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. Nothing compares with swimming in your own backyard. 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: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[GV103]
Anna Maria Island Club 14
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC14]
Bradenton Beach Club 222
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bradbc222]
Sandy Point 109
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[SP109]
Meadow Croft 5714
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[Meadow 5714]
Gulf Watch 104
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[GW104]
Harbor Lane 2 Tranquility
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[HarborLane2]
Island Beach Club 22
Bed & Bath: 2/1Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC22]
Shorewalk The Palms 205
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[ShoreW205]
Club Bamboo South 121 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 121]
Island Beach Club 3
Bed & Bath: 2/1Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC3]
Sabal Palms 1AG
Bed & Bath: 1/1½Sleeps: 4Location: BradentonView:
[Sabal 1AG]
Bradenton Beach Club 228
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bradbc228]
Shorewalk 202-1
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[ShoreW202-1]
Pelican Cove 9
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Bayfront
[PC9]
Bay View Condo C
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[BVC]
Shorewalk 104
Bed & Bath: 2/2Sleeps: 6Location: BradentonView:
[ShoreW104]
Gulf Watch 210
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[GW210]
Bradenton Beach Club 238
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bradbc238]
Anna Maria Island Club 45
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC45]
Martinique 203 North
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 203]
Island Beach Club 1
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC1]
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]
Pelican Cove 1
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[PC1]
Harbor Lane 3 Sanctuary
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[HarborLane3]
LaPlayita Condo 5
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[LAPLAY5]
Club Bamboo South 225 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 225]
707 N Bay The Shell House
Bed & Bath: 3/2½Sleeps: 6Location: Anna MariaView: Near Beach
[707BAY]
2206 Ave C
Bed & Bath: 4/2Sleeps: 8Location: Bradenton BeachView: Near Beach
[2206 Ave C]
Anna Maria Island Club 26
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC26]
Runaway Bay 115
Bed & Bath: 1/1Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB115]
637 Norton
Bed & Bath: 4/3½Sleeps: 8Location: Longboat KeyView: Canal
[637 Norton]
Club Bamboo South 123 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 123]
Gulf Watch 211
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[GW211]
3011 Ave E-2
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[3011-2]
Club Bamboo South 301
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[Bamboo 301]
3011 Ave E-3
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[3011-3]
Coquina Beach Club 202
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[CBC202]
Cayman 104
Bed & Bath: 2/2Sleeps: 5Location: Holmes BeachView: Near Beach
[Cayman 104]
Martinique 207 South
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 207]
211 83rd Street
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView:
[211 83rd St]
Beach View 8
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView:
[BeachView 8]
Bradenton Beach Club 249
Bed & Bath: 3/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC249]
Pelican Cove 10
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Bayfront
[PC10]
Townhomes in the Cay
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[THC A1]
Bradenton Beach Club 251
Bed & Bath: 3/2½Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC251]
Gulf View Townhouses 3
Bed & Bath: 2/2½Sleeps: 4Location: Holmes BeachView: Near Beach
[GVT3]
Gulf Watch 216
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[GW216]
Sandy Point Cove 106
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[SPC106]
217 84th Street
Bed & Bath: 3/2Sleeps: 6Location: Holmes BeachView: Near Beach
[217 84TH]
313 Island Walk
Bed & Bath: 3/2Sleeps: 6Location: Holmes BeachView: Near Beach
[313 64th]
408 Beachy Keen
Bed & Bath: 3/2Sleeps: 6Location: Anna MariaView: Near Beach
[408ALAM]
West Bay Point Moorings 155
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView:
[WBPM 155]
Runaway Bay 230
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB230]
Sunset Terrace 203
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[SST203]
Sandy Point Cove 112
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[SPC112]
7717 27th Ave W-Chili Cove
Bed & Bath: 4/2½Sleeps: 10Location: BradentonView:
[7717 27th]
Island Beach Club 24
Bed & Bath: 2/1Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC24]
Gulf Watch 111
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[GW111]
Sunbow Bay 212
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[SBB212]
Runaway Bay 205
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB205]
Gulf Watch 115
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[GW115]
Martinique 306 South
Bed & Bath: 2/2Sleeps: 5Location: Holmes BeachView: Beachfront
[Mart306]
Fountain Head 6
Bed & Bath: 2/1½Sleeps: 4Location: Holmes BeachView: Near Beach
[FH6]
La Playita Condo 2
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[LAPLAY2]
Pelican Cove 8
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[PC8]
West Bay Point Moorings 42
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Bayfront
[WBPM 42]
Martinique 505 South
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 505]
Club Bamboo South 122 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 122]
Shorewalk 101
Bed & Bath: 2/2Sleeps: 5Location: BradentonView:
[ShoreW101]
Fountain Head 8
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[FH8]
Bay View Condo H
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[BVH]
3011 Ave E-1
Bed & Bath: 4/2Sleeps: 8Location: Holmes BeachView: Near Beach
[3011-1]
Club Bamboo South 119 Studio
Bed & Bath: Studio/1Sleeps: 3Location: Bradenton BeachView: Beachfront
[Bamboo 119]
538 70th St
Bed & Bath: 3/3Sleeps: 6Location: Holmes BeachView: Bayfront
[538 70th]
517 Key Royale
Bed & Bath: 5/5Sleeps: 10Location: Holmes BeachView: Canal
[517 Key]
Bay View Condo A
Bed & Bath: 2/2Sleeps: 8Location: Bradenton BeachView: Bayfront
[BVA]
Club Bamboo South 125 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 125]
Bradenton Beach Club 230
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC230]
Bradenton Beach Club A
Bed & Bath: 3/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[Bradbc-A]
Pelican Cove 13
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Bayfront
[PC13]
Anna Maria Island Club 31
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC31]
Pelican Cove 14
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[PC14]
811Audubon
Bed & Bath: 3/2Sleeps: 6Location: BradentonView:
[811Audubon]
Sandy Point 205
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[SP205]
510 Bayview
Bed & Bath: 5/5Sleeps: 10Location: Holmes BeachView: Canal
[510Bayview]
Sandy Point 204
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[SP204]
Harbor Lane 1 Serenity
Bed & Bath: 1/1Sleeps: 4Location: Holmes BeachView: Near Beach
[HarborLane1]
Coquina Beach Club 102
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[CBC102]
Pelican Cove 4
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC4]
Pelican Cove 2
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC2]
Harbor Lane 4 Harmony
Bed & Bath: 2/2Sleeps: 6Location: Holmes BeachView: Near Beach
[HarborLane4]
882 Audubon
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[882-Audubon]
Sandy Point Cove 114
Bed & Bath: 3/3Sleeps: 6Location: Holmes BeachView: Near Beach
[SPC114]
Club Bamboo South 220 Studio
Bed & Bath: Studio/1Sleeps: 4Location: Bradenton BeachView: Beachfront
[Bamboo 220]
Bradenton Beach Club 247
Bed & Bath: 3/2½Sleeps: 6Location: Bradenton BeachView: Near Beach
[BradBC247]
Pelican Cove 11
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[PC11]
Island Beach Club 21
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[IBC21]
Coquina Beach Club 206
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[CBC206]
Pelican Cove 12
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[PC12]
Coquina Reef 15
Bed & Bath: 1/1Sleeps: 4Location: Bradenton BeachView:
[CR15]
Anna Maria Island Club 38
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC38]
Anna Maria Island Club 12
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Beachfront
[AMIC12]
7520 3rd Ave-Sandy Pines
Bed & Bath: 3/2Sleeps: 8Location: BradentonView:
[7520 3rd Ave]
Bay View Condo D
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Bayfront
[BVD]
Runaway Bay 261
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[RAB261]
Sandy Point 111
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[SP111]
Martinique 308 South
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Beachfront
[Mart 308]
Gulf Watch 205
Bed & Bath: 2/2Sleeps: 4Location: Bradenton BeachView: Near Beach
[GW205]
Coquina Beach Club 103
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Beachfront
[CBC103]
North Beach Village 63
Bed & Bath: 2/2½Sleeps: 6Location: Holmes BeachView: Near Beach
[NBV-63]
Pelican Cove 5
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[PC5]
Runaway Bay 248
Bed & Bath: 2/2Sleeps: 6Location: Bradenton BeachView: Near Beach
[RAB248]
Beach Castle Resort 6
Bed & Bath: 2/2Sleeps: 6Location: Longboat KeyView: Beachfront
[BC-6]
405 Bay Palms
Bed & Bath: 2/2Sleeps: 4Location: Holmes BeachView: Near Beach
[405 Bay]
146 Wild Palm
Bed & Bath: 2/2Sleeps: 4Location: BradentonView:
[146 Wild]
Runaway Bay 174
Bed & Bath: 2/2Sleeps: 5Location: Bradenton BeachView: Near Beach
[RAB 174]
Enjoy your own private pool on vacation
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.
Enjoy living in luxury in one of the best vacation destinations in the U.S.
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!
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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.