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

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Treasure Island vacation homes

A modern living room with a dark brown leather sofa, a green ottoman, and a coffee table. A kitchen with white cabinets and stainless steel appliances is visible in the background.

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 $207
CA $483 total
includes taxes & fees
Sep 9 - Sep 10
Awesome & quiet! 6 minute walk to beach!
A living room with a TV, a sofa, a coffee table, and a view of the beach.

2. 1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! Gulf-Blvd

1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! Gulf-Blvd
Sunshine Beach
10.0 out of 10, Exceptional, (55 reviews)
"Absolutely perfect for our long weekend ! Wish we could have stayed longer Great location and the cutest decor !!"
United States
Stephanie K.
The price is CA $197
CA $576 total
includes taxes & fees
Sep 17 - Sep 18
1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! Gulf-Blvd
A beach with sand dunes and tall grasses in the foreground, leading to the ocean.

3. 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, (43 reviews)
"I brought my kids to visit for a long weekend and this place was absolutely incredible..it’s so adorable and the views are just stunning and it’s close to everything..can’t wait to come back and next time stay longer. "
United States
Kerri H.
The price is CA $164
CA $535 total
includes taxes & fees
Sep 16 - Sep 17
1950s Retro 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass Gulf-Blvd
A narrow outdoor corridor with a small table and chairs, a door, and a window overlooking a palm tree.

4. Cozy WTR Front Home W/ Dock | Steps to the Beach!

Cozy WTR Front Home W/ Dock | Steps to the Beach!
Isle of Palms
The price is CA $133
CA $365 total
includes taxes & fees
Sep 9 - Sep 10
Cozy WTR Front Home W/ Dock | Steps to the Beach!
A beach with clear water and a sandy shore.

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

Waterfront Condo | Heated Pool, Fishing Dock, Boat Slips & Walk to Beach
Paradise Island
The price is CA $152
CA $469 total
includes taxes & fees
Sep 17 - Sep 18
Waterfront Condo | Heated Pool, Fishing Dock, Boat Slips & Walk to Beach
A wide beach with clear turquoise water, a sandy shore, and buildings along the coastline.

6. Gulf Views • Heated Spa • Steps to Beach

Gulf Views • Heated Spa • Steps to Beach
Sunset Beach
10.0 out of 10, Exceptional, (40 reviews)
"Excellent accommodations and location"
United States
Cala W.
The price is CA $714
CA $1,670 total
includes taxes & fees
Oct 4 - Oct 5
Gulf Views • Heated Spa • Steps to Beach
A bedroom with a bed, a nightstand, a lamp, a window with blinds, a door, and a ceiling fan.

7. Nautilus Island Compound - Roof Deck - Sleeps 16

Nautilus Island Compound - Roof Deck - Sleeps 16
Treasure Island
The price is CA $1,102
CA $1,600 total
includes taxes & fees
Sep 17 - Sep 18
Nautilus Island Compound - Roof Deck - Sleeps 16
A waterfront property with a dock, a pool, and a two-story building with balconies.

8. Luxury Waterfront Sunset Beach

Luxury Waterfront Sunset Beach
Sunset Beach
9.8 out of 10, Exceptional, (15 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 $960
CA $1,661 total
includes taxes & fees
Sep 17 - Sep 18
Luxury Waterfront Sunset Beach
A dining area with a round glass table, four wooden chairs with cushioned seats, a decorative mirror, and a potted plant.

9. 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 $151
CA $245 total
includes taxes & fees
Sep 10 - Sep 11
Blue Bungalow of St. Pete Beach! Adjacent to the trail. The perfect location!
A beach with clear water, waves, and people enjoying the shore.

10. Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown

Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown
St. Petersburg
10.0 out of 10, Exceptional, (83 reviews)
"So great I stayed twice!"
United States
Lisa R.
The price is CA $109
CA $195 total
includes taxes & fees
Sep 10 - Sep 11
Sunny priv. entrance suite & bathroom w/ patio close to beach & Downtown
A cozy living room with leather chairs, a television, and a surfboard.

11. 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, (276 reviews)
"The Bungalow has great charm, the host was very welcoming and the location was excellent! "
United States
sharon r.
The price is CA $262
CA $660 total
includes taxes & fees
Sep 14 - Sep 15
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
A bedroom with a bed, a nightstand, a lamp, a wardrobe, and a ceiling fan.

12. Private Pinellas County Beaches' getaway house

Private Pinellas County Beaches' getaway house
Seminole
8.2 out of 10, Very good, (63 reviews)
"Good for a single family. No closet space or much drawer space and extremely small shower. Great communication and a easy stay."
United States
Krystal M.
The price is CA $95
CA $227 total
includes taxes & fees
Sep 14 - Sep 15
Private Pinellas County Beaches' getaway house
A modern kitchen with a central island, stainless steel appliances, and a large window.

13. 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 $407
CA $738 total
includes taxes & fees
Sep 9 - Sep 10
Johns Pass Fisherman's Cove & Cottage
A spacious living room with a large sliding glass door leading to an outdoor patio, a wooden cabinet with a neon sign, and a comfortable beige sofa.

14. Madeira Beach Family Escape - Mini Golf, Outdoor Bar & Backyard Oasis

Madeira Beach Family Escape - Mini Golf, Outdoor Bar & Backyard Oasis
Williamsdale Square
10.0 out of 10, Exceptional, (14 reviews)
"A wonderful host and great place to stay! We loved the area, the family friendly amenities in the home, and the backyard space was fantastic! Thank you Amanda for a great stay! "
United States
Erin M.
The price is CA $218
CA $647 total
includes taxes & fees
Sep 21 - Sep 22
Madeira Beach Family Escape - Mini Golf, Outdoor Bar & Backyard Oasis
A modern kitchen with a central island, built-in appliances, and a dining area with a ceiling fan.

15. Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre

Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre
Seminole
10.0 out of 10, Exceptional, (21 reviews)
"Nice place"
United States
Yanet G.
The price is CA $149
CA $448 total
includes taxes & fees
Sep 17 - Sep 18
Sky Shower, Ping Pong Table, King Beds and 65inch TV Theatre
A modern kitchen with grey cabinets, a black microwave, a stainless steel stove, and a dishwasher.

16. BBQ Games, King Beds, Private Yard

BBQ Games, King Beds, Private Yard
Seminole
9.4 out of 10, Exceptional, (37 reviews)
"This was a great stay! Close to everything including the beach. Owner was very quick to respond! Thanks Ryan! "
United States
Beckalove P.
The price is CA $180
CA $509 total
includes taxes & fees
Sep 9 - Sep 10
BBQ Games, King Beds, Private Yard
A patio with outdoor seating, a bottle of wine, and a glass.

17. Cozy Beach Bungalow on Famous Pass-a-Grille Beach Sleeps 4

Cozy Beach Bungalow on Famous Pass-a-Grille Beach Sleeps 4
Pass-a-Grille
9.6 out of 10, Exceptional, (45 reviews)
"Everything was wonderful. Walk to everything we needed. Very cozy."
United States
Edward S.
The price is CA $219
CA $455 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Beach Bungalow on Famous Pass-a-Grille Beach Sleeps 4
A wide, sandy beach with a clear blue sky and calm sea.

18. 2Miles2GulfBeaches. Large Yard, Pet/Fam Friendly Bonus Lounge/ Kids Room

2Miles2GulfBeaches. Large Yard, Pet/Fam Friendly Bonus Lounge/ Kids Room
Boca Ciega Ridge
10.0 out of 10, Exceptional, (18 reviews)
"We had an amazing stay . The house is clean and has everything need . Has beach towels, sand buckets/toys, games, beach chairs , and more. Plus, it’s super close to all the beaches … I definitely recommend this house ."
United States
Ashley S.
The price is CA $180
CA $518 total
includes taxes & fees
Sep 9 - Sep 10
2Miles2GulfBeaches. Large Yard, Pet/Fam Friendly Bonus Lounge/ Kids Room
A deck with outdoor furniture, a staircase, and a door leading to a covered area.

19. An Art-Filled Garden Apartment Near Parks and Downtown

An Art-Filled Garden Apartment Near Parks and Downtown
Historic Uptown
9.4 out of 10, Exceptional, (44 reviews)
"Great location!! Great staff. "
United States
KIMBERLY S.
The price is CA $136
CA $437 total
includes taxes & fees
Sep 10 - Sep 11
An Art-Filled Garden Apartment Near Parks and Downtown

20. Explore St. Pete! Bikes Included, Prime Spot

Explore St. Pete! Bikes Included, Prime Spot
Crescent Lake
9.4 out of 10, Exceptional, (43 reviews)
"Excellent location and host"
United States
Trang V.
The price is CA $113
CA $322 total
includes taxes & fees
Sep 16 - Sep 17
Explore St. Pete! Bikes Included, Prime Spot
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

New Beachfront Property in Exclusive Resort

New Beachfront Property in Exclusive Resort

10/10 Excellent
"Very clean and friendly staff! Loved the location!"
Jody K. 3-night trip
Posted 8 hours ago
New Beachfront Property in Exclusive Resort

Find out more about Treasure Island

Treasure Island Vacation Homes information

Number of reviews
774
Accommodation
243 Vacation Homes
Lowest Price
CA $195
Highest Price
CA $1,670

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