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

Search Treasure Island Cottage Rentals from CA $291

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Treasure Island cottages

House (4 Bedrooms) | Interior

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 $290
CA $818 total
includes taxes & fees
Jul 7 - Jul 8
Great for Digital Nomads! Spacious Home in Largo
Property grounds

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (126 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is CA $483
CA $1,003 total
includes taxes & fees
Jul 7 - Jul 8
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Exterior

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (37 reviews)
"House was in great condition and very comfortable. Ideal location! "
United States
Scott B.
The price is CA $621
CA $1,582 total
includes taxes & fees
Jul 17 - Jul 18
Beautiful Guest House Near the Beach with Private Pool!
Exterior

Walkable Dog Friendly Cottage Downtown

Walkable Dog Friendly Cottage Downtown
Dunedin
10.0 out of 10, Exceptional, (38 reviews)
"This is a great spot to enjoy the Bluejays and downtown Dunedin. Barbra is a very good host."
United States
Pete F.
The price is CA $180
CA $465 total
includes taxes & fees
Jul 7 - Jul 8
Walkable Dog Friendly Cottage Downtown
Property grounds

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Downtown Dunedin
10.0 out of 10, Exceptional, (22 reviews)
"Great place, walking distance to everything! Highly recommend!"
United States
David R.
The price is CA $316
CA $635 total
includes taxes & fees
Jul 9 - Jul 10
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Exterior

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 $203
CA $530 total
includes taxes & fees
Jul 7 - Jul 8
St Pete/gulfport Tiny little small home
Property grounds

Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (9 reviews)
"The accommodations were great! The host communicated really well and we enjoyed walking everywhere! Highly recommend this quaint location. "
United States
Amy C.
The price is CA $273
CA $608 total
includes taxes & fees
Aug 3 - Aug 4
Downtown Cottage | Walk Everywhere, Park once
Exterior

Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (49 reviews)
"Yes, the Host went over the top very clean very accommodating great location!!!"
United States
Susan T.
The price is CA $278
CA $617 total
includes taxes & fees
Jul 18 - Jul 19
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Property grounds

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Downtown Dunedin
10.0 out of 10, Exceptional, (16 reviews)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
The price is CA $437
CA $790 total
includes taxes & fees
Jul 18 - Jul 19
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Property grounds

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Downtown Dunedin
10.0 out of 10, Exceptional, (32 reviews)
"Excellent location. The host pulled out all the stops - they had everything to make the stay amazing!!"
United States
Lori A.
The price is CA $275
CA $583 total
includes taxes & fees
Jul 12 - Jul 13
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
House (4 Bedrooms) | Interior

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
3.0 star property
St. Petersburg
The price is CA $254
CA $866 total
includes taxes & fees
Jul 14 - Jul 15
4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
Exterior

Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (28 reviews)
"Great communication, beautiful clean and comfortable room. We enjoyed the pool and hot tub and the place was conveniently located close to everything. "
United States
Monica W.
The price is CA $129
CA $291 total
includes taxes & fees
Jul 7 - Jul 8
Key West Style Cottage - with pool/hot-tub
Beach nearby

The Seaside Cottages are located just across the street from Indian Rocks Beach!

The Seaside Cottages are located just across the street from Indian Rocks Beach!
Indian Rocks Beach
9.8 out of 10, Exceptional, (18 reviews)
"We loved the vibe of the cottages. It was a perfect retreat for my daughters and I to get away. Convenient to Indian Rocks Beach. I would definitely recommend."
United States
Ella M.
The price is CA $240
CA $531 total
includes taxes & fees
Aug 3 - Aug 4
The Seaside Cottages are located just across the street from Indian Rocks Beach!
Terrace/patio

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
9.8 out of 10, Exceptional, (166 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
The price is CA $236
CA $455 total
includes taxes & fees
Jul 14 - Jul 15
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Property grounds

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, (23 reviews)
"Great location! "
United States
Quinton W.
The price is CA $227
CA $520 total
includes taxes & fees
Jul 9 - Jul 10
Sunny PaG Island rental w/bikes-just steps2beach
Exterior

2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
The price is CA $2,929
CA $4,170 total
includes taxes & fees
Jul 8 - Jul 9
2631 Cedarglen Drive
Terrace/patio

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great family resort!!"
United States
Patrick B.
The price is CA $1,766
CA $4,315 total
includes taxes & fees
Jul 27 - Jul 28
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Exterior

Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5

Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5
Clearwater
9.2 out of 10, Wonderful, (142 reviews)
"The location was excellent, everyone was so friendly. The cottage was great, will be back!!"
United States
Esme B.
The price is CA $281
CA $629 total
includes taxes & fees
Jul 19 - Jul 20
Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5
Flat-screen TV, Netflix, Hulu, streaming services

The Purple Flower - 30 Second walk to the Beach. Free parking.

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (216 reviews)
"Perfect spot my husband and I. VERY close to the beach. Very clean. Had plenty beach chairs, towels and cooler. Washer and dryer was a bonus. Kitchen had what we needed. Definitely would be back! "
United States
Lisa S.
The price is CA $222
CA $437 total
includes taxes & fees
Jul 14 - Jul 15
The Purple Flower - 30 Second walk to the Beach. Free parking.
Interior

Largo Pool House and Firepit

Largo Pool House and Firepit
3.0 star property
Walsingham
The price is CA $2,929
CA $3,922 total
includes taxes & fees
Jul 8 - Jul 9
Largo Pool House and Firepit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Treasure Island Hotel Reviews

The Bayside Inn & Marina

The Bayside Inn & Marina

8/10 Good
"Place was in good condition and bed was comfortable."
David 1-night trip
Posted 2 hours ago
The Bayside Inn & Marina

Find out more about Treasure Island

Treasure Island Cottages information

Number of reviews
769
Accommodation
26 Cottages
Lowest Price
CA $291
Highest Price
CA $4,315

Frequently asked questions

How much do cottages in Treasure Island cost?
Prices for cottages in Treasure Island range between CA $291 and CA $4,315 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 favourite 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 9.7.
How many cottages are there in Treasure Island?
Use up your vacation days and pick from 26 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.

Explore a world of travel with Expedia