with all the updates, including a walk-in shower, on-demand hot water, 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.

Flipper's @ Mad Beach Cottage
Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

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.

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.

Historic Holly House on Treasure Island
This charming Beach Cottage is located in the Coney Island area of Treasure Island. This unique set of Key West Style beach cottages are on the beach block only STEPS to the beach! This awesome beach cottage, known as The Historic Holly House, has some unique history. In 1961 the New York Yankees rented out all the cottages in this Coney Island area for spring training. This cottage was the one the Home Run King Roger Maris stayed in before he went on to hit 61 home runs that season.

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.
Popular amenities for cottage rentals in St. Petersburg
Cottage rentals with a hot tub

Beachy Keen Cottage A only steps to the Beach

New Listing Hidden Gem 3 Bedroom Home

Heart of Safety Harbor | Hot Tub | Luxe Comfort

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

Happy Camper Cottage | Cozy Oasis with Hot Tub

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Cozy Cottage Near Beach | Hot Tub • Pet Friendly

Beachside Historic Cottage – Steps to Sand!
Pet-friendly cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

Gasparilla Bayshore Good Vibes cottage

Little Manatee River Cottage

Luxury Beach Cottage | Walk to Dining & Sunset

Cozy up in a French Country nest NEAR EVERYTHING

Beachy Paradise

The Cottage at Wishing Well, Gulfport

Walk Downtown and to Waterfront, Mins to Beaches
Private cottage rentals

"Sweet Harbor Cottage" Walk to Downtown

Coquina Cove Studio #1 Heated Pool & Steps to Sand

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

6B Newly Renovated Casita at Coastal Cottages!

Safety Harbor Cottage

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️

Cozy South Tampa Cottage: Near Macdill AFB!

Endless Summer Cottage 2
When is the best time to visit St. Petersburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £152 | £166 | £168 | £127 | £127 | £124 | £120 | £123 | £102 | £112 | £108 | £126 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about cottage rentals in St. Petersburg

Total holiday rentals
Explore 80 holiday rentals in St. Petersburg

Nightly prices starting at
St. Petersburg holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 4,290 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
80 of St. Petersburg holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Dunedin Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
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- Splash Harbour Water Park
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