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Treasure Island Waterfront Condos, Vacation Rentals & More - 116 Rentals Available.

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116 Vacation rentals

Filters applied: Waterfront

(29)

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

$92.00

Very Good (29 reviews)

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from $92.00 / night

(20)

1 / 50

Treasure Island Condo

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 43 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

$115.00

Excellent (20 reviews)

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from $115.00 / night

(72)

1 / 26

Treasure Island Condo

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$124.00

Excellent (72 reviews)

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from $124.00 / 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

(11)

1 / 13

Treasure Island Condo

  • 1
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

Responds fast! Avg. 3 hours 35 minutes

“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

(5)

1 / 13

Treasure Island Condo

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 43 minutes

$109.00

Excellent (5 reviews)

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from $109.00 / night

Your search has been expanded 19.5 miles to include more rentals

(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

$229.00

Excellent (1 reviews)

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from $229.00 / night

(1)

1 / 27

Tampa House - 19.1 miles away

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$315.00

Excellent (1 reviews)

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from $315.00 / night

(6)

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 (6 reviews)

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from $189.00 / night

(7)

1 / 16

Holmes Beach Villa - 18.9 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$229.00

Very Good (7 reviews)

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from $229.00 / 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. 51 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

(21)

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

Very Good (21 reviews)

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from $144.00 / night

(1)

1 / 84

Indian Shores House - 7.4 miles away

  • 6
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$801.00

Excellent (1 reviews)

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from $801.00 / night

1 / 36

St. Petersburg House - 7.8 miles away

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,374.00

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from $1,374.00 / night

1 / 24

St. Petersburg Manor house - 8.1 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,145.00

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from $1,145.00 / night

1 / 21

Madeira Beach Condo - 2.7 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$258.00

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from $258.00 / night

1 / 14

Madeira Beach Condo - 1.7 miles away

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

$229.00

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from $229.00 / night

(5)

1 / 24

Indian Shores Condo - 6.2 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This condo is very large, having a breakfast nook with plenty of lighting, a living room, dining room, two bathrooms, two bedrooms and a large enough to eat on balcony overlooking the Gulf. We enjoy the weekly appetizer parties where we watch the...”
- Review left on 03/09/2016

$148.00

Excellent (5 reviews)

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from $148.00 / night

(40)

1 / 27

Clearwater Condo - 14.1 miles away

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Just back from a week stay with our family of 4. Stunning views we saw dolphins most days in the bay . Beautifully spacious apartment that was a welcome relief to come back to its air conditioned rooms after a hot day out at the beach...”
- Review left on 08/05/2016

$315.00

Excellent (40 reviews)

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from $315.00 / night

(3)

1 / 43

Redington Beach Manor house - 3.4 miles away

  • 5
  • 13
  • 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 / 20

Madeira Beach Condo - 1.4 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149.00

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from $149.00 / night

(20)

1 / 23

Indian Rocks Beach Condo - 10.1 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 2 hours 50 minutes

“A very enjoyable 3 weeks in a most comfortable condo right on the beach. The 4th floor unit had a wonderful view of the beach and Gulf. The unit was updated and very well done. Within walking distance of some nice restaurants and watering holes...”
- Review left on 10/03/2016

$150.00

Very Good (20 reviews)

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from $150.00 / night

(4)

1 / 14

Madeira Beach Condo - 3 miles away

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Enjoyed the vacation. Rented 2 condos for family of10 for the week of July 4. Nice rooms, great beach, and amazing 4th of July fireworks on the beach from 8:30 until nearly 11:00. never seen fireworks like that before...”
- Review left on 07/18/2015

$172.00

Very Good (4 reviews)

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from $172.00 / night

(8)

1 / 17

St. Petersburg Condo - 5.2 miles away

  • 2
  • 4
  • 2 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

$86.00

Excellent (8 reviews)

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from $86.00 / night

1 / 42

Clearwater Apartment - 14.1 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 16 minutes

$164.00

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from $164.00 / night

(20)

1 / 120

St. Petersburg Condo - 5.6 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 2 hours 14 minutes

“We had stayed all around Florida , but Never had a view like this, water everywhere, from all the windows. When you see the pictures they are gorgeous but in real life Wow. I think this is one of the best condo's we have stayed in. The owners are...”
- Review left on 05/30/2017

$228.00

Excellent (20 reviews)

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from $228.00 / night

1 / 20

Madeira Beach Cottage - 2 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$99.00

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from $99.00 / night

(24)

1 / 33

Madeira Beach Condo - 2.5 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Gulf front condo in Madeira Beach; location/view is outstanding and condo was fully equipped. Convenient to restaurants, shopping and attractions. Only two complaints were the carpet in unit was dirty, stained and worn and needed to be cleaned or...”
- Review left on 11/28/2016

$152.00

Very Good (24 reviews)

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from $152.00 / 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

(3)

1 / 27

Madeira Beach Condo - 2.5 miles away

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

$152.00

Excellent (3 reviews)

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from $152.00 / night

1 / 19

Madeira Beach Condo - 2.5 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$161.00

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from $161.00 / night

(1)

1 / 25

Madeira Beach Condo - 2.5 miles away

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

$152.00

Excellent (1 reviews)

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from $152.00 / night

(1)

1 / 27

Madeira Beach Condo - 2.5 miles away

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

$152.00

Excellent (1 reviews)

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from $152.00 / night

(8)

1 / 15

Indian Shores Cottage - 7.6 miles away

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

$115.00

Excellent (8 reviews)

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from $115.00 / night

1 / 22

North Redington Beach Condo - 5 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$161.00

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from $161.00 / night

(9)

1 / 15

Madeira Beach Townhouse - 1.5 miles away

  • 2
  • 4
  • 7 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“I have stayed at Townhouse 343 for several years and have recommended it to several of my friends and co-workers. Neither I, nor any of my friends have ever been disappointed. The owners are hospitable and think of every detail to make your stay...”
- Review left on 10/08/2016

$118.00

Very Good (9 reviews)

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from $118.00 / night

(22)

1 / 31

St. Pete Beach House - 5.2 miles away

  • 1
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

Responds fast! Avg. 1 hour 5 minutes

$167.00

Excellent (22 reviews)

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from $167.00 / night

(24)

1 / 39

Ruskin Hotel apartment - 18.2 miles away

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

Responds fast! Avg. 1 hour 17 minutes

“Fantastic rental! Spacious, clean and the location can't be beat. The laundry facilities were a great bonus. Sunset walks on the pier was a favorite as was the fishing charter. Thank you...”
- Review left on 12/30/2015

$144.00

Very Good (24 reviews)

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from $144.00 / night

(5)

1 / 24

Holmes Beach Condo - 19.5 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
“My Husband ,Son & I had a wonderful time at the Condo,it was clean ,comfortable & near the beach ,shops & the bus stops.I could not ask for anything better ,will be looking to rent again in the future”
- Review left on 09/01/2015

$144.00

Excellent (5 reviews)

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from $144.00 / night

(21)

1 / 17

Holmes Beach Townhouse - 19.4 miles away

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly
“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”
- Review left on 07/19/2016

$184.00

Very Good (21 reviews)

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from $184.00 / night