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9 Holiday homes in Anna Maria Island

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Filters applied: Swimming pool (9)

9 Results  |  
10 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

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from £76 /night

£530 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful condo by the beach on Anna Maria Island, Florida  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £122 /night

£852 - £1405 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Quiet, self-catering holiday rental with view over the Mexican gulf and heated pool! 80 yards to white, sandy, child-friendly beach. Easy walking distance to restaurants & shopping, yet very quiet location. Our home is very well equipped and has relaxed, beautiful furnishings.  …see more

18 Photos

Condo | 1 Bedroom | sleeps 4

6 Nights min stay

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from £87 /night

£604 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Speaking of entertainment: This paradise is just minutes away From: 10-mile bike & walking paths World-renowned golf & tennis Deep sea fishing & boating Mote Marine Aquarium Famous St. Armands Circle The art galleries and antique shops of Downtown Sarasota  …see more

Featured properties

12 Photos

Condo | 2 Bedrooms | sleeps 6

Short stays welcome

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from £224 /night

£1567 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Located on the sugary sand beach of the Gulf of Mexico, this property has everything for your perfect vacation, just bring your lightly packed suitcase, everything else has been provided for your comfort! The owners thought of every modern convenience!  …see more

23 Photos

Townhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £108 /night

£750 - £1000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
"Key West" style townhouse right at the beach on beautiful Anna Maria Island - Florida's best kept secret. Recently re-furbished to a very high standard. The property boasts many modern features to ensure a wonderful island escape vacation. Ideal for couples & families. Miles of white sand beach on your doorstep. Within easy walking distance of restaurants, shops and amenities  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 3

Very Good 4/5 

4 Nights min stay

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from £85 /night

£595 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
Beautiful small but quaint cottage set in tropical garden with heated pool (shared with other 2 cottages) just a stones throw from the beach. Shell Cottage can be rented separately or with our other cottages for larger groups. Comfortably furnished and well equipped.  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

Good 3/5 

4 Nights min stay

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from £90 /night

£630 - £840 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Beautiful cottage with large spa pool & fantastic deck just 200ft from the beach. BEACHCOMBER fully equipped to the highest standard stands on stilts and can be rented with our other cottage next door for larger groups.  …see more

20 Photos

Condo | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £118 /night

£820 - £1000 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Condo in Anna Maria Island, Florida: Relax in this recently re-furnished, roomy and well maintained 2 bedroom / 2 bathroom condo with covered parking & a heated pool. Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is “Seacrest”.  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £184 /night

£1288 - £1709 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Large luxury home- 2560 sq. ft. Private heated pool & hot tub All new custom furnishings Professionally decorated 3 custom bedrooms- King beds Bonus bunk bed room 2 full baths, 2 half baths Wireless 60Mbit Internet, Smart TV in all rooms  …see more