Updating

Dates
...

Viewing 40 of 2,425 rentals in Anna Maria Island

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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
  • Beach hut (5)
  • Apartment (237)
  • Villa (232)
  • Cottage (56)
  • House (604)
  • Penthouse (4)
  • Chalet (13)
  • Lodge (2)
  • Manor House (4)
  • Bungalow (7)
  • Townhouse (49)
  • Camper van (3)
  • Farmhouse (9)
  • Studio (27)
  • Condo (983)
  • Tower (1)
  • Private room (11)
  • Caravan/Mobile Home (4)
  • B&B (16)
  • Hotel apartment (17)
  • Guest house (17)
  • Log cabin (105)
  • Tented camp (2)

All filters (1)

Filters (2)

Clear filters

5 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday beach hut in Mahahual

Mahahual beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £44 / night

£302 / week

1 / 10

Great rentals within 20 miles that match your search

Beach hut rental in San Pedro with shared pool

San Pedro beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £181 / night

£1,107 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday beach hut in San Pedro

San Pedro beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £98 / night

£723 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday beach hut with shared pool in San Pedro

San Pedro beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £93 / night

£648 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday beach hut with shared pool in San Pedro

San Pedro beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£1,034 / week

1 / 29

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday beach hut accommodation

Cancun beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

1 review

from £282 / night

£1,972 / week

1 / 5

Great rentals within 20 miles that match your search

Kingston holiday home rental

Kingston house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 filter does not match: Property type

from £92 / night

£595 / week

1 / 27

Great rentals within 20 miles that match your search

Chalet rental in Hiawassee

Hiawassee chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

10 reviews

from £160 / night

£992 - £1,504 / week

1 / 25

Great rentals within 20 miles that match your search

Pine Knoll Shores holiday townhouse rental

Pine Knoll Shores townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Property type

2 reviews

from £206 / night

£1,989 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £412 / night

£2,880 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £366 / night

£2,560 / week

1 / 19

Great rentals within 20 miles that match your search

Condo rental in Myrtle Beach with golf nearby

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £191 / night

£1,338 - £2,144 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Huddleston

Huddleston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £324 / night

£2,266 / week

1 / 24

Great rentals within 20 miles that match your search

Miramar Beach holiday condo rental

Miramar Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £435 / night

£3,040 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Gatlinburg

Gatlinburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

6 reviews

from £549 / night

£3,840 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £240 / night

£1,677 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in St. George Island

St. George Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

7 reviews

from £206 / night

£1,372 - £2,012 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday home in Beaufort

Beaufort house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £252 / night

£1,699 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home letting

Pigeon Forge house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

32 reviews

from £100 / night

£727 / week

1 / 17

Great rentals within 20 miles that match your search

Saint Augustine Beach holiday condo rental

Saint Augustine Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

63 reviews

from £206 / night

£1,440 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £80 / night

£597 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Panama City Beach

Panama City Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £80 / night

£479 - £1,913 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £146 / night

£1,018 / week

1 / 30

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £137 / night

£1,280 / week

1 / 25

Great rentals within 20 miles that match your search

Beech Mountain ski home to rent.

Beech Mountain house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £229 / night

£1,600 / week

1 / 15

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £155 / night

£1,082 / week

1 / 23

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £228 / night

£1,594 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Fort Lauderdale

Fort Lauderdale condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £311 / night

£2,176 / week

1 / 28

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £92 / night

£2,286 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 32

Great rentals within 20 miles that match your search

Home rental in Cancun with golf nearby

Cancun house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £45 / night

£259 / week

1 / 19

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £320 / night

£1,326 - £2,743 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Ormond Beach

Ormond Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £343 / night

£2,400 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday townhouse in Placida

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £115 / night

£800 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Crescent Beach

Crescent Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 71

Great rentals within 20 miles that match your search

Bramwell holiday lodge rental

Bramwell lodge

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 22

1 filter does not match: Property type

15 reviews

from £481 / night

£2,926 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday farmhouse in Albemarle

Albemarle farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from £182 / night

£1,051 - £1,243 / week

1 / 13

Great rentals within 20 miles that match your search

Albemarle holiday home rental

Albemarle house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 25

1 filter does not match: Property type

from £36 / night

£228 - £1,700 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa rental

Albemarle villa

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

1 filter does not match: Property type

from £83 / night

£590 - £8,116 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Playa del Carmen with shared pool

Playa del Carmen apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £110 / night

£768 / week

1 / 10

×

Also consider