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.

211 83rd Street
211 83rd Street
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View:
[211 83rd St]
Club Bamboo South 301
Club Bamboo South 301
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bamboo 301]
Gulf Watch 216
Gulf Watch 216
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[GW216]
Shorewalk 101-1 - 4675
Shorewalk 101-1 - 4675
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW101-1]
Bradenton Beach Club 230
Bradenton Beach Club 230
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC230]
Club Bamboo South 120 Studio
Club Bamboo South 120 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 120]
Anna Maria Island Club 12
Anna Maria Island Club 12
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC12]
Martinique 207 South
Martinique 207 South
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 207]
Bay View Condo A
Bay View Condo A
star
Bed & Bath: 2/2 Sleeps: 8 Location: Bradenton Beach View: Bayfront
[BVA]
Martinique 505 South
Martinique 505 South
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 505]
Coquina Moorings 201
Coquina Moorings 201
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[CM-201]
Shorewalk The Palms 205
Shorewalk The Palms 205
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW205]
Runaway Bay 115
Runaway Bay 115
star
Bed & Bath: 1/1 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[RAB115]
Club Bamboo South 119 Studio
Club Bamboo South 119 Studio
star
Bed & Bath: Studio/1 Sleeps: 3 Location: Bradenton Beach View: Beachfront
[Bamboo 119]
Island Beach Club 1
Island Beach Club 1
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC 1]
Club Bamboo South 225 Studio
Club Bamboo South 225 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 225]
Gulf Watch 210
Gulf Watch 210
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[GW210]
West Bay Point Moorings 42
West Bay Point  Moorings 42
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Bayfront
[WBPM 42]
Pelican Cove 10
Pelican Cove 10
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Bayfront
[PC10]
Shorewalk 104 - 4411
Shorewalk 104 - 4411
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton View:
[ShoreW104]
Bradenton Beach Club 238
Bradenton Beach Club 238
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bradbc238]
Runaway Bay 174
Runaway Bay 174
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[RAB174]
Bradenton Beach Club 222
Bradenton Beach Club 222
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bradbc222]
Harbor Lane 3 Sanctuary
Harbor Lane 3 Sanctuary
star
Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[HarborLane3]
Harbor Lane 1 Serenity
Harbor Lane 1 Serenity
star
Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[HarborLane1]
Club Bamboo South 123 Studio
Club Bamboo South 123 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 123]
2206 Ave C
2206 Ave C
star
Bed & Bath: 4/2 Sleeps: 8 Location: Bradenton Beach View: Near Beach
[2206 Ave C]
Coquina Beach Club 202
Coquina Beach Club 202
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[CBC202]
Sunset Terrace 203
Sunset Terrace 203
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[SST203]
Sunbow Bay 212
Sunbow Bay 212
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SBB212]
Pelican Cove 14
Pelican Cove 14
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[PC14]
Pelican Cove 5
Pelican Cove 5
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[PC 5]
637 Norton
637 Norton
star
Bed & Bath: 4/3½ Sleeps: 8 Location: Longboat Key View: Canal
[637 Norton]
Runaway Bay 261
Runaway Bay 261
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[RAB261]
Club Bamboo South 220 Studio
Club Bamboo South 220 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 220]
209 83rd unit B
209 83rd unit B
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View:
[209 83rd B]
Anna Maria Island Club 31
Anna Maria Island Club 31
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC31]
Pelican Cove 13
Pelican Cove 13
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Bayfront
[PC13]
Martinique 306 South
Martinique 306 South
star
Bed & Bath: 2/2 Sleeps: 5 Location: Holmes Beach View: Beachfront
[Mart306]
Sandy Point 109
Sandy Point 109
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SP109]
Sandy Point Cove 112
Sandy Point Cove 112
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SPC112]
Harbor Lane 4 Harmony
Harbor Lane 4 Harmony
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[HarborLane4]
Island Beach Club 21
Island Beach Club 21
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC21]
Pelican Cove 4
Pelican Cove 4
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[PC 4]
Townhomes in the Cay
Townhomes in the Cay
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[THC A1]
408 Beachy Keen
408 Beachy Keen
star
Bed & Bath: 3/2 Sleeps: 6 Location: Anna Maria View: Near Beach
[408ALAM]
LaPlayita Condo 5
LaPlayita Condo 5
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[LAPLAY5]
Gulf View Townhouses 3
Gulf View Townhouses 3
star
Bed & Bath: 2/2½ Sleeps: 4 Location: Holmes Beach View: Near Beach
[GVT3]
Sandy Point Cove 106
Sandy Point Cove 106
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[SPC106]
Club Bamboo South 121 Studio
Club Bamboo South 121 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 121]
Pelican Cove 11
Pelican Cove 11
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[PC11]
3011 Ave E-2
3011 Ave E-2
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[3011-2]
518 71st St--Palm Paradise
518 71st St--Palm Paradise
star
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach View: Canal
[518 71st]
Gulf Watch 205
Gulf Watch 205
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[GW205]
Gulf Watch 115
Gulf Watch 115
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[GW115]
Anna Maria Island Club 14
Anna Maria Island Club 14
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC14]
Club Bamboo South 122 Studio
Club Bamboo South 122 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 122]
Anna Maria Island Club 38
Anna Maria Island Club 38
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC38]
707 N Bay The Shell House
707 N Bay The Shell House
star
Bed & Bath: 3/2½ Sleeps: 6 Location: Anna Maria View: Near Beach
[707BAY]
Pelican Cove 9
Pelican Cove 9
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Bayfront
[PC 9]
Sandy Point Cove 114
Sandy Point Cove 114
star
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach View: Near Beach
[SPC114]
Shorewalk 101- 4305
Shorewalk 101- 4305
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW101]
Gulf Watch 211
Gulf Watch 211
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[GW211]
Martinique 308 South
Martinique 308 South
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 308]
Pelican Cove 2
Pelican Cove 2
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[PC 2]
405 Bay Palms
405 Bay Palms
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[405 Bay]
Sandy Point 205
Sandy Point  205
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[SP205]
Beach Castle Resort 6
Beach Castle Resort 6
star
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Beachfront
[BC-6]
Harbor Lane 2 Tranquility
Harbor Lane 2 Tranquility
star
Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[HarborLane2]
Bay View Condo D
Bay View Condo D
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[BVD]
Coquina Beach Club 206
Coquina Beach Club 206
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[CBC206]
Anna Maria Island Club 26
Anna Maria Island Club 26
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC26]
Coquina Reef 15
Coquina Reef 15
star
Bed & Bath: 1/1 Sleeps: 4 Location: Bradenton Beach View:
[CR15]
Sandy Point 111
Sandy Point 111
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Near Beach
[SP111]
Bradenton Beach Club 249
Bradenton Beach Club 249
star
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC249]
Cayman 104
Cayman 104
star
Bed & Bath: 2/2 Sleeps: 5 Location: Holmes Beach View: Near Beach
[Cayman 104]
313 Island Walk
313 Island Walk
star
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[313 64th]
Pelican Cove 8
Pelican Cove 8
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[PC 8]
Runaway Bay 248
Runaway Bay 248
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[RAB248]
Bay View Condo H
Bay View Condo H
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[BVH]
West Bay Point Moorings 155
West Bay Point Moorings 155
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View:
[WBPM 155]
Gulf Watch 104
Gulf Watch 104
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[GW104]
510 Bayview
510 Bayview
star
Bed & Bath: 5/5 Sleeps: 10 Location: Holmes Beach View: Canal
[510Bayview]
Bradenton Beach Club G
Bradenton Beach Club G
star
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[Bradbc-G]
882 Audubon
882 Audubon
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[882-Audubon]
Bradenton Beach Club 251
Bradenton Beach Club 251
star
Bed & Bath: 3/2½ Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC251]
146 Wild Palm
146 Wild Palm
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[146 Wild]
217 84th Street
217 84th Street
star
Bed & Bath: 3/2 Sleeps: 6 Location: Holmes Beach View: Near Beach
[217 84TH]
3011 Ave E-1
3011 Ave E-1
star
Bed & Bath: 4/2 Sleeps: 8 Location: Holmes Beach View: Near Beach
[3011-1]
Club Bamboo South 125 Studio
Club Bamboo South 125 Studio
star
Bed & Bath: Studio/1 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[Bamboo 125]
7520 3rd Ave W-Sandy Pines
7520 3rd Ave W-Sandy Pines
star
Bed & Bath: 3/2 Sleeps: 8 Location: Bradenton View:
[7520 3rd Ave]
Shorewalk 202-1 - 4675
Shorewalk 202-1 - 4675
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[ShoreW202-1]
Bradenton Beach Club 247
Bradenton Beach Club 247
star
Bed & Bath: 3/2½ Sleeps: 6 Location: Bradenton Beach View: Near Beach
[BradBC247]
3011 Ave E-3
3011 Ave E-3
star
Bed & Bath: 1/1 Sleeps: 4 Location: Holmes Beach View: Near Beach
[3011-3]
Island Beach Club 24
Island Beach Club 24
star
Bed & Bath: 2/1 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC24]
Anna Maria Island Club 46
Anna Maria Island Club 46
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC46]
Bradenton Beach Club 228
Bradenton Beach Club 228
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[Bradbc228]
North Beach Village 63
North Beach Village 63
star
Bed & Bath: 2/2½ Sleeps: 6 Location: Holmes Beach View: Near Beach
[NBV-63]
Gulf Watch 111
Gulf Watch 111
star
Bed & Bath: 2/2 Sleeps: 5 Location: Bradenton Beach View: Near Beach
[GW111]
538 70th St
538 70th St
star
Bed & Bath: 3/3 Sleeps: 6 Location: Holmes Beach View: Bayfront
[538 70th]
811Audubon
811Audubon
star
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton View:
[811Audubon]
Bradenton Beach Club A
Bradenton Beach Club A
star
Bed & Bath: 3/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[Bradbc-A]
Bay View Condo C
Bay View Condo C
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Bayfront
[BVC]
191 Pineneedle Drive
191 Pineneedle Drive
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton View:
[191PineNdle]
Anna Maria Island Club 45
Anna Maria Island Club 45
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[AMIC45]
Pelican Cove 1
Pelican Cove 1
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Near Beach
[PC 1]
Beach View 8
Beach View 8
star
Bed & Bath: 2/2 Sleeps: 6 Location: Holmes Beach View:
[BeachView 8]
Gulf View 103
Gulf View 103
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Beachfront
[GV103]
Runaway Bay 205
Runaway Bay 205
star
Bed & Bath: 2/2 Sleeps: 4 Location: Bradenton Beach View: Near Beach
[RAB205]
Island Beach Club 22
Island Beach Club 22
star
Bed & Bath: 2/1 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC22]
Island Beach Club 3
Island Beach Club 3
star
Bed & Bath: 2/1 Sleeps: 4 Location: Holmes Beach View: Beachfront
[IBC 3]
Martinique 203 North
Martinique 203 North
star
Bed & Bath: 2/2 Sleeps: 4 Location: Holmes Beach View: Beachfront
[Mart 203]
Coquina Beach Club 102
Coquina Beach Club 102
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[CBC102]
Coquina Beach Club 103
Coquina Beach Club 103
star
Bed & Bath: 2/2 Sleeps: 6 Location: Bradenton Beach View: Beachfront
[CBC103]

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

Clear
81°F
real feel: 88°F
current pressure: 30 in
humidity: 81%
wind speed: 7 mph WNW
wind gusts: 9 mph
UV-Index: 0
sunrise: 7:37 am
sunset: 6:52 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.
Loading...