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Filtering by: $0 - $102

428 vacation rentals

(8) Excellent 

17

2/1 NOW BOOKING winter 2018! Updated. Great location!

Florida / Madeira Beach

Madeira Beach condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reserv
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Price per night from

$70

Price per night from

$70

(8) Excellent 

Certificate of Excellence

23

Quaint and charming studio cottage by the beach

Florida / Madeira Beach

Madeira Beach cottage

4 3 nights min

  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great place” We enjoyed our vacation in this cozy cottage very much. It is well supplied, clean and comfortable. Love the high ceiling and the Murphy bed which gives a more spacious appeal to the small space. Appliances are good. The heated pool is de
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Certificate of Excellence

Price per night from

$75

Responds fast!
avg. 1 hour 20 minutes

Price per night from

$75

(1) Excellent 

4

Charming studio cottage at Gulf Gardens Resort in Madeira Beach

Florida / Madeira Beach

Madeira Beach cottage

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 0.01 mi
  • Swimming pool
  • Car not necessary

Price per night from

$81

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$81

33

April is perfect for a beach vaca - 1 BR - Affordable Updated Condo at MBYC!

Florida / Madeira Beach

Madeira Beach apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$93

Price per night from

$93

(1) Excellent 

25

Ocean Sands 504 Beachfront Studio Condo

Florida / Madeira Beach

Madeira Beach apartment

1 2 14 nights min

  • 1 bedroom
  • sleeps 2
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$77

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$77

19

March Availability Call Now! 1 Bedroom overlooking water at MBYC

Florida / Madeira Beach

Madeira Beach condo

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$93

Price per night from

$93

(1) Excellent 

24

Madeira Beach Yacht Club - April Escapes at Incredible Prices!

Florida / Madeira Beach

Madeira Beach apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$98

Price per night from

$98

31

NEW! Madeira Beach Yacht Club Condo-Walk to Shops!

Florida / Madeira Beach

Madeira Beach townhouse

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$86

Responds fast!
avg. 17 minutes

Price per night from

$86

(3) Average 

25

Madeira Beach Yacht Club Special

Florida / Madeira Beach

Madeira Beach condo

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Car not necessary

Price per night from

$64

Responds fast!
avg. 2 hours 0 minutes

Price per night from

$64

20

Jan is perfect for an adorable cottage stay - very affordable! 2 Night Min!

Florida / Madeira Beach

Madeira Beach studio

Studio 3 2 nights min

  • Studio
  • sleeps 3
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$75

Price per night from

$75

16

Sea Rocket 11

Florida / Madeira Beach

Madeira Beach studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$80

Responds fast!
avg. 3 hours 43 minutes

Price per night from

$80

(4) Very Good 

24

Sugar Sands Beachfront Retreat On the Beach with Brand New Pool

Florida / Madeira Beach

Madeira Beach apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Air conditioning
“Good” We thought the Sugar Sands was very good. The refrigerator light was broken and the door handle broke off with just one opening. The only thing that I was not happy about was you ask our ages and how many are staying. The upstairs unit, which is
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Price per night from

$149

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$149

(1) Very Good 

22

The Sky Is The Limit At Madeira Beach

Florida / Madeira Beach

Madeira Beach condo

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Car not necessary

Price per night from

$65

Responds fast!
avg. 2 hours 0 minutes

Price per night from

$65

24

Sugar Sands Beachfront Hideaway On The Beach with Brand New Pool

Florida / Madeira Beach

Madeira Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$133

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$133

12

200w 140th Ave E

Florida / Madeira Beach

Madeira Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$50

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$50

29

Madeira Beach Escape - Yacht Club

Florida / Madeira Beach

Madeira Beach condo

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$75

Price per night from

$75

8

Parsley Drive A

Florida / Madeira Beach

Madeira Beach condo

1 4 90 nights min

  • 1 bedroom
  • sleeps 4
  • 90 nights min
  • Child Friendly

Price per night from

$50

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$50

(3) Excellent 

25

Madeira Towers 601 Beach front with spectacular views

Florida / Madeira Beach

Madeira Beach apartment

3 6 28 nights min

  • 3 bedrooms
  • sleeps 6
  • 28 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Everything you expect and more” Without a doubt I'd stay there again, we've always stayed on Madeira Beach for the last 12 visits to Florida and this is the best condo we've stayed in, excellent value for money. Very clean and quiet , very well equipp
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Price per night from

$66

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$66

(1) Excellent 

31

Island Paradise Sweet Jasmine

Florida / Madeira Beach

Madeira Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$79

Price per night from

$79

(3) Excellent 

55

Ready for a vacation?

Florida / Madeira Beach

Madeira Beach cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$86

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$86

25

Madeira Towers 303 Stunning Oceanfront View

Florida / Madeira Beach

Madeira Beach apartment

2 6 28 nights min

  • 2 bedrooms
  • sleeps 6
  • 28 nights min
  • Swimming pool
  • Ask about children

Price per night from

$57

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$57

46

Island Paradise SkyView Villa

Florida / Madeira Beach

Madeira Beach apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$77

Price per night from

$77

36

Island Paradise Tropic Sun

Florida / Madeira Beach

Madeira Beach apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$71

Price per night from

$71

16

Sea Rocket 11

Florida / Madeira Beach

Madeira Beach condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$83

Price per night from

$83

33

Island Paradise Sandy Shores

Florida / Madeira Beach

Madeira Beach apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$72

Price per night from

$72

44

303 - Wood Arena

Florida / Madeira Beach

Madeira Beach condo

3 8 14 nights min

  • 3 bedrooms
  • sleeps 8
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$10

Responds fast!
avg. 4 minutes

Price per night from

$10

33

Island Paradise Gulf Mist

Florida / Madeira Beach

Madeira Beach apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$73

Price per night from

$73

40

Island Paradise Sea Breeze

Florida / Madeira Beach

Madeira Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$83

Price per night from

$83

(2) Average 

46

503 - Wood Arena

Florida / Madeira Beach

Madeira Beach apartment

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$10

Responds fast!
avg. 4 minutes

Price per night from

$10

55

Island Paradise Sea Grape

Florida / Madeira Beach

Madeira Beach apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$87

Price per night from

$87

(3) Average 

46

202 - Wood Arena

Florida / Madeira Beach

Madeira Beach apartment

3 8 14 nights min

  • 3 bedrooms
  • sleeps 8
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$10

Responds fast!
avg. 4 minutes

Price per night from

$10

(12) Excellent 

21

"Carson's Surf Shack" Quaint! Cool! So Cute! Old Florida Style Cottage!

Florida / Madeira Beach

Madeira Beach cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$86

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$86

Great rentals within 20 miles that match your search

Distance approx 4.49 km from Madeira Beach

(24) Excellent 

Certificate of Excellence

19

Sunrise & Sunset- Bayfront and Private Gulf Beach!

Florida / Treasure Island

Treasure Island apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“Sunset Cove” We had a great stay. The location across from the beach was excellent. Although the pool was quite cool due to solar heat the area was nice. Mickey the grounds keeper was the best, nice, laid back and helpful.
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Certificate of Excellence

Price per night from

$71

Responds fast!
avg. 19 minutes

Price per night from

$71

Distance approx 4.53 km from Madeira Beach

(2) Excellent 

23

St. Pete Beach at Boca Shores - Beach, Surf, Sand and Sun

Florida / St. Pete Beach

St. Pete Beach condo

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$61

Price per night from

$61

Distance approx 11.35 km from Madeira Beach

(8) Very Good 

31

Clearwater Beach Waterfront #19 2 Queen beds! Walk to Live music by the water!

Clearwater / Clearwater Beach

Clearwater apartment

4 3 nights min

  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.04 mi
  • Swimming pool
“Cozy” Great condo. Close to the beach. Very clean. Has everything you could possibly need for the perfect Clearwater Beach vacation.
…see more

Price per night from

$86

Responds fast!
avg. 1 hour 7 minutes

Price per night from

$86

Distance approx 3.06 km from Madeira Beach

30

Belleview Gulf Condos

Florida / Indian Shores

Indian Shores condo

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$87

Price per night from

$87

Distance approx 8.45 km from Madeira Beach

34

Have a "Sand~Sational" Time on Isla del Sol

Florida / St. Petersburg

St. Petersburg condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child Friendly

Price per night from

$86

Price per night from

$86

Distance approx 10 km from Madeira Beach

13

Spend a great holiday in Florida

Florida / Clearwater

Clearwater house

2 2 30 nights min

  • 2 bedrooms
  • sleeps 2
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$50

Price per night from

$50