Search 105,200+ Vacation Rentals

Treasure Island Waterfront Condos, Vacation Rentals & More - 175 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

175 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)

Book

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. 1 hour 46 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)

Book

from $115.00 / night

(72)

1 / 29

Treasure Island Condo

  • 2
  • 6
  • 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

$159.00

Excellent (72 reviews)

Inquire

from $159.00 / night

(7)

1 / 28

Treasure Island Condo

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

Responds fast! Avg. 3 hours 25 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

$205.00

Very Good (7 reviews)

Book

from $205.00 / night

(11)

1 / 13

Treasure Island Condo

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

Book

from $167.00 / night

(5)

1 / 13

Treasure Island Condo

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 1 hour 46 minutes

$104.00

Excellent (5 reviews)

Book

from $104.00 / night

(2)

1 / 41

Treasure Island Condo

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$287.00

Excellent (2 reviews)

Book

from $287.00 / night

Your search has been expanded 19.4 miles to include more rentals

1 / 37

St. Petersburg Apartment - 5.3 miles away

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

$72.00

Inquire

from $72.00 / night

(3)

1 / 36

Redington Shores Manor house - 6 miles away

  • 4
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Very beautiful house.The water is on a couple sides of house and it allows views from all windows, see dolphins and exotic fish right off the patio.Would recommend this stay to everyone!Loved it...”
- Review left on 02/26/2017

$1,145.00

Very Good (3 reviews)

Book

from $1,145.00 / night

1 / 25

Madeira Beach Condo - 3 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$86.00

Book

from $86.00 / 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)

Book

from $184.00 / 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

$343.00

Excellent (2 reviews)

Book

from $343.00 / night

(1)

1 / 30

St. Petersburg Condo - 5.5 miles away

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

$72.00

Excellent (1 reviews)

Inquire

from $72.00 / night

(1)

1 / 66

Redington Beach House - 3.5 miles away

  • 5
  • 14
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$343.00

Excellent (1 reviews)

Book

from $343.00 / night

(1)

1 / 38

St. Petersburg Apartment - 5.1 miles away

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

$82.00

Excellent (1 reviews)

Inquire

from $82.00 / 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

Inquire

from $85.00 / night

(1)

1 / 25

Madeira Beach Condo - 2.5 miles away

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

$148.00

Excellent (1 reviews)

Book

from $148.00 / night

(16)

1 / 54

Clearwater House - 15.3 miles away

  • 5
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“First of I would like to start by saying this was a wonderful stay for our family. The home is beautifully furnished and well equipped in the kitchen along with grill (BIG PLUS). After the beach the kids would bath in the pool while the family cooked...”
- Review left on 08/16/2016

$343.00

Very Good (16 reviews)

Book

from $343.00 / night

(1)

1 / 33

St. Petersburg Apartment - 5.2 miles away

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

$82.00

Excellent (1 reviews)

Inquire

from $82.00 / night

1 / 22

Madeira Beach Condo - 2.5 miles away

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

$148.00

Book

from $148.00 / 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)

Book

from $152.00 / night

(4)

1 / 32

St. Petersburg Apartment - 5.3 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$85.00

Excellent (4 reviews)

Inquire

from $85.00 / 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

Inquire

from $72.00 / night

(14)

1 / 14

Clearwater Cottage - 15.2 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.02 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 40 minutes

“I cannot say enough good about coconut cabana. Great location as well as an extremely clean bright comfotable place. Walking distance to everything you might think of doing. Everyone friendly and kind and so accommodating. I will go back as often as...”
- Review left on 11/21/2016

$123.00

Excellent (14 reviews)

Book

from $123.00 / 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)

Book

from $315.00 / night

(2)

1 / 32

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

$929.00

Excellent (2 reviews)

Book

from $929.00 / night

1 / 19

Bradenton Beach Cottage - 17.1 miles away

  • 1
  • 3
  • 2 nights min
  • Car not necessary
  • Air conditioning

$230.00

Book

from $230.00 / night

1 / 17

Madeira Beach Condo - 1.7 miles away

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$218.00

Book

from $218.00 / 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)

Book

from $152.00 / night

1 / 36

St. Petersburg House - 7.8 miles away

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

$1,374.00

Book

from $1,374.00 / 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)

Book

from $202.00 / night

(24)

1 / 28

Indian Shores Condo - 7.2 miles away

  • 3
  • 8
  • min stay varies
  • 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

$344.00

Very Good (24 reviews)

Book

from $344.00 / 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

Inquire

from $82.00 / night

(5)

1 / 28

Indian Rocks Beach House - 10.7 miles away

  • 5
  • 12
  • 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

$1,203.00

Excellent (5 reviews)

Book

from $1,203.00 / night

1 / 52

Indian Rocks Beach House - 9.7 miles away

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

$160.00

Book

from $160.00 / night

1 / 42

Madeira Beach Apartment - 1.4 miles away

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

$252.00

Book

from $252.00 / night

(7)

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

$516.00

Excellent (7 reviews)

Book

from $516.00 / night

(36)

1 / 25

Clearwater Condo - 14.1 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 28 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)

Book

from $320.00 / night

1 / 37

St. Petersburg Condo - 5.2 miles away

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

$82.00

Inquire

from $82.00 / 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 29 minutes

$164.00

Book

from $164.00 / night