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Madeira Beach 2-bedroom Cabin Rentals, Beach Rentals & More - 175 Rentals Available.

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175 Vacation rentals

Filters applied: 2+ Bedrooms

(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

(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

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)

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 18.8 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

(5)

1 / 24

Indian Shores Condo - 3.1 miles away

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

Responds fast! Avg. 3 hours 52 minutes

“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)

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from $148.00 / night

(1)

1 / 21

Anna Maria House - 18.8 miles away

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

Responds fast! Avg. 1 hour 15 minutes

$573.00

Excellent (1 reviews)

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from $573.00 / night

(9)

1 / 31

Indian Shores Condo - 5 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This condo was perfect. Clean and comfy. Loved the supplied dishes, towels, fishing poles, puzzles, beach chairs, umbrella, even a cooler to take to the beach! Modern appliances, stove, dishwasher, washer and dryer. The walk to the beach is very...”
- Review left on 07/03/2016

$85.00

Excellent (9 reviews)

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from $85.00 / 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

1 / 29

Clearwater Condo - 11.6 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$458.00

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from $458.00 / night

(5)

1 / 10

Clearwater House - 13.5 miles away

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

Responds fast! Avg. 1 hour 53 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)

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from $487.00 / 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 / 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 / 24

St. Petersburg Manor house - 10.2 miles away

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

$1,145.00

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from $1,145.00 / night

(17)

1 / 47

Clearwater House - 10.7 miles away

  • 2
  • 5
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“We felt like we were home. Everything was clean and tidy. The cottage is adorable with all its brightly coloured rooms. We loved having coffee on the front patio in the mornings and cocktails on the back patio in the evening. The neighborhood was...”
- Review left on 05/22/2016

$115.00

Excellent (17 reviews)

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from $115.00 / night

1 / 34

Clearwater House - 11 miles away

  • 5
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning

$728.00

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from $728.00 / 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

(1)

1 / 36

St. Petersburg Apartment - 8.5 miles away

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

$72.00

Excellent (1 reviews)

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from $72.00 / night

1 / 32

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