Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Grill
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Clothes dryer
Cribs
Games room
Ceiling Fans
Table tennis
Pool or snooker table
Fax machine
Video player
Bicycles available
Boat available
Stove
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Climbing frame
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
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront

See all

Less

138 houses

Sort by:

Townhome with 2 master suites, WiFi, Tennis, Heated Community Pool, 2 levels, Cl

Oneco house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 41 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$102

Escape to Paradise in this spacious retreat with Heated Community Pool and Ameni

Oneco house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 41 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$158

Southern Birdie: Large 4/3 Heated Pool Home w/ fenced in yard, close to beaches!

Oneco house

4 bedrooms
3 bathrooms

sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$314

NEW TO MARKET -Townhome with 2 master suites, WiFi, Tennis, Heated Community Poo

Oneco condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$102

Near Img And Siesta Key Beach Paradise Home

Oneco house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$361

Florida Paradise Near Img Academy and Beach

Oneco house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$407

Great rentals within 20 miles that match your search

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$343

Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

4 bedrooms
4 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$1,370

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

4 bedrooms
2 bathrooms

sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$371

Mintfish

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$1,146

Waves on Anna Maria

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$974

Castaway Cottage

Holmes Beach house

2 bedrooms
1 bathroom

sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$390

Hibiscis Hideout Pool/Hot Tub Home

Pinecraft house

3 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$258

FantaSea

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$1,490

Buena Vida: By Beachside Management

Siesta Key house

4 bedrooms
5 bathrooms

sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$515

Blue Lagoon; By Beachside Management

Siesta Key house

3 bedrooms
3 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$412

Las Palmas; by Beachside Management

Siesta Key house

7 bedrooms
8 bathrooms

sleeps 16

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$1,202

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$516

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$999

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

3 bedrooms
3 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$744

"Island Oasis" A single family North end canal home with pool

Anna Maria house

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$745

Luxury Sarasota Golf Home

Sarasota house

4 bedrooms
4 bathrooms

sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$368

****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$454

NW Bradenton Exectitive Home

Bradenton house

4 bedrooms
3 bathrooms

sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$492

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.

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$476

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms
3 bathrooms

sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$630

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$500