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

3-bedroom villa in enchanting St. Petersburg with AC comfort
Childs Park
$386 nightly
The price is $433
Nov 10 - Nov 11
Total with taxes and fees
3-bedroom villa in enchanting St. Petersburg with AC comfort

2. 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.
$861 nightly
The price is $968
Nov 10 - Nov 11
Total with taxes and fees
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

3. 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.
$418 nightly
The price is $470
Nov 10 - Nov 11
Total with taxes and fees
6BR Waterfront • Heated Pool • Hot Tub • Game Room

4. 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.
$1,781 nightly
The price is $2,001
Dec 6 - Dec 7
Total with taxes and fees
Sleeps 24-Beachfront Resort-Outdoor Pool 7BR

5. Heated Pool • Hot Tub • Outdoor Kitchen

Heated Pool • Hot Tub • Outdoor Kitchen
Largo
9.6 out of 10, Exceptional, (7 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.
$355 nightly
The price is $399
Nov 22 - Nov 23
Total with taxes and fees
Heated Pool • Hot Tub • Outdoor Kitchen

6. 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.
$519 nightly
The price is $583
Nov 16 - Nov 17
Total with taxes and fees
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

7. Oldsmar Oakleaf Villa! On Wildlife Area, Natural Privacy! Patio Garage. King Bed

Oldsmar Oakleaf Villa! On Wildlife Area, Natural Privacy! Patio Garage. King Bed
Oldsmar
9.8 out of 10, Exceptional, (64 reviews)
"Roomy two BR two full bath house, beautifully maintained with nice lanai and backyard grill in quiet neighborhood. Perfect location for visiting Tampa Bay Downs horse track, Tarpon Springs & Dunedin. Would happily stay here again."
United States
Stephen W.
$286 nightly
The price is $321
Nov 10 - Nov 11
Total with taxes and fees
Oldsmar Oakleaf Villa! On Wildlife Area, Natural Privacy! Patio Garage. King Bed

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.
$747 nightly
The price is $840
Nov 10 - Nov 11
Total with taxes and fees
9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

9. 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.
$310 nightly
The price is $350
Nov 11 - Nov 12
Total with taxes and fees
Wilderness Escape, by Breathtaking Natl Park

10. 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.
$1,063 nightly
The price is $1,188
Nov 18 - Nov 19
Total with taxes and fees
The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

11. 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.
$552 nightly
The price is $623
Nov 10 - Nov 11
Total with taxes and fees
Sleeps 25 • Heated Pool• In+Outdoor Games •Theater

12. 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.
$981 nightly
The price is $1,107
Nov 15 - Nov 16
Total with taxes and fees
Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

13. 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.
$388 nightly
The price is $428
Dec 1 - Dec 2
Total with taxes and fees
2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

14. #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.
$502 nightly
The price is $566
Nov 10 - Nov 11
Total with taxes and fees
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

15. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
$564 nightly
The price is $634
Dec 7 - Dec 8
Total with taxes and fees
Beachfront · Heated Pool · King Bed

16. The Perfumers House Private Pool Perfume Studio

The Perfumers House Private Pool Perfume Studio
Shore Acres
$474 nightly
The price is $533
Nov 10 - Nov 11
Total with taxes and fees
The Perfumers House Private Pool Perfume Studio

17. 180° Oceanfront 3BR Condo w/ Pool

180° Oceanfront 3BR Condo w/ Pool
Madeira Beach
9.6 out of 10, Exceptional, (17 reviews)
"We had a great time and the house was very comfortable and clean and we loved being right on the beach"
United States
Ann N.
180° Oceanfront 3BR Condo w/ Pool
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
262
Accommodation
5 Villas
Lowest Price
$321
Highest Price
$2,001

Explore a world of travel with Expedia