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

Villas in Treasure Island

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Treasure Island villas

1. Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches

Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches
Walsingham
9.8 out of 10, Exceptional, (25 reviews)
"It was such a nice place to spend spring break. "
United States
Carrie Kozak H.
$408 nightly
The price is $457
Nov 12 - Nov 13
Total with taxes and fees
Private Resort Villa | Heated Pool + Game Room + Near Gulf Beaches

2. 3-bedroom villa in enchanting St. Petersburg with AC comfort

3-bedroom villa in enchanting St. Petersburg with AC comfort
Childs Park
$395 nightly
The price is $442
Nov 12 - Nov 13
Total with taxes and fees
3-bedroom villa in enchanting St. Petersburg with AC comfort

3. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely fabulous!! Great location, extremely responsive and friendly hosts, and beautiful home. It was so convenient to have laundry detergent and dish soap readily available as well as plenty of garbage bags. The rooftop was beautiful and the walk to beach can't be beat. "
United States
Dr Rachael M.
$883 nightly
The price is $990
Dec 1 - Dec 2
Total with taxes and fees
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

4. The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.

The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.
Largo
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay, the dogs loved the backyard!"
United States
Amber R.
$249 nightly
The price is $279
Nov 16 - Nov 17
Total with taxes and fees
The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.

5. Heated Pool • Hot Tub • Outdoor Kitchen

Heated Pool • Hot Tub • Outdoor Kitchen
Largo
8.6 out of 10, Excellent, (8 reviews)
"The property was gorgeous, all the rooms were spacious and the jacuzzi and pool was super clean, overall a great place to stay! "
United States
Chloe C.
$359 nightly
The price is $403
Nov 19 - Nov 20
Total with taxes and fees
Heated Pool • Hot Tub • Outdoor Kitchen

6. Sleeps 24-Beachfront Resort-Outdoor Pool 7BR

Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
Madeira Beach
9.0 out of 10, Wonderful, (2 reviews)
"Great stay and location."
United States
Erick A.
$1,494 nightly
The price is $1,673
Nov 19 - Nov 20
Total with taxes and fees
Sleeps 24-Beachfront Resort-Outdoor Pool 7BR

7. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

6BR Waterfront • Heated Pool • Hot Tub • Game Room
Largo
8.0 out of 10, Very good, (3 reviews)
"Excellent rental! Very pleased with our short stay, very easy to work with "
United States
Andrew M.
$451 nightly
The price is $506
Nov 16 - Nov 17
Total with taxes and fees
6BR Waterfront • Heated Pool • Hot Tub • Game Room

8. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

9BR Htd Pool • Hot Tub • Outdoor Cinema • Games
Largo
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay! The house was clean, spacious and perfect for a larger group. There were plenty of bedrooms and bathrooms, so everyone had their own space, but also lots of areas where we could all hang out together. We spent a ton of time by the pool and hot tub, and the game room and outdoor movie area were great when everyone wanted to stay in.The hosts were incredibly responsive and the service was great. Anytime we had a question, they got back to us quickly and were genuinely helpful....
United States
Genie P.
$768 nightly
The price is $861
Nov 15 - Nov 16
Total with taxes and fees
9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

9. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
Largo
10.0 out of 10, Exceptional, (45 reviews)
"Super accommodating host and very beautiful property and also very reasonably priced as well."
United States
Jason D.
$511 nightly
The price is $575
Nov 16 - Nov 17
Total with taxes and fees
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

10. The Perfumers House Private Pool Perfume Studio

The Perfumers House Private Pool Perfume Studio
Shore Acres
$488 nightly
The price is $547
Nov 16 - Nov 17
Total with taxes and fees
The Perfumers House Private Pool Perfume Studio

11. Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park
Town 'n' Country
9.0 out of 10, Wonderful, (29 reviews)
"Comfy beds. Clean and roomy."
United States
Julie D.
$307 nightly
The price is $345
Nov 12 - Nov 13
Total with taxes and fees
Wilderness Escape, by Breathtaking Natl Park

12. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool
Clearwater
9.6 out of 10, Exceptional, (57 reviews)
"Great stay"
United States
A R.
$1,047 nightly
The price is $1,169
Nov 18 - Nov 19
Total with taxes and fees
The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

13. Sleeps 25 • Heated Pool• In+Outdoor Games •Theater

Sleeps 25 • Heated Pool• In+Outdoor Games •Theater
Port Tampa City
10.0 out of 10, Exceptional, (5 reviews)
"great place to stay, great for families"
United States
Courtney M.
$576 nightly
The price is $648
Nov 12 - Nov 13
Total with taxes and fees
Sleeps 25 • Heated Pool• In+Outdoor Games •Theater

14. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa
Town 'n' Country
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful price! Great location! HUGE! You feel like you’re in the middle of nowhere but close to everything in the city. Definitely a retreat location."
United States
Melinda B.
$936 nightly
The price is $1,054
Nov 16 - Nov 17
Total with taxes and fees
Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

15. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.
Ruskin
9.0 out of 10, Wonderful, (24 reviews)
"The rental was clean and accommodating. The grounds have everything you would need to have a nice relaxing stay. Highly recommend!"
United States
Sarabeth H.
$387 nightly
The price is $427
Dec 1 - Dec 2
Total with taxes and fees
2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

16. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
$586 nightly
The price is $656
Dec 7 - Dec 8
Total with taxes and fees
Beachfront · Heated Pool · King Bed

17. Luxury Private 7BR Lakeside Villa with heated Pool, Putting Green & Fire Pit

Luxury Private 7BR Lakeside Villa with heated Pool, Putting Green & Fire Pit
Dunedin
9.8 out of 10, Exceptional, (15 reviews)
"We enjoyed the time at the property where we stayed for my son's wedding in Clearwater. The property was beautiful and well appointed."
United States
Wayne T.
Luxury Private 7BR Lakeside Villa with heated Pool, Putting Green & Fire Pit

18. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym
Ballast Point
8.8 out of 10, Excellent, (5 reviews)
"We stayed at this property during SOF Week and had a fantastic experience. The house was clean, comfortable, and exactly as described. The location was perfect for getting to and from the event, and the neighborhood felt safe and quiet, which was a huge plus after long days.The host was responsive, easy to communicate with, and made check‑in and check‑out simple. The space had everything we needed, from reliable Wi‑Fi to a well‑stocked kitchen, and the layout worked great for our team.Overall,...
United States
Jessica C.
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Treasure Island Hotel Reviews

Find out more about Treasure Island

Treasure Island Villas information

Number of reviews
227
Accommodation
5 Villas
Lowest Price
$279
Highest Price
$1,673

Explore a world of travel with Expedia