Anna Maria Island Rentals With A Pool

We have a great selection of Anna Maria Island rentals with a pool, some even have a hot tub! For the utmost in relaxation and convenience, take a look at our vacation homes with swimming pools and hot tubs included. Relax in privacy with any of our vacation homes and condos with swimming pools. Although it’s always pleasant to swim in warm ocean waters, sometimes you want to take a quick dip at your home or hotel if there’s a pool readily available. That’s exactly what you’ll get with our exclusive Anna Maria Island rentals with a pool. These gorgeous homes offer numerous amenities for a long and relaxing stay on the island while allowing you to swim with more privacy than the local beaches. With multiple pool vacation homes to choose from in varying sizes, we promise that you will find ideal accommodations for your group or family.

Bradenton Beach Club 238
Bradenton Beach Club 238
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bradbc238]
3011 Ave E-2
3011 Ave E-2
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[3011-2]
Bradenton Beach Club A
Bradenton Beach Club A
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Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[Bradbc-A]
Sunset Terrace 203
Sunset Terrace 203
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[SST203]
Beach Castle Resort 6
Beach Castle Resort 6
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Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Beachfront
[BC-6]
146 Wild Palm
146 Wild Palm
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[146 Wild]
West Bay Point Moorings 42
West Bay Point  Moorings 42
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Bayfront
[WBPM 42]
405 Bay Palms
405 Bay Palms
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[405 Bay]
Bay View Condo D
Bay View Condo D
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[BVD]
Shorewalk The Palms 205
Shorewalk The Palms 205
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW205]
3011 Ave E-1
3011 Ave E-1
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Bed & Bath: 4/2 Sleeps: 8 Location: Holmes Beach View: Near Beach
[3011-1]
313 Island Walk
313 Island Walk
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Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[313 64th]
Coquina Beach Club 206
Coquina Beach Club 206
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[CBC206]
Pelican Cove 10
Pelican Cove 10
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Bayfront
[PC10]
Bradenton Beach Club 228
Bradenton Beach Club 228
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bradbc228]
Anna Maria Island Club 38
Anna Maria Island Club 38
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC38]
2206 Ave C
2206 Ave C
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Bed & Bath: 4/2 Sleeps: 8 Location: Bradenton Beach View: Near Beach
[2206 Ave C]
Sandy Point 205
Sandy Point  205
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[SP205]
Gulf Watch 210
Gulf Watch 210
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[GW210]
Club Bamboo South 123 Studio
Club Bamboo South 123 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 123]
Coquina Beach Club 102
Coquina Beach Club 102
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[CBC102]
Runaway Bay 205
Runaway Bay 205
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[RAB205]
LaPlayita Condo 5
LaPlayita Condo 5
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[LAPLAY5]
Harbor Lane 1 Serenity
Harbor Lane 1 Serenity
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Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[HarborLane1]
211 83rd Street
211 83rd Street
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View:
[211 83rd St]
Bradenton Beach Club 222
Bradenton Beach Club 222
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bradbc222]
882 Audubon
882 Audubon
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[882-Audubon]
Bradenton Beach Club 251
Bradenton Beach Club 251
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Bed & Bath: 3/2½ Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC251]
Gulf View Townhouses 3
Gulf View Townhouses 3
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Bed & Bath: 2/2½ Sleeps: 4 Location: Holmes Beach View: Near Beach
[GVT3]
Bradenton Beach Club 247
Bradenton Beach Club 247
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Bed & Bath: 3/2½ Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC247]
Club Bamboo South 225 Studio
Club Bamboo South 225 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 225]
Shorewalk 202-1 - 4675
Shorewalk 202-1 - 4675
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW202-1]
Gulf Watch 104
Gulf Watch 104
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[GW104]
Harbor Lane 3 Sanctuary
Harbor Lane 3 Sanctuary
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Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[HarborLane3]
Martinique 306 South
Martinique 306 South
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Bed & Bath: 2/2 Sleeps: 5 Location: Holmes Beach View: Beachfront
[Mart306]
Bradenton Beach Club 230
Bradenton Beach Club 230
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC230]
Gulf Watch 205
Gulf Watch 205
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[GW205]
Sandy Point 111
Sandy Point 111
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[SP111]
Sunbow Bay 212
Sunbow Bay 212
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SBB212]
510 Bayview
510 Bayview
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Bed & Bath: 5/5 Sleeps: 10 Location: Holmes Beach View: Canal
[510Bayview]
Shorewalk 101-1-4675
Shorewalk 101-1-4675
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW101-1]
Anna Maria Island Club 31
Anna Maria Island Club 31
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC31]
Anna Maria Island Club 45
Anna Maria Island Club 45
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC45]
Runaway Bay 115
Runaway Bay 115
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Bed & Bath: 1/1 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[RAB115]
Island Beach Club 22
Island Beach Club 22
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Bed & Bath: 2/1 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC22]
Coquina Moorings 201
Coquina Moorings 201
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[CM-201]
Club Bamboo South 120 Studio
Club Bamboo South 120 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 120]
Sandy Point Cove 106
Sandy Point Cove 106
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[SPC106]
Sandy Point Cove 112
Sandy Point Cove 112
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SPC112]
408 Beachy Keen
408 Beachy Keen
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Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria View: Near Beach
[408ALAM]
Pelican Cove 12
Pelican Cove 12
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[PC12]
Coquina Beach Club 103
Coquina Beach Club 103
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[CBC103]
Pelican Cove 11
Pelican Cove 11
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[PC11]
Pelican Cove 9
Pelican Cove 9
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Bayfront
[PC9]
Pelican Cove 1
Pelican Cove 1
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[PC1]
Gulf Watch 216
Gulf Watch 216
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[GW216]
Martinique 207 South
Martinique 207 South
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 207]
Coquina Beach Club 202
Coquina Beach Club 202
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[CBC202]
707 N Bay The Shell House
707 N Bay The Shell House
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Bed & Bath: 3/2½ Sleeps: 6 Location: Anna Maria View: Near Beach
[707BAY]
Anna Maria Island Club 46
Anna Maria Island Club 46
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC46]
Island Beach Club 1
Island Beach Club 1
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC1]
Anna Maria Island Club 14
Anna Maria Island Club 14
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC14]
North Beach Village 63
North Beach Village 63
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Bed & Bath: 2/2½ Sleeps: 6 Location: Holmes Beach View: Near Beach
[NBV-63]
637 Norton
637 Norton
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Bed & Bath: 4/3½ Sleeps: 8 Location: Longboat Key View: Canal
[637 Norton]
Bay View Condo A
Bay View Condo A
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Bed & Bath: 2/2 Sleeps: 8 Location: Bradenton Beach View: Bayfront
[BVA]
Sandy Point Cove 114
Sandy Point Cove 114
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Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SPC114]
Martinique 505 South
Martinique 505 South
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 505]
Martinique 308 South
Martinique 308 South
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 308]
Coquina Reef 15
Coquina Reef 15
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Bed & Bath: 1/1 Sleeps: 4 Location: Bradenton Beach View:
[CR15]
Martinique 203 North
Martinique 203 North
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 203]
Anna Maria Island Club 26
Anna Maria Island Club 26
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC26]
Pelican Cove 13
Pelican Cove 13
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Bayfront
[PC13]
Sandy Point 109
Sandy Point 109
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SP109]
Harbor Lane 2 Tranquility
Harbor Lane 2 Tranquility
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Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[HarborLane2]
Runaway Bay 261
Runaway Bay 261
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[RAB261]
Anna Maria Island Club 12
Anna Maria Island Club 12
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC12]
Townhomes in the Cay
Townhomes in the Cay
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[THC A1]
Club Bamboo South 121 Studio
Club Bamboo South 121 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 121]
Gulf Watch 115
Gulf Watch 115
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[GW115]
Bradenton Beach Club G
Bradenton Beach Club G
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Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[Bradbc-G]
Shorewalk 104 - 4411
Shorewalk 104 - 4411
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton View:
[ShoreW104]
Island Beach Club 24
Island Beach Club 24
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Bed & Bath: 2/1 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC24]
West Bay Point Moorings 155
West Bay Point Moorings 155
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View:
[WBPM 155]
Beach View 8
Beach View 8
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View:
[BeachView 8]
7717 27th Ave W-Chili Cove
7717 27th Ave W-Chili Cove
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Bed & Bath: 4/2½ Sleeps: 8 Location: Bradenton View:
[7717 27th]
3011 Ave E-3
3011 Ave E-3
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Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[3011-3]
Island Beach Club 3
Island Beach Club 3
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Bed & Bath: 2/1 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC3]
7520 3rd Ave-Sandy Pines
7520 3rd Ave-Sandy Pines
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Bed & Bath: 3/2 Sleeps: 8 Location: Bradenton View:
[7520 3rd Ave]
Club Bamboo South 125 Studio
Club Bamboo South 125 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 125]
Pelican Cove 5
Pelican Cove 5
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[PC5]
Club Bamboo South 119 Studio
Club Bamboo South 119 Studio
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Bed & Bath: Studio/1 Sleeps: 3 Location: Bradenton Beach View: Beachfront
[Bamboo 119]
Gulf View 103
Gulf View 103
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[GV103]
Pelican Cove 14
Pelican Cove 14
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[PC14]
Pelican Cove 2
Pelican Cove 2
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[PC2]
Club Bamboo South 122 Studio
Club Bamboo South 122 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 122]
Harbor Lane 4 Harmony
Harbor Lane 4 Harmony
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Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[HarborLane4]
Shorewalk 101- 4305
Shorewalk 101- 4305
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW101]
Pelican Cove 8
Pelican Cove 8
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[PC8]
538 70th St
538 70th St
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Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach View: Bayfront
[538 70th]
Club Bamboo South 301
Club Bamboo South 301
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bamboo 301]
811Audubon
811Audubon
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Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton View:
[811Audubon]
Cayman 104
Cayman 104
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Bed & Bath: 2/2 Sleeps: 5 Location: Holmes Beach View: Near Beach
[Cayman 104]
Runaway Bay 174
Runaway Bay 174
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[RAB 174]
Bay View Condo C
Bay View Condo C
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[BVC]
Gulf Watch 211
Gulf Watch 211
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[GW211]
518 71st St--Palm Paradise
518 71st St--Palm Paradise
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Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach View: Canal
[518 71st]
Club Bamboo South 220 Studio
Club Bamboo South 220 Studio
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Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 220]
Runaway Bay 248
Runaway Bay 248
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Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[RAB248]
Bradenton Beach Club 249
Bradenton Beach Club 249
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Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC249]
Gulf Watch 111
Gulf Watch 111
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[GW111]
Bay View Condo H
Bay View Condo H
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Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[BVH]
Pelican Cove 4
Pelican Cove 4
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Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[PC4]
217 84th Street
217 84th Street
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Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[217 84TH]
Island Beach Club 21
Island Beach Club 21
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Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC21]

Stay in an Anna Maria Island Rental with a Pool

These Anna Maria Island vacation rentals all have a beautiful and well-maintained pool right on the property for the swimmers in your group to use to their hearts’ content. You won’t have to visit the beach every time you want to take a swim, and some of these homes also feature hot tubs on the property. The weather is almost always pleasant on Anna Maria Island, so you’ll be able to comfortably swim throughout the year whether the pool is heated or not.

Explore Anna Maria Island

Anna Maria Island is widely known for being one of the top island destinations in the U.S. When you’re not enjoying your pool vacation rental, you can partake in snorkeling, parasailing, jet-skiing, fishing charters, wildlife tours, golfing, sunset boat tours and so much more. These homes are also situated in some of the most popular areas of the island where you can walk to dozens of fun attractions such as public beaches, restaurants, boutiques, markets, and piers. Let us help you find the perfect home with a pool on our world-famous island. Give us a call at (800) 237-2252 for more details on any of these Anna Maria Island rentals and to reserve them for your next trip!

Holmes Beach, Florida

Partly cloudy
85°F
real feel: 92°F
current pressure: 30 in
humidity: 71%
wind speed: 4 mph SW
wind gusts: 7 mph
UV-Index: 0
sunrise: 6:55 am
sunset: 8:19 pm
More forecast...
 
Holmes Beach Office
On Anna Maria Island
5201 Gulf Drive
Holmes Beach, Florida USA 34217
941-778-4800
Se Habla Español | Wir sprechen Deutsch
Ellenton Office
Located in Ellenton Plaza
945 25th Drive East, Suite 10
Ellenton, Florida USA 34222
941-729-2381
Questions or Comments?
We want to hear from you!
Please call with any of your questions or concerns. Our friendly staff is here to help. Call or email us at info@paradiserealty.com.
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