Vacation Rentals & Beach Rentals in Anna Maria Island

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1,546 beach rentals

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Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$253

Beautiful 2 BR, 2BA Orlando Florida!

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$490

LOCATION LOCATION LOCATION!! 1 MILE FROM UNIVERSAL STUDIOS!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$218

Sunrise Waterfront Home

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$486

Family Vacation Home With Pool and Spa Near Disney and Universal

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pool or snooker table Smoking allowed

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Price per night from

$230

Superb 4 Bedroom Home, just 3 minutes from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Clean, comfortable and convenient” This home was perfect for us. We took our two teenage daughters with friends. The house has everything you need, it’s very clean and close to all of the Disney parks. The garage is full of games and the pool and spa are an added bonus.

Responds fast! avg. 3 hours 5 minutes

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$212

Apartment close to Disney parks

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Pool or snooker table Smoking allowed

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Price per night from

$182

8br/6ba pool villa with lake view, Near Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Pool or snooker table Smoking allowed

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Price per night from

$343

VillaDelSol:6Bedroom4Bath HeatedPoolHome

Davie villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$591

Miami Hidden Palms

Country Walk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$458

3 bed 2 Bath Lake House in Sunny Sunrise FL - 5 mins from Sawgrass Mall.

Sunrise house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$283

Miami Hideaway with Arcade, Pool by Miami Airport

Sweetwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Pool or snooker table Smoking allowed

All filters match

Price per night from

$456

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IDEAL FURNISHED RENTAL

Seminole condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$63

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$172

Solterra Resort 38

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$258

Storey Lake Resort 94

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$346

Windsor at Westside 19

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$345

Windsor at Westside 340

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$258

Modern Charming home

North Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$434

Windsor At Westside 281

Four Corners house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$272

Championsgate 148

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$272

Westhaven Resort 1

Davenport house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$400

Highlands Reserve 16

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$241

Solterra Resort 306

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$258

Championsgate 406

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$272

NEW Beautiful Large Pool Home Near Disney/Legoland

Haines City house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 35 minutes

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$241

The Sweet Retreat

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 35 minutes

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$178

Magical Manor, Beautiful Emerald Island Lake View Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$566

Championsgate 62

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$394

Windsor At Westside 67

Four Corners house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$345

Solara Resort 1

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$271

Championsgate 398

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$346

Bella Vida Resort 1

Kissimmee house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$422

INCREDIBLE CONDO - JUST 2 MILES FROM DISNEY

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$132

Solterra Resort 353

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$346

Condo in golf community

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$190

821 4 br/3ba Gulf Beaches

Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$286

Sub Tropical saltwater pool waiting for you.

Lely Resort house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$594

Viewing 38 of 1,546
rentals in Anna Maria Island

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