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Madeira Beach Waterfront Cabin Rentals, Beach Rentals & More - 200 Rentals Available.

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200 Vacation rentals

Filters applied: Waterfront

(2)

1 / 27

Madeira Beach Condo

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

$152.00

Excellent (2 reviews)

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from $152.00 / night

(10)

1 / 8

Madeira Beach Cottage

  • 1
  • 2
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Car not necessary

Responds fast! Avg. 35 minutes

“Newly renovated with one bedroom queen and two sleepers. One bath and fully equipped kitchen. No dishwasher and on site laundry is very clean. Direct beach access and trolley stopsl Very well maintained private pool. BBQ grill area very clean. We...”
- Review left on 08/30/2016

$115.00

Very Good (10 reviews)

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from $115.00 / night

(4)

1 / 14

Madeira Beach Condo

  • 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

$148.00

Very Good (4 reviews)

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from $148.00 / night

(12)

1 / 21

Madeira Beach Cottage

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

Responds fast! Avg. 2 hours 18 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 / 27

Madeira Beach Condo

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

$164.00

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from $164.00 / night

1 / 19

Madeira Beach Condo

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

$258.00

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from $258.00 / night

1 / 22

Madeira Beach Condo

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

$152.00

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from $152.00 / night

(9)

1 / 15

Madeira Beach Townhouse

  • 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

$100.00

Very Good (9 reviews)

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from $100.00 / night

(24)

1 / 30

Madeira Beach Condo

  • 2
  • 6
  • min stay varies
  • 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

$229.00

Very Good (24 reviews)

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from $229.00 / night

(1)

1 / 18

Madeira Beach Condo

  • 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 / 13

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$180.00

Excellent (1 reviews)

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from $180.00 / night

1 / 42

Madeira Beach Apartment

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

Responds fast! Avg. 3 hours 30 minutes

$229.00

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from $229.00 / night

1 / 17

Madeira Beach Condo

  • 2
  • 6
  • min stay varies
  • Child friendly
  • Pet friendly

Responds fast! Avg. 3 hours 30 minutes

$218.00

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from $218.00 / night

1 / 12

Madeira Beach Apartment

  • 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

1 / 28

Madeira Beach Condo

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 30 minutes

$201.00

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from $201.00 / night

1 / 21

Madeira Beach Condo

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$264.00

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from $264.00 / night

1 / 15

Madeira Beach Condo

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$287.00

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from $287.00 / night

1 / 19

Madeira Beach Condo

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$93.00

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from $93.00 / night

1 / 33

Madeira Beach Apartment

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$93.00

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from $93.00 / night

1 / 20

Madeira Beach Studio

  • -1
  • 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$75.00

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from $75.00 / night

(1)

1 / 24

Madeira Beach Apartment

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

$105.00

Excellent (1 reviews)

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from $105.00 / night

1 / 27

Madeira Beach Apartment

  • 2
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$155.00

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from $155.00 / night

Your search has been expanded 13.3 miles to include more rentals

(5)

1 / 15

Indian Shores Cottage - 4.5 miles away

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

Responds fast! Avg. 2 hours 59 minutes

$85.00

Excellent (5 reviews)

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from $85.00 / night

(15)

1 / 16

Indian Rocks Beach Condo - 5.2 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Absolutely loved this place! Great week with four adults and 2 babies. Great accommodations! Clean, well stocked, wonderful views! Nice beach, not crowded, nice pool! Usually stay in SC. This was way better. Ocean calm, no jellyfish, white sand....”
- Review left on 08/22/2016

$147.00

Very Good (15 reviews)

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from $147.00 / night

(3)

1 / 27

Indian Shores Condo - 5.1 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

Responds fast! Avg. 51 minutes

$320.00

Excellent (3 reviews)

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from $320.00 / night

(5)

1 / 9

Clearwater Condo - 8.6 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

(27)

1 / 26

Treasure Island Cottage - 5 miles away

  • 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

$90.00

Very Good (27 reviews)

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from $90.00 / night

1 / 8

Clearwater House - 12.8 miles away

  • 1
  • 4
  • 1 night min
  • Child friendly
  • Air conditioning

$155.00

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from $155.00 / night

(1)

1 / 41

Belleair Beach Townhouse - 9.2 miles away

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 32 minutes

“To celebrate our 50th anniversary, we rented this home for our two sons, daughter, and their families. It was the BEST OF THE BEST vacations ever. The home was exactly as the pictures shown. We loved every minute. The grandkids were either at the...”
- Review left on 07/30/2015

$802.00

Excellent (1 reviews)

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from $802.00 / night

(15)

1 / 57

Treasure Island Condo - 3.3 miles away

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

Responds fast! Avg. 2 hours 11 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

$92.00

Very Good (15 reviews)

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from $92.00 / night

(12)

1 / 23

Treasure Island Condo - 4.6 miles away

  • 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

(4)

1 / 27

Clearwater House - 12.9 miles away

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We rented this home for our family for New Year's. Stayed 5 nights. Property has main house with 3 bedrooms and 2 baths, large kitchen, dining area, living rooms areas (with one living room area capable of sleeping kids which we did). Great back...”
- Review left on 01/09/2017

$343.00

Excellent (4 reviews)

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from $343.00 / night

1 / 16

Clearwater House - 12.9 miles away

  • 1
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning

$246.00

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from $246.00 / night

1 / 14

Clearwater House - 11 miles away

  • 2
  • 6
  • 1 night min
  • Child friendly

$409.00

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from $409.00 / night

(9)

1 / 35

Clearwater House - 13.3 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

$217.00

Very Good (9 reviews)

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from $217.00 / night

1 / 10

Clearwater Condo - 12.7 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly

$180.00

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from $180.00 / night

(1)

1 / 13

St. Pete Beach Condo - 5.6 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 / 37

St. Petersburg Apartment - 8.4 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

1 / 34

St. Petersburg Condo - 8.4 miles away

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

$82.00

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from $82.00 / night

(1)

1 / 38

St. Petersburg Apartment - 8.5 miles away

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

$85.00

Excellent (1 reviews)

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from $85.00 / night