A wooden boardwalk leading to the ocean, surrounded by greenery.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Treasure Island cottages

A bedroom with a large bed, multiple pillows, and a wall-mounted artwork of tropical leaves.

1. 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.
$286 nightly
The price is $319
Oct 6 - Oct 7
Total with taxes and fees
Happy Hour ACROSS THE STREET FROM THE BEACH
A rustic building with a sign reading "The Hut Grill" and a covered outdoor seating area.

2. 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.
$286 nightly
The price is $319
Oct 6 - Oct 7
Total with taxes and fees
Order up relaxation ACROSS The STREET FROM The BEACH :)
A beach with tall grasses in the foreground and a sunset over the ocean.

3. 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
$286 nightly
The price is $319
Oct 6 - Oct 7
Total with taxes and fees
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.

4. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
$473 nightly
The price is $527
Oct 6 - Oct 7
Total with taxes and fees
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A house with a red door, a blue chair, and palm trees in the yard.

5. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
$523 nightly
The price is $583
Oct 6 - Oct 7
Total with taxes and fees
🌅 Ocean View 2 Bedroom Cottage | Unit 6
A building with a red-tiled roof, a blue door, and a 'NO PARKING' sign.

6. ⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
$559 nightly
The price is $624
Oct 6 - Oct 7
Total with taxes and fees
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
A living room with a grey sofa, a ceiling fan, a flat-screen TV, a painting of a beach scene, and a coffee maker.

7. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
$858 nightly
The price is $957
Oct 6 - Oct 7
Total with taxes and fees
🏖️ Beach Suite Collection I Pet Friendly
A house with a red door, a blue chair, and palm trees in the yard.

8. 🌴 Beach Escape Collection | Sleeps Up to 8

🌴 Beach Escape Collection | Sleeps Up to 8
Sunset Beach
$945 nightly
The price is $1,052
Oct 6 - Oct 7
Total with taxes and fees
🌴 Beach Escape Collection | Sleeps Up to 8
A house with a red door, a blue chair, and palm trees in the yard.

9. 🌊 Family Beach Retreat | Sleeps Up to 12

🌊 Family Beach Retreat | Sleeps Up to 12
Sunset Beach
$1,281 nightly
The price is $1,427
Oct 6 - Oct 7
Total with taxes and fees
🌊 Family Beach Retreat | Sleeps Up to 12
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

10. 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
$199 nightly
The price is $225
Oct 6 - Oct 7
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
Open kitchen and dining area with a full-size refrigerator and a dining table for relaxed meals.

11. Private 1BR Garden Cottage | 1 Mi to Madeira Beach

Private 1BR Garden Cottage | 1 Mi to Madeira Beach
St. Petersburg
$212 nightly
The price is $236
Oct 6 - Oct 7
Total with taxes and fees
Private 1BR Garden Cottage | 1 Mi to Madeira Beach
Welcome to Tipsy Tangerine Cottage — a cheerful turquoise Florida cottage in the Bay Pines area, about 1 mile to Madeira Beach.

12. Tipsy Tangerine Cottage | 2BR Near Madeira Beach

Tipsy Tangerine Cottage | 2BR Near Madeira Beach
St. Petersburg
$355 nightly
The price is $396
Oct 6 - Oct 7
Total with taxes and fees
Tipsy Tangerine Cottage | 2BR Near Madeira Beach
A small, light blue single-story house with a front door, a garage door, and a small porch area.

13. 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.
$331 nightly
The price is $369
Oct 6 - Oct 7
Total with taxes and fees
St Pete/gulfport Tiny little small home
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

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

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.4 out of 10, Exceptional, (28 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.
$312 nightly
The price is $348
Oct 7 - Oct 8
Total with taxes and fees
Sunny PaG Island rental w/bikes-just steps2beach
A yellow building with a blue door and a white staircase.

15. 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, (33 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
$324 nightly
The price is $361
Oct 6 - Oct 7
Total with taxes and fees
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
A white building with black shutters, a neon sign, and a flamingo decoration.

16. 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, (10 reviews)
"Plenty of great restaurants, shopping, bars, and activities to enjoy nearby"
United States
KDrCS
$273 nightly
The price is $305
Oct 6 - Oct 7
Total with taxes and fees
Birds of Paradise- Pool + Putting, Walk to Beach
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (31 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
$173 nightly
The price is $193
Oct 6 - Oct 7
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A pink building with two doors, numbered 19652, and potted plants in front.

18. 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.
$278 nightly
The price is $310
Oct 23 - Oct 24
Total with taxes and fees
Sunset Cottages Suite 1
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.

19. 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
$185 nightly
The price is $206
Oct 13 - Oct 14
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A beach with sand and sparse vegetation.

20. 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)
"My favorite place in indian rocks beach!!!"
United States
Patrick D.
$299 nightly
The price is $333
Oct 27 - Oct 28
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
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 Treasure Island Hotel Reviews

The Molloy - A Boutique Beach Resort

The Molloy - A Boutique Beach Resort

10/10 Excellent
"N/A"
Andres 2-night trip
Posted 13 hours ago
The Molloy - A Boutique Beach Resort

Find out more about Treasure Island

Treasure Island Cottages information

Number of reviews
121
Accommodation
28 Cottages
Lowest Price
$193
Highest Price
$1,427

Frequently asked questions

How much do cottages in Treasure Island cost?
Prices for cottages in Treasure Island range between $193 and $1,427 per night. No matter your budget, you'll find the perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Treasure Island?
A guest favorite is Sunset Beach Cottages. Kick back at this 3.5-star stay which features a garden and a barbecue grill. Sarah's Seaside is another popular option to look into. Spend your break at this 3.5-star cottage and make the most of conveniences including a garden and a swimming pool. You can choose from multiple cottages in Treasure Island with a total average guest review rating of 9.8.
How many cottages are there in Treasure Island?
Use up your vacation days and pick from 28 cottages in Treasure Island. Thinking about a place where you can relax and connect with nature? Expedia will help you find your ideal stay in just a click or two.
Are there any family-friendly cottages in Treasure Island?
Put your feet up at Sunset Beach Cottages, a 3.5-star cottage just a short drive from downtown. Conveniences here include laundry facilities and a barbecue grill. Another family-friendly option where you can swap the urban jungle for open spaces is Sarah's Seaside. A barbecue grill and laundry facilities help make this 3.5-star cottage a hit with guests. Treasure Island has no shortage of family-friendly attractions to check out when you need to keep the kids busy. John's Pass Village & Boardwalk and Splash Harbour Water Park deliver fun for all ages.
Why book your cottage in Treasure Island with Expedia?
Booking a cottage in Treasure Island is as simple as deciding on your travel dates and choosing an ideal place for a getaway in the outdoors. From high-end retreats to inexpensive properties and cottages that include conveniences like a kitchen, Expedia has something for all styles. As for the best offers around? We have them too!
How can I find cheap cottages in Treasure Island?
With Expedia's convenient filter tool, scoring cheap cottages in Treasure Island has never been simpler. To discover accommodations that'll make your wallet smile, tailor your search results by amenities, budget and star rating.
What is there to do in Treasure Island near my cottage?
There are lots of wonderful things to fill your itinerary with in Treasure Island. Discover attractions like Treasure Bay Golf and Tennis, St. Petersburg Municipal Beach and Sunset Beach. Treasure Island Golf Tennis Recreation Center, Treasure Island Golf, Tennis & Recreation Center and Sunset Beach Pavilion are other must-do's.

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