Vacation Rentals & Beach Rentals in Siesta Key

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448 beach rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Trampoline

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Price per night from

$172

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Paradise On Lake Harris Apt #102

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$214

Paradise On Lake Harris Apt #201

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$202

Paradise On Lake Harris Apt #101

Leesburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$239

Paradise On Lake Harris Apt #202

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$225

Paradise On Lake Harris # R.V.

Leesburg caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$167

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

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Price per night from

$132

The Harmony Oaks Homestead - Florida Cottage Rental

Brooksville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 23 minutes

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$206

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$803

Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$689

Enchanted Hideaway: 20 Min Away from Disney World and Unforgettable Experiences!

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$230

Vacation Rental Near Hard Rock Hollywood

Hollywood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$402

Near Disney, 5 Star Princess Themed Home and Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$660

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$264

172 VD - Blissful Haven: Serene Retreat

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$74

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$205

Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$345

Peacock Beach Chalet

Melbourne chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$345

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$177

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$150

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$121

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$345

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$408

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$408

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$981

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$287

Luxury upgraded home with lakeview, salt water heated pool 4 Mi from the beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$653

Luxury Ranch House w/ Private Tennis Court and Pool

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$1,148

*9332 SH - Champions Gate Unique Luxury 7BR

Reunion house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 40 minutes

1 of 2 match: Housekeeping Included, Trampoline

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Price per night from

$378

Tiny Home Camping Experience

St. Petersburg yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$287

Private Bath Close to everything

Kissimmee private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$52

Resort style home in fort lauderdale

Lauderhill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$316

Reunion Resort Villa near Disney

Reunion house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$412

ONCE UPON A TIDE Beautiful Getaway in Sanibel

Sanibel Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$345

Woodstork Pond Cottage

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$201

Crown Jewel of Clearwater 5 Min From Airport 12 Min to Beach NEW LISTING

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$287

Naples, Florida 3-bedroom golf and tennis resort condo- Beaches, Pools

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$383

THE FOUNTAINS

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Housekeeping Included

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Price per night from

$172

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rentals in Siesta Key

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