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Treasure Island Condos & Vacation Rentals with Swimming Pool - 165 Rentals Available.

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165 Vacation rentals

Filters applied: Swimming pool

(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

(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

$145.00

Excellent (60 reviews)

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from $145.00 / 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

(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

(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

Your search has been expanded 19.4 miles to include more rentals

(21)

1 / 16

Indian Shores Condo - 7.2 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“We just returned from two glorious weeks at this property. The weather was fantastic, the location was just a short walk across the road to the beach. It was very clean and well taken care of, the beds were comfortable. The condo was a short...”
- Review left on 10/25/2016

$100.00

Excellent (21 reviews)

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from $100.00 / 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

(12)

1 / 21

Madeira Beach Cottage - 2.4 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 25 minutes

“i stayed in this darling cottage for nearly 4 months and it felt like home. cottage is decorated with lots of color and beachy cheer, has a little porch, private yard and cute picket fence, with parking just outside the fence and a friendly coffee...”
- Review left on 01/31/2017

$98.00

Excellent (12 reviews)

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from $98.00 / 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

1 / 24

St. Petersburg Manor house - 8.1 miles away

  • 5
  • 15
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,145.00

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from $1,145.00 / 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

(21)

1 / 11

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

$172.00

Very Good (21 reviews)

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from $172.00 / night

(1)

1 / 36

St. Petersburg Apartment - 5.4 miles away

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

$72.00

Excellent (1 reviews)

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from $72.00 / 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

(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

(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

(2)

1 / 19

Clearwater Apartment - 14.1 miles away

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

$326.00

Excellent (2 reviews)

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from $326.00 / night

(4)

1 / 23

Ruskin House - 18.2 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Excellent little apartment with an amazing bay view with a fake beach. I highly recommended this for young couples. Location, Location, Location”
- Review left on 07/07/2016

$132.00

Excellent (4 reviews)

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from $132.00 / night

(1)

1 / 13

St. Pete Beach Condo - 2.5 miles away

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

$202.00

Very Good (1 reviews)

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from $202.00 / night

1 / 22

North Redington Beach Condo - 5 miles away

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

$155.00

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from $155.00 / 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

(2)

1 / 47

Anna Maria House - 16.7 miles away

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

Responds fast! Avg. 2 hours 10 minutes

$383.00

Excellent (2 reviews)

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from $383.00 / night

1 / 24

Holmes Beach House - 17.5 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$229.00

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from $229.00 / night

1 / 46

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)

1 / 18

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 / 34

St. Petersburg Condo - 5.2 miles away

  • 2
  • 5
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$72.00

Excellent (1 reviews)

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from $72.00 / night

(1)

1 / 41

Indian Rocks Beach House - 9.3 miles away

  • 4
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$343.00

Excellent (1 reviews)

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from $343.00 / 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

$228.00

Very Good (9 reviews)

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from $228.00 / night

1 / 36

St. Petersburg Apartment - 5.1 miles away

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

$82.00

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from $82.00 / 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 / 24

Holmes Beach House - 18.1 miles away

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

$329.00

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from $329.00 / night

(3)

1 / 28

Clearwater Condo - 12.9 miles away

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

Responds fast! Avg. 1 hour 15 minutes

$243.00

Excellent (3 reviews)

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from $243.00 / night