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

Villas in Treasure Island

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

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Treasure Island villas

A poolside area with a fire pit, outdoor seating, and string lights.

1. 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.
$1,393 nightly
The price is $1,552
Nov 2 - Nov 3
Total with taxes and fees
Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
Property grounds

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

3-bedroom villa in enchanting St. Petersburg with AC comfort
Childs Park
$414 nightly
The price is $461
Nov 1 - Nov 2
Total with taxes and fees
3-bedroom villa in enchanting St. Petersburg with AC comfort
A balcony with wicker furniture and a view of the ocean at sunset.

3. 180° Oceanfront 3BR Condo w/ Pool

180° Oceanfront 3BR Condo w/ Pool
Madeira Beach
9.8 out of 10, Exceptional, (15 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.
$563 nightly
The price is $628
Nov 8 - Nov 9
Total with taxes and fees
180° Oceanfront 3BR Condo w/ Pool
A modern living room with a flat-screen TV, a fireplace, a dining area with chairs, and a sofa with blue cushions.

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.
$256 nightly
The price is $286
Nov 5 - Nov 6
Total with taxes and fees
The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.
A balcony with a table set for breakfast, including croissants, fruit, and coffee, with a city view in the background.

5. 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.
$924 nightly
The price is $1,031
Nov 11 - Nov 12
Total with taxes and fees
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
A swimming pool with a hot tub, surrounded by a covered area with chairs and string lights.

6. 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.
$444 nightly
The price is $495
Nov 2 - Nov 3
Total with taxes and fees
6BR Waterfront • Heated Pool • Hot Tub • Game Room
A pool area with lounge chairs and a view of the beach.

7. 2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!
Indian Shores
9.0 out of 10, Wonderful, (91 reviews)
"Nice place"
United States
Paul G.
$446 nightly
The price is $471
Oct 31 - Nov 1
Total with taxes and fees
2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!
A coffee machine with a portafilter, a milk frother, and a container of coffee beans.

8. The Perfumers House Private Pool Perfume Studio

The Perfumers House Private Pool Perfume Studio
Shore Acres
$498 nightly
The price is $556
Nov 2 - Nov 3
Total with taxes and fees
The Perfumers House Private Pool Perfume Studio
An outdoor wooden table with chairs and a large umbrella.

9. Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park
Town 'n' Country
9.0 out of 10, Wonderful, (28 reviews)
"Comfy beds. Clean and roomy."
United States
Julie D.
$294 nightly
The price is $329
Nov 16 - Nov 17
Total with taxes and fees
Wilderness Escape, by Breathtaking Natl Park
An outdoor pool area with a covered patio, bar stools, and Adirondack chairs.

10. 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, (44 reviews)
"Super accommodating host and very beautiful property and also very reasonably priced as well."
United States
Jason D.
$533 nightly
The price is $597
Nov 8 - Nov 9
Total with taxes and fees
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
A covered outdoor area with wicker furniture, a pool, and a view of a lake and palm trees.

11. 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, (56 reviews)
"Great stay"
United States
A R.
$1,123 nightly
The price is $1,250
Nov 1 - Nov 2
Total with taxes and fees
The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool
A wooden deck with outdoor seating overlooking a body of water, a bar area, and string lights.

12. 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.
$342 nightly
The price is $373
Oct 30 - Oct 31
Total with taxes and fees
2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.
A pool area with lounge chairs and a hot tub, overlooking a beach with palm trees and a view of the ocean.

13. Private Oceanfront Resort with Pool & Spa

Private Oceanfront Resort with Pool & Spa
Redington Shores
9.4 out of 10, Exceptional, (104 reviews)
"Great stay…perfect spot! "
Canada
Ryan B.
$2,024 nightly
The price is $2,272
Nov 1 - Nov 2
Total with taxes and fees
Private Oceanfront Resort with Pool & Spa
A wooden deck with a hot tub, a pool, and lush greenery.

14. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

9BR Htd Pool • Hot Tub • Outdoor Cinema • Games
Largo
8.0 out of 10, Very good, (3 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.
$891 nightly
The price is $993
Nov 4 - Nov 5
Total with taxes and fees
9BR Htd Pool • Hot Tub • Outdoor Cinema • Games
A covered outdoor seating area with a wooden table, a bottle of Saratoza sparkling water, and two glasses.

15. 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, (4 reviews)
"Really enjoyed our stay."
United States
Aleks J.
$592 nightly
The price is $662
Nov 2 - Nov 3
Total with taxes and fees
Sleeps 25 • Heated Pool• In+Outdoor Games •Theater
An outdoor patio with two lounge chairs, a small table with a vase, and string lights.

16. #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.
$695 nightly
The price is $778
Nov 10 - Nov 11
Total with taxes and fees
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym
A large green building with a covered patio area, a pool, and a waterfront view.

17. 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.
$1,147 nightly
The price is $1,287
Nov 22 - Nov 23
Total with taxes and fees
Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa
A multi-story hotel with a pool, beachside location, and a parking area.

18. Coconuts 107 ~ Gulf Front ~ Shared Pool

Coconuts 107 ~ Gulf Front ~ Shared Pool
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great property, location and host …worth the price. Enjoy your stay as much as we did !!"
United States
Zulett L.
$626 nightly
The price is $698
Nov 15 - Nov 16
Total with taxes and fees
Coconuts 107 ~ Gulf Front ~ Shared Pool
A resort with a pool, beach access, and a view of the ocean.

19. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
$786 nightly
The price is $879
Nov 14 - Nov 15
Total with taxes and fees
Beachfront · Heated Pool · King Bed
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

Sea Jay Motel & Marina

Sea Jay Motel & Marina

10/10 Excellent
"My first experience with a motel outside of a movie, 1000% better than the ones in the movies"
Shay 1-night trip
Posted 1 hour ago
Sea Jay Motel & Marina

Find out more about Treasure Island

Treasure Island Villas information

Number of reviews
389
Accommodation
5 Villas
Lowest Price
$286
Highest Price
$2,272

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