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

Close

View larger map

Also consider

North America Holidays
208220 properties
United States Holidays
163455 properties
Florida Holidays
49107 properties
Villas Holmes Beach
586 properties
Villas Bradenton Beach
347 properties
Holiday rentals Anna Maria
138 properties

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

2,763 Holiday homes

(38) Excellent 

41

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
“Amazing Place” We have just returned from a fantastic week in Villa Conch. it was just what we needed after a manic two weeks in Orlando/ Disney. The Villa is fantastic in a beautiful location literally 2 mins walk from the beach, which is georgeous (white sand and blue sea) and lots of shells and sharks teeth to collect!!!! We have a child with Cerebral Palsy who struggles to walk any distance so the trolley stop at the end of the driveway was brilliant for us because it meant we cud get anywhere on the island with ease. The pool and hot tub were great and we always managed to get sun beds, it almost felt like a private pool!!! There's loads to do on the island we hired a boat and watched the dolphins swimming round us, went jet skiing and parasailing all of which were fantastic!!! I would definitely recommend this villa to anyone and although we don't usually return to places because we feel there's always somewhere new to visit this is an exception to the rule and we will definitely return at some point! Just to mention it was all so straight forward and we had contact numbers in case we had any problems which we didn't so all in all we couldn't have hoped for more!!! Thanks for having us we had a totally amazing time!!!

from £110 / night

£765 - £1,529 / week

Enquire View

from £110 / 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 £95 / night

£665 - £1,070 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £95 / night

(5) Excellent 

29

Holiday home in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.274 km
  • Swimming pool
  • Child friendly

from £99 / night

£688 / week

Book View

from £99 / 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

£500 / week

Book View

from £72 / night

16

Holiday townhouse in Bradenton Beach

Anna Maria Island / Bradenton Beach

3 6 90 nights min

  • 3 bedrooms
  • sleeps 6
  • 90 nights min
  • Child friendly

from £191 / night

£1,338 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £191 / night

29

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £198 / night

£1,381 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £198 / night

(1) Excellent 

14

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning

from £100 / night

£551 - £761 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £100 / night

29

Holiday home letting

Anna Maria Island / Anna Maria

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £104 / night

£728 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £104 / night

48

Anna Maria Island holiday home rental

Florida / Anna Maria Island

7 16 7 nights min

  • 7 bedrooms
  • sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £535 / night

£2,675 - £3,745 / week

Book View

from £535 / night

(4) Excellent 

30

Holiday condo rental

Anna Maria Island / Holmes Beach

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £126 / night

£879 - £1,109 / week

Book View

Responds fast!
avg. 3 hours 57 minutes

from £126 / night

25

Anna Maria holiday home accommodation

Anna Maria Island / Anna Maria

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £148 / night

£1,033 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £148 / night

(3) Average 

13

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
  • Child friendly
  • Car not necessary

from £100 / night

£551 - £761 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £100 / night

(1) Excellent 

14

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £153 / night

£833 - £1,296 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £153 / night

18

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Car not necessary

from £96 / night

£612 - £918 / week

Book View

from £96 / night

(5) Excellent 

Certificate of Excellence

21

Holmes Beach holiday condo rental

Anna Maria Island / Holmes Beach

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £81 / night

£535 - £918 / week

Book View

from £81 / night

(7) Excellent 

41

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £99 / night

£611 - £1,449 / week

Book View

from £99 / night

(1) Average 

12

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning

from £100 / night

£551 - £761 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £100 / night

(1) Excellent 

24

Bradenton Beach holiday bungalow let

Anna Maria Island / Bradenton Beach

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £114 / night

£679 - £1,910 / week

Book View

from £114 / night

35

Holmes Beach holiday home let

Anna Maria Island / Holmes Beach

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning

from £94 / night

£653 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £94 / night

35

Bradenton Beach holiday home rental

Anna Maria Island / Bradenton Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £83 / night

£578 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £83 / night

(5) Very Good 

27

Holmes Beach holiday apartment rental

Anna Maria Island / Holmes Beach

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly

from £111 / night

£612 - £1,177 / week

Book View

from £111 / night

(1) Excellent 

20

Apartment rental in Holmes Beach

Anna Maria Island / Holmes Beach

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £119 / night

£828 - £1,288 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £119 / night

(9) Very Good 

21

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £146 / night

£1,017 / week

Book View

from £146 / night

17

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 7 nights min

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

from £77 / night

£535 - £1,147 / week

Book View

from £77 / night

(6) Very Good 

17

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
  • Child friendly

from £153 / night

£833 - £1,296 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £153 / night

30

Holiday home rental

Anna Maria Island / Anna Maria

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly

from £142 / night

£994 - £1,942 / week

Book View

from £142 / night

18

Apartment rental in Holmes Beach

Anna Maria Island / Holmes Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £153 / night

£833 - £1,296 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £153 / night

40

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

from £104 / night

£728 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £104 / night

26

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £132 / night

£921 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £132 / night

24

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £94 / night

£653 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £94 / night

(4) Excellent 

12

Holmes Beach holiday villa 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 £138 / night

£826 - £1,193 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £138 / night

(24) Excellent 

17

Holiday cottage in Bradenton Beach

Anna Maria Island / Bradenton Beach

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £100 / night

£650 / week

Book View

Responds fast!
avg. 56 minutes

from £100 / night

(2) Very Good 

35

Holiday villa in Anna Maria

Anna Maria Island / Anna Maria

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £91 / night

£608 - £898 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £91 / night

(2) Very Good 

42

Cottage rental in Bradenton Beach

Anna Maria Island / Bradenton Beach

4 15 min stay varies

  • 4 bedrooms
  • sleeps 15
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £88 / night

£612 - £1,070 / week

Book View

from £88 / night

37

Holiday home accommodation

Anna Maria Island / Bradenton Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning

from £52 / night

£364 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £52 / night

(1) Excellent 

34

Bradenton Beach holiday condo accommodation

Anna Maria Island / Bradenton Beach

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £107 / night

£541 - £1,831 / week

Book View

from £107 / night

27

Holiday home in Holmes Beach

Anna Maria Island / Holmes Beach

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £104 / night

£723 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £104 / night

(5) Excellent 

15

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
  • Child friendly
  • Air conditioning

from £84 / night

£535 - £1,529 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £84 / 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 £96 / night

£650 - £1,032 / week

Book View

from £96 / night

26

Holiday townhouse in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £114 / night

£759 - £1,899 / week

Book View

from £114 / night

Top Destination reviews

Gorgeous views,spectacular home!
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 loved it and of course the gorgeous views of the ocean were indeed a bonus. The kitchen was well stocked with everything you needed and we loved the pool area, we grilled several evenings and having the bar and large table everyone in the party could be seated. The bedrooms were very comfortable and so nicely decorated, large comfortable couches in the living room when you wanted to relax so it really was a wonderful experience. We will certainly be back.see more
'Elegance' 100 Steps from the Beach!
Amazing House

We stayed at the house for two nights at the end of our two week stay in Florida. Having spent the first part of the holiday in the theme parks of Orlando, Anna Marie Island was a welcome break. The house is just beautiful and the location is breath-taking! Shawna was so friendly and helpful and made us feel so welcome. Although we had mixed weather, thanks to Hurricane Harvey, the sun did appear enough for us to enjoy the fabulous pool and beach. The children just loved the pool and outdoor cinema and the beach was fantastic and just minutes away. Would highly recommend Oma's Pizzeria - great food and atmosphere and the Beach House restaurant was a lovely restaurant right on the beach. Our stay was far too short and we would love to return for longer one day. Thank you so much Shawna!!see more
Villa Conch - Luxury Beach Townhouse with Elevator (Bermuda Bay Club)
Amazing location in a superb villa!

We were delighted to spend our first holiday on Anna Maria Island in Villa Conch. It was clean, spacious, comfortable, brightly decorated and well appointed with modern living facilities - perfect in all respects for a memorable holiday! The balcony was ideal for sunbathing and relaxing. The location was superb - on the doorstep of an amazing beach and access to free transport to explore the island. The owners had researched places to visit and identified numerous places to eat - this proved to be extremely helpful. We highly recommend a stay here.see more
Well appointed Anna Maria Beach Villa near beach
Wonderful family home suited to both groups of adults or families with children

The Anna Maria Beach Villa is very well located being only a two minute walk to the beach - it is also very well decorated and exceptionally well equipped for both the interior including a whole range of games and outside facilities from the pool to all the chairs and games for use on the beach. All you need to do is to bring yourself and relax. There are a wide range of good restaurants close by and an excellent supermarket just 10 minutes down the road. We could find no reason why we should not return again as soon as possible Well donesee more
Brand New Renovation Sea Waves Cottage
A lovely holiday

We had a wonderful holiday on this very special Island, the location of the cottage is excellent and we very much enjoyed being able to watch the many beautiful birds from the deck. The Cottage is very convenient for all of the attractions of Anna Maria which is one of our favourite destinations, thank you Jenny, it was lovely to meet you and you were very helpful. Best wishes Christinesee more
Happy Island Cottage with heated private Pool
A perfect holiday home - You can’t help but leave relaxed

The house was everything it promised to be. It’s the first rental property that we’ve been to that feels like a home. The walk to the beach was under half a kilometre and it was one of the best beaches I’ve ever been to and I’ve been to a lot of beaches! We are a very fussy family when it comes to holidays but there was nothing we could fault on this holiday. It was absolutely perfect.see more