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.
Bed & Bath: 3/2Sleeps: 6Location: Holmes BeachView: Near Beach
[313 64th]
Bradenton Beach Club A
Bed & Bath: 3/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[Bradbc-A]
Sandy Point 205
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[SP205]
Bradenton Beach Club 249
Bed & Bath: 3/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC249]
Gulf Watch 104
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[GW104]
Shorewalk 101-1 - 4675
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[ShoreW101-1]
Anna Maria Island Club 45
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC45]
Pelican Cove 4
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC 4]
Sunbow Bay 212
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[SBB212]
3011 Ave E-1
Bed & Bath: 4/2Sleeps: 8Location: Holmes BeachView: Near Beach
[3011-1]
LaPlayita Condo 5
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[LAPLAY5]
510 Bayview
Bed & Bath: 5/5Sleeps: 10Location: Holmes BeachView: Canal
[510Bayview]
Coquina Moorings 201
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[CM-201]
518 71st St--Palm Paradise
Bed & Bath: 3/2Sleeps: 6Location: Holmes BeachView: Canal
[518 71st]
Harbor Lane 1 Serenity
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[HarborLane1]
Cayman 104
Bed & Bath: 2/2Sleeps: 5Location: Holmes BeachView: Near Beach
[Cayman 104]
217 84th Street
Bed & Bath: 3/2Sleeps: 6Location: Holmes BeachView: Near Beach
[217 84TH]
Sandy Point Cove 114
Bed & Bath: 3/3Sleeps: 6Location: Holmes BeachView: Near Beach
[SPC114]
Gulf View 103
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[GV103]
Anna Maria Island Club 46
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC46]
Harbor Lane 4 Harmony
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[HarborLane4]
Pelican Cove 9
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Bayfront
[PC 9]
811Audubon
Bed & Bath: 3/2Sleeps: 6Location: BradentonView:
[811Audubon]
Club Bamboo South 119 Studio
Bed & Bath: Studio/1Sleeps: 3Location: Bradenton BeachView: Beachfront
[Bamboo 119]
Martinique 306 South
Bed & Bath: 2/2Sleeps: 5Location: Holmes BeachView: Beachfront
[Mart306]
7310 Holmes Blvd
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[7310 Holmes]
707 N Bay The Shell House
Bed & Bath: 3/2½Sleeps: 6Location: Anna MariaView: Near Beach
[707BAY]
Bay View Condo C
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[BVC]
Club Bamboo South 220 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 220]
Coquina Beach Club 102
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[CBC102]
Pine Bay Forest 7521
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[Pine Bay]
Runaway Bay 205
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB205]
Pelican Cove 2
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC 2]
3011 Ave E-3
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[3011-3]
Anna Maria Island Club 26
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC26]
313 Palm Ave
Bed & Bath: 2/1Sleeps: 4Location: Anna MariaView: Near Beach
[313 Palm Ave]
Coquina Beach Club 103
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[CBC103]
Pelican Cove 12
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Bayfront
[PC12]
West Bay Point Moorings 155
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView:
[WBPM 155]
Island Beach Club 24
Bed & Bath: 2/1Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC24]
637 Norton
Bed & Bath: 4/3½Sleeps: 8Location: Longboat KeyView: Canal
[637 Norton]
West Bay Point Moorings 42
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Bayfront
[WBPM 42]
Island Beach Club 21
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC21]
Bradenton Beach Club 228
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bradbc228]
Harbor Lane 2 Tranquility
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[HarborLane2]
Gulf Watch 205
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[GW205]
Gulf Watch 216
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[GW216]
Coquina Beach Club 202
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[CBC202]
West Bay Point Moorings 85
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Bayfront
[WBPM 85]
Anna Maria Island Club 14
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC14]
3011 Ave E-2
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[3011-2]
Club Bamboo South 120 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 120]
Bay View Condo H
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[BVH]
Pelican Cove 1
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[PC 1]
Coconuts 116
Bed & Bath: 1/1Sleeps: 6Location: Holmes BeachView: Beachfront
[Coconuts 116]
191 Pineneedle Drive
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[191PineNdle]
Shorewalk The Palms 205
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[ShoreW205]
211 83rd Street
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView:
[211 83rd St]
Harbor Lane 3 Sanctuary
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[HarborLane3]
Gulf Watch 210
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[GW210]
882 Audubon
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[882-Audubon]
Sabal Palms 1AG
Bed & Bath: 1/1½Sleeps: 4Location: BradentonView:
[Sabal 1AG]
Martinique 207 South
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 207]
Bay View Condo A
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Bayfront
[BVA]
Club Bamboo South 122 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 122]
408 Beachy Keen
Bed & Bath: 3/2Sleeps: 6Location: Anna MariaView: Near Beach
[408ALAM]
7520 3rd Ave W-Sandy Pines
Bed & Bath: 3/2Sleeps: 8Location: BradentonView:
[7520 3rd Ave]
Shorewalk 104 - 4411
Bed & Bath: 2/2Sleeps: 6Location: BradentonView:
[ShoreW104]
Anna Maria Island Club 31
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC31]
538 70th St
Bed & Bath: 3/3Sleeps: 6Location: Holmes BeachView: Bayfront
[538 70th]
Bradenton Beach Club C
Bed & Bath: 3/2½Sleeps: 6Location: Bradenton BeachView: Beachfront
[Bradbc--C]
Anna Maria Island Club 11
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC11]
Bradenton Beach Club 247
Bed & Bath: 3/2½Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC247]
Sandy Point Cove 112
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[SPC112]
Gulf Watch 111
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[GW111]
2206 Ave C
Bed & Bath: 4/2Sleeps: 8Location: Bradenton BeachView: Near Beach
[2206 Ave C]
Sandy Point 109
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[SP109]
Pelican Cove 8
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC 8]
Shorewalk 202-1 - 4675
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[ShoreW202-1]
Runaway Bay 248
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[RAB248]
Gulf View Townhouses 3
Bed & Bath: 2/2½Sleeps: 4Location: Holmes BeachView: Near Beach
[GVT3]
Island Beach Club 1
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC 1]
Runaway Bay 257
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB257]
Bradenton Beach Club 251
Bed & Bath: 3/2½Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC251]
Anna Maria Island Club 12
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC12]
Club Bamboo South 301
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bamboo 301]
209 83rd unit B
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView:
[209 83rd B]
Bradenton Beach Club 222
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bradbc222]
Martinique 308 South
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 308]
Club Bamboo South 121 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 121]
Sandy Point 111
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[SP111]
Martinique 505 South
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 505]
Sunset Terrace 203
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[SST203]
Runaway Bay 174
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[RAB174]
2206 Ave B
Bed & Bath: 2/1Sleeps: 6Location: Bradenton BeachView: Near Beach
[2206 Ave B]
5400 Unit 30
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Bayfront
[5400-Unit 30]
Gulf Watch 115
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[GW115]
Club Bamboo South 225 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 225]
Beach Castle Resort 6
Bed & Bath: 2/2Sleeps: 6Location: Longboat KeyView: Beachfront
[BC-6]
Island Beach Club 22
Bed & Bath: 2/1Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC22]
Pelican Cove 11
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[PC11]
Pelican Cove 10
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Bayfront
[PC10]
Bradenton Beach Club 230
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC230]
Anna Maria Island Club 38
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC38]
266 S Harbor
Bed & Bath: 3/2Sleeps: 6Location: Holmes BeachView:
[266 SHarbor]
Club Bamboo South 123 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 123]
Beach View 8
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView:
[BeachView 8]
Shorewalk 101- 4305
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[ShoreW101]
Runaway Bay 261
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB261]
Runaway Bay 115
Bed & Bath: 1/1Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB115]
116 Maple Breeze
Bed & Bath: 4/2½Sleeps: 7Location: Anna MariaView: Near Beach
[116Maple]
Pelican Cove 13
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Bayfront
[PC13]
Pelican Cove 14
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[PC14]
Pelican Cove 5
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC 5]
Martinique 203 North
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 203]
111-Willow Casa Blanca
Bed & Bath: 3/2Sleeps: 6Location: Anna MariaView:
[111-WILL]
9912 Sandpiper
Bed & Bath: 2/2Sleeps: 6Location: BradentonView: Canal
[9912 SandPip]
Club Bamboo South 125 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 125]
Bay View Condo D
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[BVD]
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
Mostly cloudy 79°F
real feel: 79°F
current pressure: 30 in
humidity: 79%
wind speed: 7 mph ENE
wind gusts: 9 mph
UV-Index: 0
sunrise: 6:39 am
sunset: 8:15 pm
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Forecast 05/24/2022
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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.