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5 Best Vacation Rentals in Seasons Resort - Holiday Lettings - Cabins

22,183 Vacation rentals

Vacation villa in Kissimmee

Kissimmee villa

38

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $106 / night

$603 - $1,055 / week

Vacation villa in Seasons Resort

Kissimmee villa

10

  • Nearest beach 70 mi
  • •  Swimming pool
  • •  Child friendly
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

from $214 / night

$1,292 - $2,551 / week

Vacation villa in Seasons Resort

Kissimmee villa

10

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $166 / night

$1,048 / week

Seasons Resort Vacation villa rental

Kissimmee villa

4

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $168 / night

$1,174 / week

Condo rental in Seasons Resort

Kissimmee condo

  • Nearest beach 97 mi
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $75 / night

$686 / week

Villa rental in Kissimmee

Kissimmee villa

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $132 / night

$911 - $1,117 / week

Great rentals within 20 miles that match your search

Davenport Vacation home rental

Davenport house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $166 / night

$1,163 - $1,323 / week

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $115 / night

$802 / week

Vacation home with swimming pool, golf nearby in ChampionsGate

ChampionsGate house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $679 / night

$4,753 / week

Home rental in Kissimmee with swimming pool

Kissimmee house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $259 / night

$1,812 - $3,399 / week

Vacation townhouse with shared pool in Four Corners

Four Corners townhouse

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $161 / night

$1,114 - $3,271 / week

Reunion Vacation home rental

Reunion house

  • Swimming pool
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $181 / night

$1,171 - $1,716 / week

Vacation home rental

Davenport house

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $144 / night

$1,002 / week

Vacation townhouse in Four Corners

Four Corners townhouse

  • Swimming pool
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $152 / night

$1,050 - $1,339 / week

Vacation townhouse with swimming pool, golf nearby in Kissimmee

Kissimmee townhouse

2

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from $212 / night

$1,374 / week

Vacation home in Kissimmee

Kissimmee house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $121 / night

$842 / week

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $373 / night

$2,605 - $3,327 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

2

  • Beach/lakeside relaxation
  • •  Nearest beach 101 mi
  • •  Swimming pool
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $136 / night

$956 / week

Kissimmee Vacation villa rental

Kissimmee villa

2

  • Beach/lakeside relaxation
  • •  Nearest beach 72 mi
  • •  Swimming pool
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $106 / night

$693 / week

Home rental in Orlando with golf nearby

Orlando house

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 18

from $1,143 / night

$5,723 / week

Vacation villa in Kissimmee

Kissimmee villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $165 / night

$1,152 / week

Four Corners Vacation townhouse rental

Four Corners townhouse

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $154 / night

$1,066 - $3,567 / week

Vacation home with swimming pool in Four Corners

Four Corners house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $154 / night

$1,074 - $1,732 / week

Kissimmee Vacation villa rental

Kissimmee villa

4

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $121 / night

$843 / week

Orlando Vacation home rental

Orlando house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $217 / night

$1,515 / week

Four Corners Vacation condo rental

Four Corners condo

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $126 / night

$882 / week

Kissimmee Vacation villa rental

Kissimmee villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $178 / night

$1,203 - $1,432 / week

Home rental in Four Corners with swimming pool

Four Corners house

2

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from $344 / night

$1,947 - $5,153 / week

Vacation villa accommodation

ChampionsGate villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $311 / night

$2,172 / week

Vacation villa rental

Davenport villa

5

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $126 / night

$882 / week

Townhouse rental in Kissimmee with shared pool

Kissimmee townhouse

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $103 / night

$722 / week

Kissimmee Vacation home rental

Kissimmee house

2

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $201 / night

$1,403 / week

Orlando Vacation condo rental

Orlando condo

3

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $184 / night

$1,283 / week

Vacation villa in Kissimmee

Kissimmee villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

from $453 / night

$3,166 / week

Vacation townhouse with shared pool in Davenport

Davenport townhouse

16

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $98 / night

$527 / week

Four Corners Vacation villa rental

Four Corners villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $249 / night

$1,740 / week

Home rental in Davenport

Davenport house

11

  • Nearest beach 130 mi
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $121 / night

$842 / week

Vacation hotel apartment in Celebration

Celebration hotel apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $164 / night

$1,145 / week

Villa rental in Four Corners with golf nearby

Four Corners villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

from $144 / night

$1,002 - $1,804 / week

Vacation home with golf nearby in Reunion

Reunion house

7

  • Nearest beach 60 mi
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $452 / night

$2,332 - $4,363 / week