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

Close

Holiday Lettings
> North America
> United States
> Florida
> Villas and holiday rentals in Anna Maria Island
Book with confidence.
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer.
✕

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

2,908 Holiday homes

(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

Map

Add to shortlist

from £115 / night

£801 / week

Book View

from £115 / night

Book
18

Bradenton Beach holiday condo rental

Anna Maria Island / Bradenton Beach

2 6 7 nights min

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

Map

Add to shortlist

from £134 / night

£934 - £1,601 / week

Book View

from £134 / night

Book
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

Map

Add to shortlist

from £223 / night

£1,557 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £223 / night

Book
26

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

3 6 7 nights min

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

Map

Add to shortlist

from £252 / night

£1,763 / week

Book View

from £252 / night

Book

(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

Map

Add to shortlist

from £111 / night

£772 - £1,241 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £111 / night

Book
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

Add to shortlist

from £83 / night

£580 / week

Book View

from £83 / night

Book

(40) 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

Map

Add to shortlist

from £145 / night

£1,010 - £1,554 / week

Enquire View

from £145 / night

Enquire
26

Holiday condo rental

Anna Maria Island / Holmes Beach

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £72 / night

£499 - £1,066 / week

Book View

from £72 / night

Book
18

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Car not necessary

Map

Add to shortlist

from £134 / night

£1,067 / week

Book View

from £134 / night

Book

(3) Excellent 

22

Holiday villa in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 min stay varies

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

Map

Add to shortlist

from £147 / night

£890 - £1,557 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £147 / night

Book
25

Anna Maria holiday home accommodation

Anna Maria Island / Anna Maria

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £184 / night

£1,283 / week

Book View

from £184 / night

Book
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
  • Car not necessary
  • Air conditioning

Map

Add to shortlist

from £132 / night

£919 / week

Book View

from £132 / night

Book

(2) Very Good 

19

Bradenton Beach holiday home rental

Anna Maria Island / Bradenton Beach

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.1 km
  • Car not necessary
  • Air conditioning

Map

Add to shortlist

from £156 / night

£931 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from £156 / night

Book
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

Map

Add to shortlist

from £355 / night

£2,482 - £4,344 / week

Book View

from £355 / night

Book

(1) Excellent 

14

Holiday condo in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Map

Add to shortlist

from £134 / night

£756 / week

Book View

from £134 / night

Book
29

Holiday home letting

Anna Maria Island / Anna Maria

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

Map

Add to shortlist

from £131 / night

£913 / week

Book View

from £131 / night

Book
37

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £234 / night

£1,639 / week

Book View

from £234 / night

Book
33

Bradenton Beach holiday condo rental

Anna Maria Island / Bradenton Beach

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 0 km
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £160 / night

£845 - £1,686 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £160 / night

Book

(22) Very Good 

42

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

Map

Add to shortlist

from £114 / night

£801 - £979 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from £114 / night

Book

(4) Excellent 

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
  • Car not necessary
  • Air conditioning

Map

Add to shortlist

from £177 / night

£2,482 - £3,280 / week

Book View

Responds fast!
avg. 2 hours 38 minutes

from £177 / night

Book
41

Anna Maria holiday home rental

Anna Maria Island / Anna Maria

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £277 / night

£1,937 / week

Book View

from £277 / night

Book

(11) Excellent 

25

Holiday home in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

Map

Add to shortlist

from £231 / night

£1,613 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from £231 / night

Book
34

Anna Maria holiday home rental

Anna Maria Island / Anna Maria

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £145 / night

£1,012 / week

Book View

from £145 / night

Book
35

Holiday home accommodation

Anna Maria Island / Bradenton Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £83 / night

£577 / week

Book View

from £83 / night

Book

(1) Excellent 

37

Anna Maria holiday home rental

Anna Maria Island / Anna Maria

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £184 / night

£1,285 / week

Book View

from £184 / night

Book

(9) Excellent 

26

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
  • Air conditioning

Map

Add to shortlist

from £111 / night

£639 - £1,020 / week

Book View

from £111 / night

Book
52

Holiday home in Anna Maria

Anna Maria Island / Anna Maria

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £416 / night

£2,907 / week

Book View

from £416 / night

Book

(2) Excellent 

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

Map

Add to shortlist

from £133 / night

£889 - £2,046 / week

Book View

from £133 / night

Book

(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

Map

Add to shortlist

from £116 / night

£641 - £885 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from £116 / night

Book
17

Apartment rental in Bradenton Beach with shared pool

Anna Maria Island / Bradenton Beach

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Car not necessary

Map

Add to shortlist

from £176 / night

£1,233 - £1,843 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £176 / night

Book

(12) Excellent 

Certificate of Excellence

27

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

Certificate of Excellence

Map

Add to shortlist

from £222 / night

£1,064 - £1,729 / week

Book View

from £222 / night

Book
28

Bradenton Beach holiday condo rental

Anna Maria Island / Bradenton Beach

3 6 min stay varies

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

Map

Add to shortlist

from £133 / night

£887 - £2,172 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from £133 / night

Book

(4) Very Good 

14

Holiday apartment in Holmes Beach

Anna Maria Island / Holmes Beach

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £164 / night

£1,149 / week

Book View

from £164 / night

Book
43

Anna Maria holiday home rental

Anna Maria Island / Anna Maria

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Map

Add to shortlist

from £235 / night

£1,644 / week

Book View

from £235 / night

Book
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

Map

Add to shortlist

from £229 / night

£1,601 / week

Book View

Responds fast!
avg. 10 minutes

from £229 / night

Book

(3) Excellent 

28

Holiday townhouse in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

Map

Add to shortlist

from £133 / night

£928 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £133 / night

Book

(31) Excellent 

Certificate of Excellence

52

Holiday home rental

Anna Maria Island / Holmes Beach

3 8 6 nights min

  • 3 bedrooms
  • sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

Map

Add to shortlist

from £240 / night

£1,675 / week

Book View

Responds fast!
avg. 2 hours 13 minutes

from £240 / night

Book

(1) Excellent 

34

Holiday townhouse in Holmes Beach

Anna Maria Island / Holmes Beach

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £288 / night

£1,856 - £3,103 / week

Book View

from £288 / night

Book

(33) Very Good 

Certificate of Excellence

46

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

Certificate of Excellence

Map

Add to shortlist

from £333 / night

£1,414 - £4,211 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £333 / night

Book

(1) Excellent 

13

Holiday apartment in Bradenton Beach

Anna Maria Island / Bradenton Beach

2 5 14 nights min

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

Map

Add to shortlist

from £133 / night

£931 / week

Book View

from £133 / night

Book

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 T/house w/Elevator (Bermuda Bay Club,Bradenton Beach)
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 done … see 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 Christine … see 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
A Pearl of a Beach Home - with luxury private heated pool and hot tub
Great holiday

A lovely house, very well equipped. Good location for the beach. Really close to local amenities, easily within walking distance. Beautiful pool and spa. Spacious house, really enjoyed our table tennis tournaments in the garage. Great place … see more
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
very comfortable, clean, fully-equipped and right by the beach

We stayed in May 2016 with 5 adults and had a very comfortable stay here. The house is exactly as per the photos and it's just a one minute walk to the beach. The best thing about the house was how equipped it was - especially for the beach - the trolley with the canopies, deck chairs etc made our beach days so easy. It was great having the bikes since there aren't many cafes or restuarants in the area (10min cycle away), and you definitely need a car for groceries etc. The owner is very friendly and helpful and checked several times that we were happy with everything. My only observation was that the there were many rentals available in that area during our stay and this one did seem relatively highly priced in comparison - perhaps because this area is more "upmarket", also the interior is nicer compared to some of the more dated places near by. All in all we had a great stay and Id recommend it to families and adults. … see more

Also consider