Vacation Rentals & Condos in Madeira Beach

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1,014 condos

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 45 minutes

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$138

Awesome Mickey Themed Kids Rooms-bbq in back yard!

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$137

Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$295

LOCATION LOCATION LOCATION!! 1 MILE FROM UNIVERSAL STUDIOS!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$218

Weekly 2 bedroom Apartment for 8 guest all amenities included

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 17 minutes

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$121

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$149

Westgate Lakes Resorts

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$224

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1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$132

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$230

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$75

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$128

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$187

2 room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$456

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$540

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$884

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$341

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$187

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$458

4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$167

Luxury 2BR Suite at Vacation Village at Weston

Weston hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$1,148

Amazing Villa with south facing pool and conservation view

Orlando villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$229

Responds fast! avg. 1 hour 55 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$266

Spacious villa, South Facing Pool with Lake View close to Disney

Clermont villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$167

Lovely SPACIOUS Home Near Beach/Food/Golf/Fun/Shopping/Gym and More

Port Saint Lucie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$459

Beautiful Villa. Nice house. Great pool all in one

ChampionsGate villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$229

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$402

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$546

Vacation of Champions has unparalleled luxury awaits in this 6-bedroom pool home

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$240

A Champions Palace is a large 9 bed home with private pool - sleeps 22 guests

ChampionsGate villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$285

Moon Valley is a very spacious 6 bed/6bath pool home in the ChampionsGate Resort

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$223

Champions Luxury is a 7 bedroom pool villa in resort with club, bar/restaurant

ChampionsGate villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$247

Palm Key Villa is a large 7 bedroom villa with pool in the Emerald Island Resort

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$192

Star Lake View - 4 bedroom pool home, with pool close to Disney attractions

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$148

Mickeys Haven, handicapped accessible pool home with 6 bedrooms near Disney

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$192

Villa Paradiso a 6 bedroom 5 bathroom pool home the family will remember forever

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$179

Timeless Memories, 10 mins to Walt Disney World, pool and spa and with game room

Four Corners villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$179

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$117

Mickeys Retreat is a very nice 6 bedroom contemporary pool home with games room

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$247

Viewing 38 of 1,014
rentals in Madeira Beach

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