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Madeira Beach Cabin Rentals & Beach Rentals with Swimming Pool - 134 Rentals Available.

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134 Vacation rentals

Filters applied: Swimming pool

(1)

1 / 27

Madeira Beach Condo

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

$172.00

Excellent (1 reviews)

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from $172.00 / night

(10)

1 / 21

Madeira Beach Cottage

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 51 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

$85.00

Excellent (10 reviews)

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from $85.00 / night

(2)

1 / 41

Madeira Beach Condo

  • 2
  • 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 56 minutes

“We stayed three nights and had a great time aside from the cool temps on Sunday when we left. The condo was wonderful and being able to get in early after a long night of flying was so nice. We would recommend this condo to anyone. Everything you...”
- Review left on 02/27/2017

$120.00

Excellent (2 reviews)

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from $120.00 / night

1 / 27

Madeira Beach Condo

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

$143.00

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from $143.00 / night

1 / 19

Madeira Beach Condo

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

$225.00

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from $225.00 / night

(10)

1 / 8

Madeira Beach Cottage

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

Responds fast! Avg. 27 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

$100.00

Very Good (10 reviews)

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from $100.00 / 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

$122.00

Very Good (4 reviews)

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from $122.00 / night

1 / 13

Madeira Beach Condo

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

$157.00

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from $157.00 / night

1 / 18

Madeira Beach Condo

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

$172.00

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from $172.00 / night

1 / 22

Madeira Beach Condo

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

$172.00

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from $172.00 / night

(2)

1 / 17

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We stayed at Sand Dollar 102 and loved it! It was very spacious, gulf front and we saw beautiful sunsets. The condo was well maintained and had everything we needed. The location is good and we found plenty to do. I definitely would stay here again...”
- Review left on 01/24/2016

$128.00

Excellent (2 reviews)

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from $128.00 / 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

$93.00

Very Good (9 reviews)

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from $93.00 / night

1 / 15

Madeira Beach Condo

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

$250.00

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from $250.00 / night

(24)

1 / 16

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • 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

$172.00

Very Good (24 reviews)

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from $172.00 / night

(5)

1 / 24

Madeira Beach Condo

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We loved our stay at Holiday Villas III. Very clean condo and accommodated our family of 4! There was always chairs available at the pool to use and the beach was not crowded. Room 305 was upgraded, had comfortable beds, reasonably priced, and was...”
- Review left on 07/25/2016

$314.00

Very Good (5 reviews)

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from $314.00 / night

1 / 21

Madeira Beach Condo

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

$230.00

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from $230.00 / night

(1)

1 / 24

Madeira Beach Apartment

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

$115.00

Excellent (1 reviews)

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from $115.00 / night

1 / 20

Madeira Beach Studio

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

$65.00

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from $65.00 / night

1 / 19

Madeira Beach Condo

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

$97.00

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from $97.00 / night

1 / 27

Madeira Beach Apartment

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

$147.00

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from $147.00 / night

1 / 33

Madeira Beach Apartment

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

$90.00

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from $90.00 / night