A waterfront cityscape with modern high-rise buildings, palm trees, and a bridge over the water.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for St. Petersburg cottages

A well-maintained garden with artificial grass, palm trees, and a pathway leading to a building with a light-colored facade.

1. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 reviews)
"Lovely accommodation close to everything. So many lovely restaurants and sights right you doorstep while sating in a darling cottage in a very quaint neighborhood. And just a short drive to lovely beaches. Highly recommend."
United States
Jennifer C.
The price is CA $168
CA $458 total
includes taxes & fees
Sep 23 - Sep 24
Downtown Cottage | Walk Everywhere, Park once
A small house with a door, two windows with shutters, a small porch with two chairs and a table, and a garden with tropical plants.

2. Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!

Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
St. Petersburg
The price is CA $125
CA $289 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A small, light blue single-story house with a front door, a garage door, and a small porch area.

3. St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place to stay and host communication was excellent "
United States
Susan D.
The price is CA $200
CA $521 total
includes taxes & fees
Sep 23 - Sep 24
St Pete/gulfport Tiny little small home
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

4. Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
Bay Pines
9.0 out of 10, Wonderful, (2 reviews)
"Very clean comfy sheets and towels"
United States
Anita
The price is CA $137
CA $339 total
includes taxes & fees
Sep 30 - Oct 1
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A yellow building with a blue door and a white staircase.

5. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (31 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
The price is CA $168
CA $425 total
includes taxes & fees
Sep 23 - Sep 24
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

6. Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.2 out of 10, Wonderful, (27 reviews)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
United States
Janise W.
The price is CA $159
CA $415 total
includes taxes & fees
Sep 27 - Sep 28
Sunny PaG Island rental w/bikes-just steps2beach
A bedroom with a large bed, multiple pillows, and a wall-mounted artwork of tropical leaves.

7. Happy Hour ACROSS THE STREET FROM THE BEACH

Happy Hour ACROSS THE STREET FROM THE BEACH
Sunshine Beach
10.0 out of 10, Exceptional, (12 reviews)
"Super accommodating, clean, and perfect location from the beach. The Happy Hour is the perfect home away from home."
United States
Morgan M.
The price is CA $196
CA $421 total
includes taxes & fees
Sep 23 - Sep 24
Happy Hour ACROSS THE STREET FROM THE BEACH
A beach with tall grasses in the foreground and a sunset over the ocean.

8. An oasis ACROSS THE STREET FROM THE BEACH :)

An oasis ACROSS THE STREET FROM THE BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
The price is CA $196
CA $420 total
includes taxes & fees
Sep 23 - Sep 24
An oasis ACROSS THE STREET FROM THE BEACH :)
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

9. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is CA $264
CA $743 total
includes taxes & fees
Sep 23 - Sep 24
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A rustic building with a sign reading "The Hut Grill" and a covered outdoor seating area.

10. Order up relaxation ACROSS The STREET FROM The BEACH :)

Order up relaxation ACROSS The STREET FROM The BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (34 reviews)
"Perfect location, perfect accommodations! Will be staying here again."
United States
Billy H.
The price is CA $215
CA $447 total
includes taxes & fees
Sep 23 - Sep 24
Order up relaxation ACROSS The STREET FROM The BEACH :)
A row of single-story houses with red-tiled roofs, a central palm tree, and a clear blue sky.

11. Great for Digital Nomads! Spacious Home in Largo

Great for Digital Nomads! Spacious Home in Largo
3.0 star property
Walsingham
The price is CA $259
CA $776 total
includes taxes & fees
Sep 23 - Sep 24
Great for Digital Nomads! Spacious Home in Largo

12. "Casita" The Pelican tiny Home Ybor/D’Town/Cruise port

"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
Palmetto Beach
10.0 out of 10, Exceptional, (7 reviews)
"Owner is extremely courteous and and accommodating! Place was exactly as shown and very cozy! Would definitely stay with them again!"
United States
Justin
The price is CA $116
CA $284 total
includes taxes & fees
Sep 23 - Sep 24
"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
A white building with black shutters, a neon sign, and a flamingo decoration.

13. Birds of Paradise- Pool + Putting, Walk to Beach

Birds of Paradise- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (9 reviews)
"Plenty of great restaurants, shopping, bars, and activities to enjoy nearby"
United States
KDrCS
The price is CA $130
CA $431 total
includes taxes & fees
Sep 24 - Sep 25
Birds of Paradise- Pool + Putting, Walk to Beach
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a table and chairs.

14. Stadium Nest /king Bed/ pet friendly

Stadium Nest /king Bed/ pet friendly
Plaza Terrace
The price is CA $87
CA $199 total
includes taxes & fees
Sep 28 - Sep 29
Stadium Nest /king Bed/ pet friendly
A single-story house with a white exterior, a front porch, and a mailbox.

15. Amelia- 2BR Beach Villa with King Bed and Bikes

Amelia- 2BR Beach Villa with King Bed and Bikes
Largo
The price is CA $120
CA $314 total
includes taxes & fees
Oct 5 - Oct 6
Amelia- 2BR Beach Villa with King Bed and Bikes
A pink building with two doors, numbered 19652, and potted plants in front.

16. Sunset Cottages Suite 1

Sunset Cottages Suite 1
Indian Shores
10.0 out of 10, Exceptional, (6 reviews)
"The property was very clean, we were able to contact the host whenever we needed and they were very accommodating. It was a great location and had all the necessities for a fun day at the beach!"
United States
Cameron D.
The price is CA $192
CA $438 total
includes taxes & fees
Oct 23 - Oct 24
Sunset Cottages Suite 1
A small house with a blue door, a covered porch, and a patio area with chairs and plants.

17. The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!

The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
Indian Rocks Beach
10.0 out of 10, Exceptional, (9 reviews)
"The cottages were nice, quaint and cute. The whole property was great."
United States
Bobbie jo S.
The price is CA $175
CA $427 total
includes taxes & fees
Sep 23 - Sep 24
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A keyless entry system with a red pathway leading to a gated entrance.

18. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Very nice location. "
United States
Daniel o.
The price is CA $88
CA $341 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Private Cottage, Minutes to Anna Maria Island
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

19. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (30 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
The price is CA $116
CA $270 total
includes taxes & fees
Sep 28 - Sep 29
Key West Style Cottage - with pool/hot-tub
A two-story house with a green exterior, a blue door, and orange trim.

20. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is CA $138
CA $301 total
includes taxes & fees
Oct 1 - Oct 2
The "Grouper"
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Petersburg Hotel Reviews

The Vinoy Resort & Golf Club, Autograph Collection

The Vinoy Resort & Golf Club, Autograph Collection

10/10 Excellent
"Front desk & bell staff were incredible. Great service"
Josh 1-night trip
Posted 4 hours ago
The Vinoy Resort & Golf Club, Autograph Collection

Find out more about St. Petersburg

St. Petersburg Cottages information

Number of reviews
89
Accommodation
53 Cottages
Lowest Price
CA $270
Highest Price
CA $776

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