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Treasure Island 2-bedroom Condos, Vacation Rentals & More - 198 Rentals Available.

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198 Vacation rentals

Filters applied: 2+ Bedrooms

(7)

1 / 28

Treasure Island Condo

  • 2
  • 5
  • min stay varies
  • 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

$148.00

Very Good (7 reviews)

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from $148.00 / night

(18)

1 / 50

Treasure Island Condo

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

Responds fast! Avg. 3 hours 6 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

(60)

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

$141.00

Excellent (60 reviews)

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from $141.00 / night

(1)

1 / 42

Treasure Island Condo

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

$851.00

Excellent (1 reviews)

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from $851.00 / 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

$851.00

Excellent (13 reviews)

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from $851.00 / night

Your search has been expanded 18.3 miles to include more rentals

(5)

1 / 15

Indian Shores Cottage - 7.6 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

Responds fast! Avg. 2 hours 59 minutes

$85.00

Excellent (5 reviews)

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from $85.00 / night

(15)

1 / 16

Indian Rocks Beach Condo - 8.3 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Absolutely loved this place! Great week with four adults and 2 babies. Great accommodations! Clean, well stocked, wonderful views! Nice beach, not crowded, nice pool! Usually stay in SC. This was way better. Ocean calm, no jellyfish, white sand....”
- Review left on 08/22/2016

$147.00

Very Good (15 reviews)

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from $147.00 / 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

(19)

1 / 41

Ruskin House - 18.2 miles away

  • 2
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 40 minutes

“This is our second time staying here. Very comfortable very nice area. We were visiting our son who is at the University of Tampa. Even though it is about a 30 minute drive to campus it is nice to be out of the city where it's quiet with a nice view...”
- Review left on 10/05/2016

$132.00

Excellent (19 reviews)

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from $132.00 / 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 32 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)

1 / 19

Clearwater House - 15.4 miles away

  • 2
  • 6
  • 2 nights min
  • Child friendly
  • Air conditioning
“Cute apartment a few doors away from the beach. Safe neighborhood. No views, one TV didn't work, but perfect spot for 3-4people. Beach chairs & towels were plus, and I also noticed a few sand toys avail for anyone traveling with children. Beach...”
- Review left on 10/04/2016

$294.00

Very Good (1 reviews)

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from $294.00 / night

1 / 27

Madeira Beach Condo - 2.5 miles away

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

$164.00

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from $164.00 / 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

(2)

1 / 47

Anna Maria House - 16.7 miles away

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

Responds fast! Avg. 3 hours 56 minutes

$383.00

Excellent (2 reviews)

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from $383.00 / 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

1 / 29

Clearwater Condo - 14.2 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$458.00

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from $458.00 / night

(2)

1 / 20

Holmes Beach Townhouse - 18.1 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed this house. It was just a short walk to the beach. It was the perfect size for our family of four. The decorations were very pretty and beachy! The pool and outside landscaping was gorgeous! It came supplied with a beach wagon which was a...”
- Review left on 04/21/2016

$500.00

Excellent (2 reviews)

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from $500.00 / night

(2)

1 / 16

Redington Shores House - 6 miles away

  • 5
  • 13
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This house is an absolute beach paradise! The backyard with the heated pool and hot tub right beside the beach couldn't get any better. They were both clean and there were lots of toys and towels available. The house was very clean and well...”
- Review left on 02/26/2014

$786.00

Excellent (2 reviews)

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from $786.00 / night

(3)

1 / 38

Redington Beach Manor house - 3.4 miles away

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This home was amazing. We brought three generations and had plenty of space--both for together times and when we wanted privacy! Three teenage girls enjoyed the privacy of the garage suite. We called it the bachelorette pad! The pool and patio area...”
- Review left on 10/22/2017

$1,145.00

Excellent (3 reviews)

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from $1,145.00 / 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

(5)

1 / 33

Ruskin Townhouse - 18.3 miles away

  • 3
  • 9
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 2 hours 12 minutes

“My husband, myself and three adult children were looking for a place near Tampa to stay for a week and I found this lovely townhome! The price was very reasonable and the accommodations were fabulous. Very clean and comfortable. Very quiet. I only...”
- Review left on 03/05/2016

$218.00

Very Good (5 reviews)

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from $218.00 / night

(2)

1 / 27

Ruskin Townhouse - 18.3 miles away

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

Responds fast! Avg. 2 hours 12 minutes

“It was very good , could have been cleaned better but over all it was good , sheets on the bed were wrinkled and found a whole bunch of laundry in the dryer . Dried but the cleaning people never put it away and huge cob webs in the living room...”
- Review left on 04/17/2015

$178.00

Very Good (2 reviews)

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from $178.00 / night

(1)

1 / 10

Clearwater House - 13.4 miles away

  • 2
  • 6
  • 2 nights min
  • Child friendly
  • Air conditioning
“We love to the place and it's very convenient , the owner are very friendly, helpful and so easy to excess to the beach. Talk about stuffs in the house anything I need they have it. The place a very quiet and very friendly surrounded people...”
- Review left on 06/28/2016

$196.00

Excellent (1 reviews)

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from $196.00 / night

(36)

1 / 24

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

1 / 19

Holmes Beach House - 17.8 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$600.00

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from $600.00 / night

1 / 42

Madeira Beach Apartment - 1.4 miles away

  • 2
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 30 minutes

$229.00

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from $229.00 / 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. 2 hours 12 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

$178.00

Very Good (9 reviews)

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from $178.00 / night

1 / 10

Clearwater House - 13.4 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

$189.00

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from $189.00 / 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

(3)

1 / 26

Clearwater Apartment - 14.2 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$143.00

Excellent (3 reviews)

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from $143.00 / night

1 / 26

Clearwater House - 16.3 miles away

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$916.00

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from $916.00 / night

1 / 12

Madeira Beach Apartment - 1.4 miles away

  • 2
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 30 minutes

$315.00

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from $315.00 / night

(5)

1 / 34

Ruskin Townhouse - 18.2 miles away

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

Responds fast! Avg. 2 hours 12 minutes

“Very nice, clean, newly built home, close to all attractions. Only fault we had was lack of soaps. ie: dish detergent;clothes detergent; not enough (or maybe big enough) soap bars in baths. A bigger garbage container would also be helpful. Overall...”
- Review left on 03/05/2015

$218.00

Very Good (5 reviews)

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from $218.00 / night

1 / 34

Clearwater House - 13.4 miles away

  • 5
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning

$728.00

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from $728.00 / 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. 2 hours 12 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

$218.00

Very Good (9 reviews)

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from $218.00 / night

1 / 15

Madeira Beach Condo - 3 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$287.00

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from $287.00 / night

(10)

1 / 37

Clearwater Villa - 15.5 miles away

  • 10
  • 28
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We absolutely loved this place! It had everything we needed and reasonably priced! Just a few steps to the beach, stores and restaurants close by. My son absolutely loved it and none of us wanted to leave. We plan on coming back in the future....”
- Review left on 06/24/2016

$434.00

Very Good (10 reviews)

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from $434.00 / 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

St. Petersburg Apartment - 5.1 miles away

  • 2
  • 6
  • 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

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