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Viewing 40 of 2,860 rentals in Anna Maria Island

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Holiday Lettings
> North America
> United States
> Florida
> Villas and holiday rentals in Anna Maria Island

Villas in Anna Maria Island and Holiday rentals - Holiday Lettings - Holiday Rentals Anna Maria Island

Price per night

£1 £750 -

Bedrooms

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Caravan/Mobile Home (4)
  • Apartment (219)
  • Villa (559)
  • Cottage (23)
  • House (1,073)
  • Penthouse (1)
  • Manor House (1)
  • Bungalow (5)
  • Townhouse (121)
  • Farmhouse (1)
  • Studio (21)
  • Yacht (1)
  • Houseboat (1)
  • Boathouse (1)
  • Condo (713)
  • Private room (4)
  • Hotel apartment (87)
  • Guest house (5)
  • Log cabin (4)
  • B&B (1)

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4 Holiday homes

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Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Jensen Beach

Jensen Beach caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 1

from £51 / night

£352 / week

1 / 7

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Jensen Beach with golf nearby

Jensen Beach caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £118 / night

£823 / week

1 / 16

Great rentals within 20 miles that match your search

Key Largo holiday caravan/mobile home rental

Key Largo caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £182 / night

£1,272 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday caravan/mobile home rental

Clermont caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
2 reviews

from £64 / night

£434 / week

1 / 14

Great rentals within 20 miles that match your search

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Fort Myers holiday condo rental

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £63 / night

£441 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Cape Canaveral

Cape Canaveral house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £365 / night

£2,556 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo rental

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £457 / night

£3,194 / week

1 / 29

Great rentals within 20 miles that match your search

Oneco holiday home rental

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £325 / night

£2,269 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Inverness

Inverness caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Tennis in town

from £69 / night

£388 / week

1 / 11

Great rentals within 20 miles that match your search

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £160 / night

£1,095 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Intercession City

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

2 reviews

from £273 / night

£1,910 / week

1 / 59

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £178 / night

£1,187 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

12 reviews

from £125 / night

£871 - £1,163 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £163 / night

£1,137 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday cottage in Palmetto

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

6 reviews

from £118 / night

£958 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 30

1 filter does not match: Property type

1 review

from £547 / night

£3,827 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home with shared pool in St. Petersburg

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

3 reviews

from £87 / night

£607 / week

1 / 24

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £164 / night

£913 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home rental

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £172 / night

£1,203 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £320 / night

£2,236 / week

1 / 65

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

4 reviews

from £452 / night

£2,647 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with golf nearby in ChampionsGate

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £297 / night

£2,076 / week

1 / 52

Great rentals within 20 miles that match your search

Villa letting in ChampionsGate with golf nearby

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £268 / night

£1,872 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £268 / night

£1,872 / week

1 / 62

Great rentals within 20 miles that match your search

Condo rental in Punta Gorda with golf nearby

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £114 / night

£799 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Buena Ventura Lakes

Buena Ventura Lakes villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £229 / night

£1,597 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £685 / night

£5,384 - £6,662 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa rental

Cape Canaveral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £292 / night

£2,038 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday caravan/mobile home rental

Loxahatchee caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Tennis in town

from £91 / night

£594 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Nokomis

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £155 / night

£1,002 - £1,130 / week

1 / 25

Great rentals within 20 miles that match your search

Fort Myers holiday home rental

Fort Myers house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £92 / night

£639 / week

1 / 9

Great rentals within 20 miles that match your search

Home accommodation in Matlacha

Matlacha house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £371 / night

£2,478 - £3,386 / week

1 / 32

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £126 / night

£882 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £209 / night

£1,463 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Lely Resort

Lely Resort condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £229 / night

£1,597 / week

1 / 18

Great rentals within 20 miles that match your search

Lido Key holiday apartment rental

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Property type

from £151 / night

£1,004 - £1,579 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Biggar

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £78 / night

£543 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Fort Myers

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £137 / night

£959 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday condo in Fort Myers

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £137 / night

£959 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £229 / night

£1,597 / week

1 / 4

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