Updating...

More filters (3)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Pool or snooker table
Table tennis
Games room
Fax machine
Shared outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Staffed property
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Water sports
Beach or lakeside relaxation
Walking trips
Tennis in town

Horse riding
Fishing
Cycling trips
Golf within 30mins drive

See all

Less

1,038 villas

Sort by:

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

4 bedrooms
4 bathrooms

sleeps 12

Match: Rental types Microwave Table tennis Water sports

All filters match

Price per night from

$573

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$229

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$258

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 8

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$903

Bird of Paradise at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

3 bedrooms
2 bathrooms

sleeps 13

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$338

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$182

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$114

Las Palmas; by Beachside Management

Siesta Key house

7 bedrooms
8 bathrooms

sleeps 16

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$1,202

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$436

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 11 minutes

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$138

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$516

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$178

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$109

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$109

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$153

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$117

Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways

Bradenton house

8 bedrooms
7 bathrooms

sleeps 27

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$1,717

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$115

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$745

Waves on Anna Maria

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$974

Castnetter Beach Resort 6

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Table tennis, Water sports, Microwave

2 of 4 filters match

Price per night from

$315

Serendipity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$1,260

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

3 of 4 match: Rental types, Water sports, Microwave, Table tennis

3 of 4 filters match

Price per night from

$476