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Treasure Island Pet-Friendly Condos, Vacation Rentals & More - 80 Rentals Available.

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80 Vacation rentals

Filters applied: Pet Friendly

(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

$79.00

Very Good (27 reviews)

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from $79.00 / night

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(15)

1 / 57

Treasure Island Condo

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 39 minutes

“We really enjoyed our stay at Whispers very much.The pool was great and it's a short walk to the beach. The owner was very nice and the rental was nicely kept and clean. Lots of amenities and kindness. Thanks so much for a great time...”
- Review left on 03/15/2017

$80.00

Very Good (15 reviews)

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from $80.00 / night

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(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

$114.00

Excellent (15 reviews)

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from $114.00 / night

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(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

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(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

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(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

$115.00

Very Good (12 reviews)

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from $115.00 / night

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Your search has been expanded 19.2 miles to include more rentals

(43)

1 / 19

Indian Rocks Beach Condo - 9.7 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 46 minutes

“Me and my family just returned from our stay at this condo . Everything was clean and spotless and as advertised . We loved the small town feel of the area and the beach was great without a lot of crowd . It was convenient to area attractions and not...”
- Review left on 07/04/2017

$115.00

Excellent (43 reviews)

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from $115.00 / night

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(1)

1 / 40

Indian Rocks Beach House - 9.8 miles away

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

$149.00

Excellent (1 reviews)

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from $149.00 / night

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(23)

1 / 29

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 3 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

$175.00

Very Good (23 reviews)

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from $175.00 / night

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(4)

1 / 32

Ruskin Townhouse - 18.3 miles away

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

Responds fast! Avg. 1 hour 58 minutes

“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

$165.00

Very Good (4 reviews)

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from $165.00 / night

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(23)

Certificate of Excellence

1 / 19

Clearwater House - 15.6 miles away

  • 5
  • 6
  • 1 night min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 18 minutes

Certificate of Excellence

“Ellen was wonderful, her home beautiful, accommodations were comfortable and just what we needed! Ellen was helpful with suggestions for beaches and offered discounts for area attractions...”
- Review left on 04/20/2016

$85.00

Excellent (23 reviews)

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from $85.00 / night

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(1)

1 / 21

Anna Maria House - 16.2 miles away

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$500.00

Excellent (1 reviews)

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from $500.00 / night

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1 / 53

Holmes Beach House - 19.2 miles away

  • 6
  • 14
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$499.00

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from $499.00 / night

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(3)

1 / 23

Ruskin House - 18.2 miles away

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

Responds fast! Avg. 1 hour 58 minutes

“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

$119.00

Very Good (3 reviews)

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from $119.00 / night

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(3)

1 / 51

Redington Shores House - 5.5 miles away

  • 4
  • 11
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The house was perfect for our family of ten. Plenty of room, great location and nearby to restaurants and places to visit. The only downfall in our opinion was that there is no stairway from the first floor balcony to access the beach. You have to go...”
- Review left on 10/12/2016

$349.00

Excellent (3 reviews)

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from $349.00 / night

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(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

$379.00

Excellent (5 reviews)

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from $379.00 / night

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(6)

1 / 16

Holmes Beach Villa - 18.9 miles away

  • 3
  • 6
  • 3 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

$250.00

Excellent (6 reviews)

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from $250.00 / night

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1 / 14

Anna Maria House - 16.2 miles away

  • 2
  • 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$500.00

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(6)

1 / 24

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 stayed a week in this beautiful condo. It was very clean and well maintained. The kitchen was well stocked with all you would need to cook meals. Master bathroom was very large with a tub/shower and a stand up shower. There was an abundance of...”
- Review left on 03/22/2016

$165.00

Excellent (6 reviews)

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from $165.00 / night

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1 / 59

Indian Rocks Beach Apartment - 8.8 miles away

  • 4
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$299.00

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(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

$189.00

Very Good (9 reviews)

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from $189.00 / night

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(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

$715.00

Excellent (2 reviews)

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from $715.00 / night

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(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

$150.00

Excellent (1 reviews)

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from $150.00 / night

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1 / 19

Holmes Beach House - 17.8 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$259.00

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(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. 1 hour 58 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

$124.00

Very Good (2 reviews)

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1 / 67

Redington Shores House - 5.5 miles away

  • 4
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$399.00

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from $399.00 / night

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1 / 24

St. Petersburg Manor house - 8.1 miles away

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

$1,000.00

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from $1,000.00 / night

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(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

$119.00

Very Good (1 reviews)

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from $119.00 / night

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(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

$124.00

Very Good (9 reviews)

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from $124.00 / night

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(16)

1 / 18

Indian Rocks Beach Condo - 10.1 miles away

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$225.00

Very Good (16 reviews)

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from $225.00 / night

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(6)

1 / 36

Clearwater House - 16.5 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“7 girlfriends spent s wwek celebrating our birthdays! We had everything possible at the house from cooking to relaxing. House is beautifully decorated; comfy beds; great pool and close enough to walk to beach. Great restaurants in Clesrwster and...”
- Review left on 11/06/2016

$450.00

Excellent (6 reviews)

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from $450.00 / night

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(33)

1 / 46

St. Petersburg Manor house - 8.3 miles away

  • 7
  • 21
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
“We invited our extended family to spend Christmas together this year at The Petro Mansion, hoping that the house looked as good in person as it did online. The house is just as beautiful, if not more so, in person! Alex had the house beautifully...”
- Review left on 01/02/2017

$700.00

Excellent (33 reviews)

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from $700.00 / night

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(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

$119.00

Very Good (3 reviews)

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from $119.00 / night

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(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. 1 hour 58 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

$165.00

Very Good (5 reviews)

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from $165.00 / night

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(5)

1 / 22

Clearwater Condo - 15.3 miles away

  • 1
  • 4
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The Camelot is not like any place I've ever stayed. It is very comfortable and feels a lot like home. The staff was very friendly and helpful, and made us feel like old friends even tho we had never met before. It is clean and well maintained, you...”
- Review left on 05/08/2016

$119.00

Average (5 reviews)

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from $119.00 / night

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(4)

1 / 22

Ruskin Townhouse - 18.3 miles away

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

Responds fast! Avg. 1 hour 58 minutes

“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

$119.00

Very Good (4 reviews)

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from $119.00 / night

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(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

$165.00

Very Good (9 reviews)

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from $165.00 / night

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(1)

1 / 26

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

“Stayed for 2 weeks in the condo. Very private and quiet. Balcony with canal view was perfect for sitting out. Master bedroom has large bathroom. Beach is small but very nice, never too crowded and is a short walk through the complex...”
- Review left on 03/10/2014

$165.00

Very Good (1 reviews)

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from $165.00 / night

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(1)

1 / 22

Anna Maria House - 17 miles away

  • 2
  • 4
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$145.00

Very Good (1 reviews)

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(2)

1 / 24

Holmes Beach House - 18.9 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$111.00

Very Good (2 reviews)

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from $111.00 / night

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