COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Search 105,200+ Vacation Rentals

Treasure Island Waterfront Condos, Vacation Rentals & More - 153 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

153 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. 40 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 / 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

$154.00

Excellent (72 reviews)

Inquire

from $154.00 / 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. 40 minutes

$104.00

Excellent (5 reviews)

Book

from $104.00 / night

1 / 25

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / night

1 / 26

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / night

1 / 29

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / night

1 / 20

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / night

1 / 18

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / night

1 / 18

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / night

1 / 25

Treasure Island Condo

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children

$110.00

Inquire

from $110.00 / 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)

Book

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)

Book

from $315.00 / 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

Responds fast! Avg. 3 hours 25 minutes

“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)

Book

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)

Book

from $189.00 / night

(1)

1 / 43

Clearwater Condo - 14.2 miles away

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

Responds fast! Avg. 5 minutes

$266.00

Excellent (1 reviews)

Book

from $266.00 / night

1 / 20

Madeira Beach Condo - 1.4 miles away

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

Responds fast! Avg. 3 hours 52 minutes

$126.00

Book

from $126.00 / night

1 / 19

Palma Sola House - 19.4 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$165.00

Inquire

from $165.00 / 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)

Book

from $229.00 / night

1 / 25

Madeira Beach Condo - 3 miles away

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

$95.00

Book

from $95.00 / night

1 / 21

Clearwater Condo - 15.1 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 47 minutes

$224.00

Book

from $224.00 / night

(5)

1 / 27

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

$126.00

Excellent (5 reviews)

Book

from $126.00 / night

(5)

1 / 10

Clearwater House - 16.1 miles away

  • 3
  • 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 13 minutes

“Loved vacationing at the Margaritaville Pool home. The inside is soooo cute and decorated with beachy accents throughout. The kitchen is fully stocked with everything you need to cook with. We loved the screened porch and ate most of our meals there....”
- Review left on 10/03/2015

$487.00

Excellent (5 reviews)

Book

from $487.00 / 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)

Book

from $148.00 / 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)

Book

from $199.00 / night

(2)

1 / 36

Dunedin House - 19.5 miles away

  • 1
  • 2
  • 30 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 39 minutes

$69.00

Very Good (2 reviews)

Book

from $69.00 / 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)

Book

from $144.00 / 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)

Book

from $1,145.00 / 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)

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)

Book

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

Book

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

Book

from $1,145.00 / 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 25 minutes

$164.00

Book

from $164.00 / 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. 27 minutes

$295.00

Excellent (3 reviews)

Book

from $295.00 / night

1 / 20

Madeira Beach Cottage - 2 miles away

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

$99.00

Book

from $99.00 / night

1 / 18

Madeira Beach House - 2 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$135.00

Book

from $135.00 / night

1 / 34

Madeira Beach House - 2.7 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$131.00

Book

from $131.00 / night

(2)

1 / 15

Indian Shores House - 6.6 miles away

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

$144.00

Average (2 reviews)

Book

from $144.00 / night