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

Treasure Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Treasure Island vacation homes

1. Awesome & quiet! 6 minute walk to beach!

Awesome & quiet! 6 minute walk to beach!
Isle of Palms
10.0 out of 10, Exceptional, (8 reviews)
"I was literally only there for the night, but this bungalow is really nice. Definitely made me want to stay longer"
United States
Raymond B.
The price is CA $213
CA $499 total
includes taxes & fees
Oct 16 - Oct 17
Awesome & quiet! 6 minute walk to beach!

2. Waterfront Condo | Heated Pool, Fishing Dock, Boat Slips & Walk to Beach

Waterfront Condo | Heated Pool, Fishing Dock, Boat Slips & Walk to Beach
Paradise Island
10.0 out of 10, Exceptional, (1 review)
"Michael and Jenn are at PHENOMENAL! They check in almost every day to make sure things went smoothly and to see if there’s anything else you need! They are so personal and pay attention to every detail of things you might need. There’s like a vacation binder! Filled with so much information of places to eat to beaches and sunsets. Michael and Jenn are absolutely amazing hosts and really want you to feel at home. Be prepared to only pack clothes and maybe shop for food! They had everything from a...
United States
Hania
The price is CA $196
CA $539 total
includes taxes & fees
Oct 21 - Oct 22
Waterfront Condo | Heated Pool, Fishing Dock, Boat Slips & Walk to Beach

3. Waterfront Home with Dock, Steps to the Beach!

Waterfront Home with Dock, Steps to the Beach!
Isle of Palms
The price is CA $250
CA $501 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront Home with Dock, Steps to the Beach!

4. 1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd

1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd
Sunshine Beach
10.0 out of 10, Exceptional, (46 reviews)
"Enjoyed our stay! The house was a perfect location, easy access to the beach and John’s Pass."
United States
Amy B.
The price is CA $304
CA $722 total
includes taxes & fees
Oct 26 - Oct 27
1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd

5. 🐾1 BR Beach Bungalow | Pet Friendly | Unit 9

🐾1 BR Beach Bungalow | Pet Friendly | Unit 9
Sunset Beach
The price is CA $252
CA $737 total
includes taxes & fees
Oct 18 - Oct 19
🐾1 BR Beach Bungalow | Pet Friendly | Unit 9

6. Luxury Waterfront Sunset Beach

Luxury Waterfront Sunset Beach
Sunset Beach
9.6 out of 10, Exceptional, (16 reviews)
"This beautiful home was absolutely perfect for our long getaway. It is a great location Kevin was wonderful to work with."
United States
Amy R.
The price is CA $496
CA $1,083 total
includes taxes & fees
Oct 19 - Oct 20
Luxury Waterfront Sunset Beach

7. 🏖️ 2 BR Beach Bungalow I Unit 10

🏖️ 2 BR Beach Bungalow I Unit 10
Sunset Beach
The price is CA $387
CA $819 total
includes taxes & fees
Oct 18 - Oct 19
🏖️ 2 BR Beach Bungalow I Unit 10

8. 🌴 Renovated 2 BR Beach Bungalow | Unit 14

🌴 Renovated 2 BR Beach Bungalow | Unit 14
Sunset Beach
The price is CA $387
CA $819 total
includes taxes & fees
Oct 25 - Oct 26
🌴 Renovated 2 BR Beach Bungalow | Unit 14

9. 🌅 Family Beach 2BR Bungalow | Unit 11

🌅 Family Beach 2BR Bungalow | Unit 11
Sunset Beach
The price is CA $387
CA $819 total
includes taxes & fees
Oct 19 - Oct 20
🌅 Family Beach 2BR Bungalow | Unit 11

10. ☀️ Sunshine 2BR Beach Cottage | Unit 12

☀️ Sunshine 2BR Beach Cottage | Unit 12
Sunset Beach
The price is CA $387
CA $819 total
includes taxes & fees
Oct 25 - Oct 26
☀️ Sunshine 2BR Beach Cottage | Unit 12

11. ⭐ Premium Beach Collection I Sleeps 14

⭐ Premium Beach Collection I Sleeps 14
Sunset Beach
The price is CA $951
CA $2,277 total
includes taxes & fees
Oct 19 - Oct 20
⭐ Premium Beach Collection I Sleeps 14

12. 🏡 Beach Bungalow Collection | Sleeps 24

🏡 Beach Bungalow Collection | Sleeps 24
Sunset Beach
The price is CA $1,547
CA $3,497 total
includes taxes & fees
Oct 25 - Oct 26
🏡 Beach Bungalow Collection | Sleeps 24

13. Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!

Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!
Pasadena On The Gulf
10.0 out of 10, Exceptional, (32 reviews)
"Everything was great, close to a bus line that takes you straight to the beach which was nice. "
Canada
Stephen W.
The price is CA $155
CA $252 total
includes taxes & fees
Oct 19 - Oct 20
Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!

14. Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
Bay Pines
9.6 out of 10, Exceptional, (23 reviews)
"Great Stay. Second time we have been here. It was a nice, comfortable and clean stay. Looking forward to staying here again for our Madeira Beach visits!"
United States
Michael S.
The price is CA $78
CA $325 total
includes taxes & fees
Oct 27 - Oct 28
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

15. Beachy private suite & bathroom w/ patio close to beach & Downtown

Beachy private suite & bathroom w/ patio close to beach & Downtown
St. Petersburg
10.0 out of 10, Exceptional, (85 reviews)
"So great I stayed twice!"
United States
Lisa R.
The price is CA $121
CA $200 total
includes taxes & fees
Oct 16 - Oct 17
Beachy private suite & bathroom w/ patio close to beach & Downtown

16. Cozy private studio with own fenced yard-3 miles from Beach

Cozy private studio with own fenced yard-3 miles from Beach
Seminole
10.0 out of 10, Exceptional, (24 reviews)
"Great stay"
United States
Philip
The price is CA $112
CA $284 total
includes taxes & fees
Oct 18 - Oct 19
Cozy private studio with own fenced yard-3 miles from Beach

17. Famous PAG Beach Bungalow Sleeps 4 Pet Friendly

Famous PAG Beach Bungalow Sleeps 4 Pet Friendly
Brightwater
8.8 out of 10, Excellent, (24 reviews)
"The property is very well located to the beach and the paradise grill. The unit provided everything we needed and was very clean."
United States
Papa Joe G.
The price is CA $183
CA $451 total
includes taxes & fees
Oct 18 - Oct 19
Famous PAG Beach Bungalow Sleeps 4 Pet Friendly

18. Johns Pass Fisherman's Cove & Cottage

Johns Pass Fisherman's Cove & Cottage
Madeira Beach
10.0 out of 10, Exceptional, (95 reviews)
"It was a great place to stay with a very great host!"
United States
Shawn L.
The price is CA $419
CA $770 total
includes taxes & fees
Oct 16 - Oct 17
Johns Pass Fisherman's Cove & Cottage

19. Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Madeira Beach
9.8 out of 10, Exceptional, (280 reviews)
"Perfect for group of 5 that we had. Very convenient location. Host was extremely accommodating and available any time. Excellent experience for our vacation. Would recommend to anyone traveling to the area."
United States
dylan c.
The price is CA $341
CA $770 total
includes taxes & fees
Nov 11 - Nov 12
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
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 Vacation Homes information

Number of reviews
523
Accommodation
244 Vacation Homes
Lowest Price
CA $200
Highest Price
CA $3,497

Explore a world of travel with Expedia