Updating

Dates
...

Viewing 40 of 2,431 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 (236)
  • Villa (233)
  • Cottage (57)
  • House (604)
  • Penthouse (4)
  • Chalet (13)
  • Lodge (2)
  • Manor House (4)
  • Bungalow (7)
  • Townhouse (49)
  • Camper van (3)
  • Farmhouse (9)
  • Studio (27)
  • Condo (988)
  • 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 £43 / 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

£1,106 / 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

£722 / 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

£647 / 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 £137 / night

£1,033 / 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

Playa del Carmen holiday villa rental

Playa del Carmen villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

1 filter does not match: Property type

9 reviews

from £2,284 / night

£15,984 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £274 / night

£1,914 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home letting

Indian Rocks Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £239 / night

£1,669 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home in Chattanooga

Chattanooga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £503 / night

£3,517 / week

1 / 20

Great rentals within 20 miles that match your search

Tallahassee holiday home rental

Tallahassee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £356 / night

£2,465 - £5,739 / week

1 / 54

Great rentals within 20 miles that match your search

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

£1,970 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home rental

Playa del Carmen house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £1,004 / night

£6,850 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £118 / night

£868 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Redington Shores

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 19

Great rentals within 20 miles that match your search

Log cabin rental in Chickamauga with swimming pool

Chickamauga log cabin

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 32

1 filter does not match: Property type

1 review

from £959 / night

£6,713 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday log cabin in Gatlinburg

Gatlinburg log cabin

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

34 reviews

from £160 / night

£1,117 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Boone

Boone house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

29 reviews

from £297 / night

£2,078 / week

1 / 46

Great rentals within 20 miles that match your search

Chattanooga holiday home rental

Chattanooga house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £320 / night

£2,010 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Pompano Beach with swimming pool, golf nearby

Pompano Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

13 reviews

from £297 / night

£2,078 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday condo in Panama City Beach

Panama City Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £80 / night

£479 - £1,991 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday townhouse in Pensacola

Pensacola townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

9 reviews

from £206 / night

£1,370 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Property type

11 reviews

from £480 / night

£3,357 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday townhouse in North Augusta

North Augusta townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £361 / night

£2,284 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Townsend

Townsend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

5 reviews

from £411 / night

£2,649 / week

1 / 28

Great rentals within 20 miles that match your search

St. Petersburg holiday home rental

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £206 / night

£1,439 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Miami Beach

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

7 reviews

from £366 / night

£2,740 / week

1 / 51

Great rentals within 20 miles that match your search

New Smyrna Beach holiday home rental

New Smyrna Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £276 / night

£1,676 - £2,023 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £183 / night

£777 / week

1 / 12

Great rentals within 20 miles that match your search

Marco Island holiday villa rental

Marco Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £418 / night

£2,923 / week

1 / 11

Great rentals within 20 miles that match your search

Marco Island holiday condo rental

Marco Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £206 / night

£1,439 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Saint Simons Island

Saint Simons Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £75 / night

£523 / week

1 / 15

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £320 / night

£1,507 - £3,197 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £320 / night

£1,325 - £2,740 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday beach hut in Bodden Town

Bodden Town beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

4 reviews

from £164 / night

£1,145 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday condo in Panama City Beach

Panama City Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £274 / night

£1,918 / week

1 / 50

Great rentals within 20 miles that match your search

Asheville holiday cottage rental

Asheville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £228 / night

£1,580 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

2 reviews

from £145 / night

£1,023 - £1,727 / week

1 / 31

Great rentals within 20 miles that match your search

Log cabin rental in Gatlinburg

Gatlinburg log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

123 reviews

from £79 / night

£548 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Greenville

Greenville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £319 / night

£2,232 / week

1 / 20

Great rentals within 20 miles that match your search

Hilton Head holiday villa rental

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £329 / night

£2,238 / week

1 / 24

×

Also consider