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Our top choices for Treasure Island cottages

An oasis ACROSS THE STREET FROM THE BEACH :)

Sunshine Beach
10.0 out of 10, Exceptional, (16)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
$250 nightly
The price is $280
Dec 17 - Dec 18
Total with taxes and fees
An oasis ACROSS THE STREET FROM THE BEACH :)

Family-friendly Tampa Home < 3 Mi to Ocean!

3.0 star property
Port Tampa City
10.0 out of 10, Exceptional, (4)
"Located in a quiet, Safe area. The Duplex was clean and had adequate amenities."
United States
David
$328 nightly
The price is $368
Dec 11 - Dec 12
Total with taxes and fees
Family-friendly Tampa Home < 3 Mi to Ocean!

Key West Style Cottage - with pool/hot-tub

Dunedin
10.0 out of 10, Exceptional, (10)
"The property was amazing, beautiful and well thought out! We will be back for sure."
United States
James T.
$151 nightly
The price is $168
Dec 15 - Dec 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub

Sea-clusion: Private Poolside Cottage by the Beach

Clearwater
9.0 out of 10, Wonderful, (4)
"We absolutely loved staying here and cant wait to book it again. It was very clean and nicely decorated. We were close to everything we needed within walking distance! The pool was nice and warm also. Highly recommend staying here."
United States
Amanda S.
$201 nightly
The price is $224
Dec 17 - Dec 18
Total with taxes and fees
Sea-clusion: Private Poolside Cottage by the Beach

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

Indian Rocks Beach
10.0 out of 10, Exceptional, (3)
"We are locals, so looking for a quick weekend getaway— this absolutely exceeded our expectations! Megan and Scott communicated quickly about any questions we had, the cottages are so quiet and quaint, in an absolutely ideal location. Walk to the beach is directly across the street, next to cafe de Paris if you want a delicious breakfast. The cottage has everything we needed for our weekend. Clean, nicely decorated, very comfortable! Would stay again ! "
United States
Taylor C.
$277 nightly
The price is $309
Dec 11 - Dec 12
Total with taxes and fees
The Seaside Cottages are located just across the street from Indian Rocks Beach!

St Pete/gulfport Tiny little small home

St. Petersburg
10.0 out of 10, Exceptional, (3)
"The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!"
United States
Karen J.
$355 nightly
The price is $396
Dec 11 - Dec 12
Total with taxes and fees
St Pete/gulfport Tiny little small home

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Clearwater
9.2 out of 10, Wonderful, (58)
"Very friendly staff. Capt Al was very accommodating. Highly recommend for a family vacation. "
United States
Char D.
$480 nightly
The price is $535
Dec 17 - Dec 18
Total with taxes and fees
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Peaceful cottage with AC in St. Petersburg - Close to Everything!

St. Petersburg
10.0 out of 10, Exceptional, (1)
"Excellent host - Very customer service oriented."
United States
Linda C.
$221 nightly
The price is $247
Dec 11 - Dec 12
Total with taxes and fees
Peaceful cottage with AC in St. Petersburg - Close to Everything!

Openings for October and November at our Beach Cottage-3 minutes to the Gulf!

Largo
9.6 out of 10, Exceptional, (5)
"The property was beautiful and beachy! So many small special touches! Wish we had more time, and could have stayed longer! I will definitely be back on my next trip down!"
United States
Brandy
$348 nightly
The price is $390
Jan 5 - Jan 6, 2026
Total with taxes and fees
Openings for October and November at our Beach Cottage-3 minutes to the Gulf!

Welcome to the Jungle- Triplex across the street from the beach, heated pool

Indian Rocks Beach
10.0 out of 10, Exceptional, (2)
"Hi! We had a wonderful stay. The property was very clean and in a great location that was within walking distance to the beach, restaurants, shops, and convenience stores. "
United States
Ashley C.
$295 nightly
The price is $329
Dec 11 - Dec 12
Total with taxes and fees
Welcome to the Jungle- Triplex across the street from the beach, heated pool

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

Clearwater
9.8 out of 10, Exceptional, (203)
"Fabulous location, and the accommodation had everything we needed as a family of 4 to enjoy Clearwater Beach."
United Kingdom
Martin H.
$204 nightly
The price is $228
Dec 18 - Dec 19
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.

Cozy St Pete Home ~ 2 Mi to Madeira Beach!

3.0 star property
Bay Pines
10.0 out of 10, Exceptional, (1)
"Spacious for a one bedroom flat. Exceptionally quiet. Would stay there again. A good value. "
United States
HELEN
$218 nightly
The price is $243
Dec 11 - Dec 12
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

Clearwater
8.6 out of 10, Excellent, (55)
"Great stay. Place was clean and me, my family and my pets enjoyed the stay. Host was really communicative and nice. Definitely coming back."
United States
Alejandro C.
$331 nightly
The price is $369
Dec 11 - Dec 12
Total with taxes and fees
Sleeps 6 Daily Rentals, Pets OK, Hot Tub

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

Downtown Dunedin
10.0 out of 10, Exceptional, (26)
"Great place and Location to stay and very close to Main Street .Host Jen is fantastic and always available."
United States
Mark S.
$338 nightly
The price is $377
Dec 14 - Dec 15
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Historic Old Northeast
10.0 out of 10, Exceptional, (4)
"The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area."
United States
Cynthia S.
$338 nightly
The price is $362
Dec 11 - Dec 12
Total with taxes and fees
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Adorable Cottage with Covered Balconies and Private Pool

Anna Maria
9.6 out of 10, Exceptional, (41)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
$395 nightly
The price is $441
Dec 15 - Dec 16
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool

Steps to Beach+bikes VaCay getaway on PaG island

Pass-a-Grille
9.8 out of 10, Exceptional, (20)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
$236 nightly
The price is $251
Dec 18 - Dec 19
Total with taxes and fees
Steps to Beach+bikes VaCay getaway on PaG island

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

Clearwater
9.0 out of 10, Wonderful, (77)
"Great location close to the beach as well as a short walk to several shops and restaurants!"
United States
Elizabeth B.
$474 nightly
The price is $529
Dec 11 - Dec 12
Total with taxes and fees
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

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

Downtown Dunedin
10.0 out of 10, Exceptional, (15)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
$361 nightly
The price is $403
Dec 17 - Dec 18
Total with taxes and fees
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Anna Maria
8.8 out of 10, Excellent, (25)
"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "
United States
Paris K.
$387 nightly
The price is $432
Dec 15 - Dec 16
Total with taxes and fees
Beautiful Condo on Pine Ave, 2 Blocks to 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

Find out more about Treasure Island

Treasure Island Cottages information

Number of reviews
538
Accommodation
16 Cottages
Lowest Price
$168
Highest Price
$535

Frequently asked questions

How much do cottages in Treasure Island cost?
Prices for cottages in Treasure Island range between $168 and $535 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 9.6.
How many cottages are there in Treasure Island?
Use up your vacation days and pick from 16 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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