Air conditioned apartments and villas to rent in Anna Maria Island

Close

View larger map

Also consider

North America Holidays
172129 properties
United States Holidays
127985 properties
Florida Holidays
38750 properties
Villas Holmes Beach
468 properties
Villas Bradenton Beach
262 properties
Holiday rentals Anna Maria
105 properties

Anna Maria Island

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

626 Holiday homes

Filters applied: Air conditioning

(5) Excellent 

28

Holiday condo in Anna Maria Island

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £85 / night

£590 - £1380 / week

Book View

from £85 / night

(5) Excellent 

15

Anna Maria Island holiday cottage rental

Florida / Anna Maria Island

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Quaint cottage in nice area” I've written this review after coming across the cottage again whilst browsing this website. I realised that I hadn't written a review after our stay. This little cottage is perfect for a couple. It's in a lovely part o
…see more

from £104 / night

£727 - £835 / week

Enquire View

from £104 / night

(1) Excellent 

11

Anna Maria Island holiday home rental

Florida / Anna Maria Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £220 / night

£1535 - £2047 / week

Enquire View

from £220 / night

(1) Average 

15

Holiday home in Anna Maria Island

Florida / Anna Maria Island

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £112 / night

£781 - £943 / week

Enquire View

from £112 / night

(32) Excellent 

42

Townhouse letting in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Luxury stay in a magnificent setting.” Situated in the heart of beautiful Anna Maria island the condo offers everything needed for a memorable holiday experience. The owners were helpful and their tips for eating out , locations to visit on away days
…see more

from £132 / night

£924 - £1385 / week

Enquire View

from £132 / night

11

Holiday condo in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 60 nights min

  • 2 bedrooms
  • Sleeps 6
  • 60 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £72 / night

£503 / week

Book View

from £72 / night

(1) Excellent 

8

Anna Maria Island holiday apartment rental

Florida / Anna Maria Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £83 / night

£578 - £924 / week

Book View

from £83 / night

(20) Very Good 

45

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Absolutely fantastic.” Just spent a week at this fantastic property. Party of 8 adults including family and friends from the UK. It was to celebrate a special birthday and we were not disappointed, the house exceeded our expectations and everyone love
…see more

from £224 / night

£1404 - £3654 / week

Book View

from £224 / night

22

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £154 / night

£1616 - £2693 / week

Book View

from £154 / night

(1) Excellent 

21

Holmes Beach holiday condo rental

Anna Maria Island / Holmes Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £77 / night

£500 - £1116 / week

Book View

from £77 / night

(4) Very Good 

27

Holmes Beach holiday home rental

Anna Maria Island / Holmes Beach

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £231 / night

£1281 - £1435 / week

Book View

from £231 / night

(1) Excellent 

14

Beach hut letting in Anna Maria

Anna Maria Island / Anna Maria

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £154 / night

£847 - £2154 / week

Book View

from £154 / night

12

Condo rental in Anna Maria Island

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £176 / night

£1231 / week

Book View

from £176 / night

(26) Excellent 

52

Holiday home rental

Anna Maria Island / Holmes Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £192 / night

£1150 / week

Book View

from £192 / night

(1) Excellent 

20

Holiday condo rental

Anna Maria Island / Bradenton Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £91 / night

£635 - £1116 / week

Book View

from £91 / night

(1) Very Good 

21

Holmes Beach holiday apartment rental

Anna Maria Island / Holmes Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning

from £154 / night

£839 - £1347 / week

Book View

from £154 / night

55

Apartment rental in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £116 / night

£808 / week

Book View

from £116 / night

(29) Excellent 

24

Holiday home in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £104 / night

£654 - £1000 / week

Book View

from £104 / night

13

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£700 / week

Book View

from £100 / night

(1) Very Good 

11

Holiday apartment rental

Anna Maria Island / Holmes Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.16 km
  • Swimming pool

from £97 / night

£539 / week

Book View

from £97 / night

(8) Excellent 

21

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £193 / night

£962 - £1500 / week

Book View

from £193 / night

(1) Very Good 

15

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £166 / night

£654 - £1154 / week

Book View

from £166 / night

(22) Very Good 

9

Home rental in Anna Maria

Anna Maria Island / Anna Maria

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £93 / night

£647 / week

Book View

from £93 / night

23

Holiday villa rental

Anna Maria Island / Holmes Beach

1 8 Min stay varies

  • 1 bedroom
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning

from £154 / night

£839 - £1347 / week

Book View

from £154 / night

(5) Excellent 

24

Holmes Beach holiday apartment rental

Anna Maria Island / Holmes Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £127 / night

£635 - £1070 / week

Book View

from £127 / night

(1) Excellent 

23

Holiday cottage in Bradenton Beach

Anna Maria Island / Bradenton Beach

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £262 / night

£1154 - £3077 / week

Book View

from £262 / night

(4) Excellent 

23

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £207 / night

£1449 / week

Book View

from £207 / night

(1) Very Good 

21

Holiday bungalow in Bradenton Beach

Anna Maria Island / Bradenton Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £69 / night

£404 - £539 / week

Book View

from £69 / night

(12) Excellent 

65

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £116 / night

£808 / week

Book View

from £116 / night

(24) Excellent 

17

Holiday cottage in Bradenton Beach

Anna Maria Island / Bradenton Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £93 / night

£612 - £689 / week

Book View

from £93 / night

25

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £223 / night

£1557 / week

Book View

from £223 / night

18

Holiday villa in Anna Maria

Anna Maria Island / Anna Maria

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £112 / night

£689 - £1231 / week

Book View

from £112 / night

(2) Average 

11

Holmes Beach holiday villa rental

Anna Maria Island / Holmes Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning

from £93 / night

£558 - £847 / week

Book View

from £93 / night

(23) Very Good 

17

Holiday home rental

Anna Maria Island / Holmes Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £97 / night

£654 - £1000 / week

Book View

from £97 / night

13

Cottage rental in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £139 / night

£877 / week

Book View

from £139 / night

(1) Excellent 

19

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £308 / night

£2116 - £2885 / week

Book View

from £308 / night

(5) Excellent 

25

Holiday home in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £200 / night

£1395 - £1697 / week

Book View

from £200 / night

(2) Average 

11

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

from £100 / night

£554 - £766 / week

Book View

from £100 / night

(3) Excellent 

16

Holiday cottage in Anna Maria

Anna Maria Island / Anna Maria

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £130 / night

£1077 - £1154 / week

Book View

from £130 / night

11

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.32 km
  • Swimming pool

from £97 / night

£539 - £924 / week

Book View

from £97 / night

1