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Treasure Island Waterfront Condos, Vacation Rentals & More - 219 Rentals Available.

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219 Vacation rentals

Filters applied: Waterfront

(27)

1 / 26

Treasure Island Cottage

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This was such a fun cottage to stay in for the week. It was very clean, had everything that we needed, and it was close to so many fun places in Treasure Island and Madeira Beach with John's Pass. Michael and Gitta made sure that we had everything...”
- Review left on 07/13/2016

$90.00

Very Good (27 reviews)

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from $90.00 / night

(18)

1 / 50

Treasure Island Condo

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 3 hours 1 minutes

“We absolutely loved our stay at sunset cove. The condo is very clean and has everything you could possibly need. Plenty of room for 2 adults and 2 teen girls. The location is great very close to restaurants and activities. We will definitely be...”
- Review left on 01/09/2017

$110.00

Excellent (18 reviews)

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from $110.00 / night

(61)

1 / 28

Treasure Island Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“First and foremost, Nick was easily the most wonderful owner we have ever dealt with. He was quick to get back with us on any email and very pleasant. The condo is perfectly located on the beach, minutes from everything and walking distance to Caddy'...”
- Review left on 04/05/2017

$145.00

Excellent (61 reviews)

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from $145.00 / night

(11)

1 / 13

Treasure Island Condo

  • 1
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Wonderful property at the Malyn. Very personable owner, attentive to all our needs. Went above and beyond to help us out of a tight situation. The unit is designed in a delightful manner, views from our sliding door was gorgeous, sunsets to die for....”
- Review left on 07/25/2016

$167.00

Excellent (11 reviews)

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from $167.00 / night

(2)

1 / 13

Treasure Island Condo

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 3 hours 1 minutes

$104.00

Very Good (2 reviews)

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from $104.00 / night

(7)

1 / 28

Treasure Island Condo

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 12 minutes

“The location is perfect! Your backyard is the bay. Morning Views are breathtaking!!!! My husband fished there every morning and every night. (condo has 3 fishing poles, a few beach chairs and towels) The beach is a short walk away. Publix is right...”
- Review left on 01/03/2017

$148.00

Very Good (7 reviews)

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from $148.00 / night

(12)

1 / 23

Treasure Island Condo

  • 1
  • 4
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“My husband and I booked Florida last minute. Kevin was quick to respond to our emails and booking was easy. The day before we left I asked if we could have an early check in and it was no issue at all. We traveled to Florida from April 29-May 6/2016...”
- Review left on 05/14/2016

$83.00

Excellent (12 reviews)

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from $83.00 / night

(2)

1 / 42

Treasure Island Condo

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$850.00

Excellent (2 reviews)

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from $850.00 / night

(13)

1 / 18

Treasure Island Condo

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
“We had a wonderful vacation. The property was everything that we expected! Very comfortable and the view beautiful. We had lovely walks on the beach and beautiful sunsets on the balcony...”
- Review left on 02/06/2017

$850.00

Excellent (13 reviews)

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from $850.00 / night

Your search has been expanded 19.4 miles to include more rentals

1 / 19

Palma Sola House - 19.4 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$158.00

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from $158.00 / night

(44)

1 / 43

Indian Shores Condo - 6.3 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 2 hours 27 minutes

“We loved this place! So wonderful to have lots of room with a heated pool and hot tub so close to the Bay...”
- Review left on 12/09/2016

$199.00

Very Good (44 reviews)

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from $199.00 / night

(5)

1 / 12

Clearwater Condo - 10.2 miles away

  • 2
  • 4
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
“My brother and I stayed here for one week, it was in the middle of everything, clean and quiet. Three heated swimming pools and laundry on site which was convenient for us too. All in all very nice...”
- Review left on 03/06/2017

$189.00

Excellent (5 reviews)

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from $189.00 / night

(23)

1 / 49

Anna Maria House - 17.3 miles away

  • 4
  • 8
  • 28 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Responds fast! Avg. 2 hours 43 minutes

“Whether you are a couple or three families under one roof, the layout of this home fits the bill. Three eating areas, three gathering areas plus the pool area is amazing. Newer homes on the island have five bedrooms....great...right but there is...”
- Review left on 06/25/2015

$201.00

Very Good (23 reviews)

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from $201.00 / night

1 / 33

Clearwater House - 13.4 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$630.00

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from $630.00 / night

1 / 32

St. Petersburg Apartment - 5.3 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$72.00

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from $72.00 / night

(4)

1 / 26

Ruskin Townhouse - 18.3 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“The condo was exactly as advertised and the property manager was very responsive to any questions. We had a wonderful stay and would definitely stay in this unit again. It is well maintained, clean and comfortable. It is a nice location and we...”
- Review left on 11/27/2016

$160.00

Excellent (4 reviews)

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from $160.00 / night

1 / 22

Madeira Beach Condo - 2.5 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Air conditioning

$152.00

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from $152.00 / night

(20)

1 / 79

Clearwater Condo - 12.7 miles away

  • 1
  • 4
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This condo was perfect. Close to everything, restaurants, grocery store and the Clearwater Ferry is about 2 miles away with free parking. It takes you right to the Clearwater Harbor which is right at Clearwater Beach. Nice 10 min. boat ride. The...”
- Review left on 08/13/2017

$144.00

Excellent (20 reviews)

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from $144.00 / night

(36)

1 / 25

Clearwater Condo - 14.1 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 10 minutes

“The condo is a beautiful and an impeccable place at a prime and convenient location. My husband, 3 children, and my parents stayed here and have such high regards and compliments for this fabulous vacation spot! The owners were wonderful in...”
- Review left on 08/16/2017

$320.00

Excellent (36 reviews)

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from $320.00 / night

(24)

1 / 28

Indian Shores Condo - 7.2 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Great location and great place! Would only recommend 6 people, however, because the last bed is in the family room...”
- Review left on 01/07/2017

$221.00

Very Good (24 reviews)

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from $221.00 / night

(4)

1 / 29

Ruskin Townhouse - 18.2 miles away

  • 3
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Town house was everything we expected, location is peaceful , our family enjoyed water sports, tennis, beach volleyball...”
- Review left on 01/05/2017

$218.00

Excellent (4 reviews)

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from $218.00 / night

(4)

1 / 32

Ruskin Townhouse - 18.3 miles away

  • 3
  • 9
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Very nice condo. Needed a little updating in the bedding as it had been torn a repaired a few times.the screens needed repair. Overall it was very nice and enjoyable. The fact that I could bring my golden retriever with me was wonderful...”
- Review left on 02/15/2017

$218.00

Very Good (4 reviews)

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from $218.00 / night

(1)

1 / 20

Clearwater Cottage - 16.4 miles away

  • 2
  • 6
  • 30 nights min
  • Nearest beach 0.4 mi
  • Child friendly
  • Air conditioning
“This cozy cottage was perfect for our purposes. It has plenty of room for our visiting kids/grandkids, and everything we needed. It was charming. The only thing missing was WARM WEATHER! The owners were very accomodating, nice people...”
- Review left on 03/09/2010

$172.00

Excellent (1 reviews)

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from $172.00 / night

(7)

1 / 22

Indian Rocks Beach Condo - 6.5 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The condo was great....very modern and nicely decorated....it was very clean and we didn't even turn the air on with temps in the low to muddle 80's we just opened the windows and let the breeze blow thru. I absolutely loved the balcony sitting out...”
- Review left on 05/09/2016

$360.00

Very Good (7 reviews)

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from $360.00 / night

1 / 34

St. Petersburg Condo - 5.3 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$82.00

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from $82.00 / night

1 / 40

St. Petersburg Apartment - 5.3 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$86.00

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from $86.00 / night

(1)

1 / 36

Indian Rocks Beach House - 9.7 miles away

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$274.00

Very Good (1 reviews)

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from $274.00 / night

(3)

1 / 27

Indian Shores Condo - 8.2 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

Responds fast! Avg. 51 minutes

$320.00

Excellent (3 reviews)

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from $320.00 / night

(1)

1 / 29

Ruskin Townhouse - 18.2 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“This is a great townhouse to stay in. Enjoyed my entire stay in the home. I got to enjoy the pool area as well as the beach. Enjoyed breakfast at one of the restaurants on the resort. I loved that I was able to rent jet ski's on beach. The gym was...”
- Review left on 06/24/2015

$160.00

Very Good (1 reviews)

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from $160.00 / night

(3)

1 / 24

Redington Shores Manor house - 6 miles away

  • 4
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Very beautiful house.The water is on a couple sides of house and it allows views from all windows, see dolphins and exotic fish right off the patio.Would recommend this stay to everyone!Loved it...”
- Review left on 02/26/2017

$1,145.00

Very Good (3 reviews)

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from $1,145.00 / night

(7)

1 / 24

Ruskin Townhouse - 18.2 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Stayed here over the Thanksgiving weekend and the price was a great deal for the size of the condo. We fit great with two small families together. Very nice home and cozy. The only thing was that the wifi stop working and was just extremely slow when...”
- Review left on 01/06/2017

$160.00

Very Good (7 reviews)

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from $160.00 / night

(3)

1 / 23

Ruskin House - 18.2 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My husband and I stayed in the condo with another couple as we are both new to being "Empty nesters". The goal was for the guys go to golf and the ladies to relax. That we were able to do!! The condo was clean, big enough but not to big, and it...”
- Review left on 11/19/2015

$160.00

Very Good (3 reviews)

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from $160.00 / night

1 / 18

Madeira Beach House - 2 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$241.00

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from $241.00 / night

(1)

1 / 33

St. Petersburg Apartment - 5.2 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$82.00

Excellent (1 reviews)

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from $82.00 / night

(2)

1 / 9

St. Petersburg Condo - 8.4 miles away

  • 1
  • 2
  • 30 nights min
  • Ask about children
  • Air conditioning
“I stayed for the month of May while finding a place for our move. Place is in great location with plenty to walk to. 10 minute walk and you are at great restaurants, movie theatre, and the bay. Place is great for a single person or a couple, and...”
- Review left on 06/01/2016

$37.00

Excellent (2 reviews)

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from $37.00 / night

(1)

1 / 21

Clearwater House - 13.4 miles away

  • 5
  • 15
  • 1 night min
  • Swimming pool
  • Child friendly
“This site was excellent for a family reunion. Sleeping 13 was very comfortable. Site was clean, comfortable, nice pool, and 3 minutes to beach. Would highly recommended for a family gahering...”
- Review left on 08/15/2016

$831.00

Excellent (1 reviews)

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from $831.00 / night

(4)

1 / 22

Ruskin Townhouse - 18.3 miles away

  • 2
  • 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Our family of four enjoyed our stay for spring break. Booking was simple and the property manager was very helpful. The only negative would be that the beds were not super comfortable. The kids had a great time fishing, swimming and taking the...”
- Review left on 04/08/2018

$160.00

Very Good (4 reviews)

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from $160.00 / night

1 / 34

St. Petersburg Condo - 5.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$85.00

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from $85.00 / night

1 / 14

Madeira Beach Condo - 1.7 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

(1)

1 / 33

St. Petersburg Apartment - 5.3 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$72.00

Excellent (1 reviews)

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from $72.00 / night