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Treasure Island 2-bedroom Condos, Vacation Rentals & More - 239 Rentals Available.

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239 Vacation rentals

Filters applied: 2+ Bedrooms

(18)

1 / 50

Treasure Island Condo

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

Responds fast! Avg. 3 hours 53 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

(7)

1 / 28

Treasure Island Condo

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$205.00

Very Good (7 reviews)

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from $205.00 / night

(60)

1 / 25

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

$116.00

Excellent (60 reviews)

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from $116.00 / night

(15)

1 / 20

Treasure Island Condo

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Thoroughly enjoyed our month at this clean, convenient and comfortable condo! It is within easy walking distance of the beach and many restaurants as well as the Publix and Walgreens. The view of Boca Ciega Bay from the 2nd floor balcony is beautiful...”
- Review left on 02/04/2017

$131.00

Excellent (15 reviews)

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from $131.00 / night

(1)

1 / 42

Treasure Island Condo

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

$635.00

Excellent (1 reviews)

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from $635.00 / night

(15)

1 / 24

Treasure Island Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The condo at Sunset Vistas was beautiful! We stayed in room 401. Kathy was really helpful in getting us booked. The view of the ocean was spectacular, breathtaking sunsets every evening. The property was immaculate & the staff was super friendly....”
- Review left on 03/19/2017

$205.00

Excellent (15 reviews)

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from $205.00 / night

(12)

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

$635.00

Excellent (12 reviews)

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from $635.00 / night

(12)

1 / 47

Treasure Island Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 39 minutes

“We enjoyed everything about Whispers. It was very clean,beautifully decorated as were all the condos each with its own theme. Ours was the Artist theme.It was very quiet, private and the heated pool and the dock were wonderful - we spent a lot of...”
- Review left on 05/05/2017

$132.00

Very Good (12 reviews)

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from $132.00 / night

Your search has been expanded 19.6 miles to include more rentals

(1)

1 / 66

Redington Beach House - 3.5 miles away

  • 5
  • 14
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$343.00

Excellent (1 reviews)

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from $343.00 / night

(3)

1 / 27

Indian Shores Condo - 8.2 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

Responds fast! Avg. 51 minutes

$320.00

Excellent (3 reviews)

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from $320.00 / night

(3)

1 / 33

Ruskin Townhouse - 18.3 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“My family of 5 from Ohio had a GREAT stay for a week in this condo (kids ages 10, 7 & 4). The condo was amazing with everything we needed. The kitchen was fully stocked with everything needed to cook meals! The condo had a dishwasher and washer/...”
- Review left on 07/11/2014

$137.00

Very Good (3 reviews)

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from $137.00 / night

(6)

1 / 13

Redington Shores Villa - 5.5 miles away

  • 3
  • 10
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“We stayed here for several days and enjoyed playing at the beach with the kids. The house was clean, had plenty of space to cook and hang out for our family of 8. Only tip for new rentees - make sure to bring your own toilet paper...”
- Review left on 06/02/2016

$228.00

Excellent (6 reviews)

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from $228.00 / night

(9)

1 / 31

Indian Shores Condo - 8.1 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This condo was perfect. Clean and comfy. Loved the supplied dishes, towels, fishing poles, puzzles, beach chairs, umbrella, even a cooler to take to the beach! Modern appliances, stove, dishwasher, washer and dryer. The walk to the beach is very...”
- Review left on 07/03/2016

$85.00

Excellent (9 reviews)

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from $85.00 / night

(1)

1 / 34

Clearwater House - 16 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$430.00

Excellent (1 reviews)

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from $430.00 / night

(3)

1 / 28

Ruskin Townhouse - 18.2 miles away

  • 3
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“We had a great time at our recent visit! The town home is spacious and in a beautiful community. Every room has its own balcony and most had a view of the bay which was amazing. The site manager, Bill, is awesome! There are two restaurants within...”
- Review left on 05/23/2016

$189.00

Very Good (3 reviews)

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from $189.00 / night

(4)

1 / 27

Clearwater House - 15.5 miles away

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We rented this home for our family for New Year's. Stayed 5 nights. Property has main house with 3 bedrooms and 2 baths, large kitchen, dining area, living rooms areas (with one living room area capable of sleeping kids which we did). Great back...”
- Review left on 01/09/2017

$343.00

Excellent (4 reviews)

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from $343.00 / night

(2)

1 / 47

Anna Maria House - 16.7 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

$383.00

Excellent (2 reviews)

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from $383.00 / night

(5)

1 / 28

Indian Rocks Beach House - 10.7 miles away

  • 5
  • 14
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“we were a 3 generation family vacation. the children ranged in ages from 5 mos, to 12 yrs. and it was perfect - everyone had their space. It was well equipped for small children, we had 3 under 3 yrs. we were provided high chairs, gates, pack'n...”
- Review left on 07/14/2016

$434.00

Excellent (5 reviews)

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from $434.00 / night

(2)

1 / 14

Clearwater House - 14.3 miles away

  • 3
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was in a great location. It was very spacious, and everything was nicely laid out. The pool was great to use, heated up quite quickly and was kept clean by the pool guy every week. The agent and the owner of the house were both very...”
- Review left on 11/16/2014

$320.00

Excellent (2 reviews)

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from $320.00 / night

1 / 24

Holmes Beach House - 18.1 miles away

  • 4
  • 10
  • 4 nights min
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

$750.00

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from $750.00 / night

(9)

1 / 35

Clearwater House - 15.9 miles away

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We loved the property. Very clean and well maintained. The house is located in a well kept subdivision on the North Shore of Clearwater beach. It was a short walk to the beach, short distance to tourist attractions and still private enough to enjoy...”
- Review left on 07/19/2016

$217.00

Very Good (9 reviews)

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from $217.00 / night

1 / 55

Anna Maria House - 16.5 miles away

  • 4
  • 8
  • 4 nights min
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$687.00

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from $687.00 / night

1 / 14

Clearwater House - 13.4 miles away

  • 2
  • 6
  • 1 night min
  • Child friendly

$409.00

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from $409.00 / night

(3)

1 / 25

Anna Maria Island Condo - 19.6 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a wonderful week at the tropical sunset condo I count the days to go back with my husband and two little kids (4.5 & 1.5) We loved everything in this condo and the beach was so beautiful! We saw Manatees at the road and reel Pier and Dolphins...”
- Review left on 05/24/2016

$143.00

Excellent (3 reviews)

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from $143.00 / night

(8)

1 / 33

Ruskin Townhouse - 18.3 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“Mu family and I recently stayed here May 5-8. It comfortably slept 10 of us. The owners were very nice and accommodating given this trip was planned last minute. Little Harbor has two pretty decent restaurants. The discount card was great to have....”
- Review left on 05/10/2016

$201.00

Excellent (8 reviews)

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from $201.00 / night

(6)

1 / 12

St. Petersburg Condo - 5.2 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly
“We thoroughly enjoyed our stay in this beautiful condo overlooking Boca Ciega Bay.. Very clean, comfortable home, what a nice view of the bay with dolphins regularly swimming by! The owner, Ken, was stellar to deal with, all our needs were totally...”
- Review left on 05/21/2016

$100.00

Excellent (6 reviews)

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from $100.00 / night

(17)

1 / 47

Clearwater House - 13.2 miles away

  • 2
  • 5
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“We felt like we were home. Everything was clean and tidy. The cottage is adorable with all its brightly coloured rooms. We loved having coffee on the front patio in the mornings and cocktails on the back patio in the evening. The neighborhood was...”
- Review left on 05/22/2016

$115.00

Excellent (17 reviews)

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from $115.00 / night

(1)

1 / 29

Ruskin Townhouse - 18.2 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“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

$137.00

Very Good (1 reviews)

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from $137.00 / night

(7)

1 / 25

Ruskin Townhouse - 18.2 miles away

  • 2
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“This well maintained property is quiet with two balconies facing the river. You can see the tops of the trees and the birds flying as well as singing. You can also fish from the river. A great place to let your hair down and relax...”
- Review left on 12/18/2013

$142.00

Very Good (7 reviews)

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from $142.00 / night

(9)

1 / 29

Ruskin Townhouse - 18.2 miles away

  • 2
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“Beautiful spacious townhome, restaurants with an array of great foods ( appetizers are a meal in its self) and drinks (Rum Runner Fish Bowl is great) and entertainment (different each night), variety of water activities to keep everyone busy. (Rental...”
- Review left on 05/22/2016

$142.00

Very Good (9 reviews)

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from $142.00 / night

(3)

1 / 27

Ruskin Townhouse - 18.3 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

Responds fast! Avg. 1 hour 58 minutes

“I would recommend everyone to stay at 511 little harbor. Great location. Love the bar and beach together everything is right there. Even two restaurants all in one central location...”
- Review left on 05/09/2014

$137.00

Very Good (3 reviews)

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from $137.00 / night

1 / 20

Clearwater House - 15.4 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

$311.00

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from $311.00 / night

1 / 10

Clearwater Condo - 15.3 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly

$180.00

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from $180.00 / night

(1)

1 / 24

Ruskin Townhouse - 18.3 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“We had a brief conflict we were to be in unit 2 however it was occupied. We were moved to unit 8 which was fine. I must say the realtor didn't hesitate to take care of us, it was a non issue. The unit was clean and great location...”
- Review left on 02/03/2015

$189.00

Very Good (1 reviews)

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from $189.00 / night

(9)

1 / 34

Ruskin Townhouse - 18.3 miles away

  • 3
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 58 minutes

“Great resort style community. Has everything you could need within walking distance. Pools, beach, loungers and umbrellas. We really enjoyed the well laid out accommodations. Real value for your money. It had everything you could need. Loved the four...”
- Review left on 04/14/2017

$189.00

Very Good (9 reviews)

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from $189.00 / night

1 / 36

St. Petersburg Apartment - 5.1 miles away

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

$80.00

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from $80.00 / night

1 / 32

St. Petersburg Apartment - 5.3 miles away

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

$70.00

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from $70.00 / night

(1)

1 / 35

St. Petersburg Apartment - 5.2 miles away

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

$80.00

Excellent (1 reviews)

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from $80.00 / night

(1)

1 / 37

St. Petersburg Apartment - 5.2 miles away

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

$70.00

Excellent (1 reviews)

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from $70.00 / night

(1)

1 / 27

St. Petersburg Apartment - 5.2 miles away

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

$80.00

Excellent (1 reviews)

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from $80.00 / night