All Properties

Island Real Estate Vacation Rentals has many different options, so we mean it when we say “Vacation YOUR Way”! There are over 200 hand-picked properties available for your vacation – by selecting “View All” you are now able to scroll through all choices in order to better locate your perfect “peace” of paradise. On this page, a small thumbnail photo of each rental will give you an idea of what the property looks like. On the other side you will find the number of bedrooms and how many guests the property sleeps. You will also see Island Real Estate’s proprietary Star Rating for the property. 5 star is high luxury with every amenity imaginable while 2 star is an average, clean, comfortable vacation rental.

With just one click you may read what previous guests have had to say about any property – these are always the very best testimonials (we hope to list one from you after you stay with us!).

Like what you see and want more information? Click on the property name and be taken to a page specifically for the property. Available to review is a more detailed description, locate the rental on a Google map, check the rates, watch a virtual tour and confirm availability.

After looking through all the information, you may email the property to a friend, family member or traveling companion by choosing the “email property” button. You may also create a “favorites” page and save to look again later or compare with others you like as well.

No matter what, you may ALWAYS call us toll free and our experienced vacation specialists will help you find the perfect vacation spot. Enjoy and let us make your experience fun!

# A B C D E F G H I J K L M N O P Q R S T U V W X Y Z

Property Pool Sleeps Beds Current Weekly Rate
A Mermaid Crossing 120 50th St Yes, heated 6 3 $2,400.00
A Pirate's Cove at 2109 Ave C Yes, heated 6 2 $1,085.00
A Sassy Seahorse 264 Gladiolus Yes, heated & spa 6 2 $1,400.00
A Villa de la Playa-3603A 4th Yes, Heated w/Spa 6 3 $1,785.00
About a Mermaid 621 Emerald Ln Yes, heated 6 3 $1,225.00
Alamanda by the Gulf 620 N Bay None 6 3 $0.00
All Decked Out-509 SoBay Blvd Yes, heated 10 5 $1,892.00
Almost Gulf Front-203W 69th St Yes, salt heated spa 16 6 $2,400.00
Almost Heaven-205 72nd St Yes, heated 8 3 $1,425.00
Anna Margaritas 705 N Bay Yes,no heat 6 2 $1,250.00
Anna Maria Island Club Unit14S Yes - Heated w/Spa 4 2 $1,330.00
Anna Maria Island Club Unit17S Yes - Heated w/Spa 4 2 $1,260.00
Anna Maria Island Club Unit18S Yes, Heated w/Spa 4 2 $1,330.00
Anna Maria Island Club Unit21S Yes - Heated w/Spa 4 2 $1,995.00
Anna Maria Island Club Unit27S Yes - Heated w/Spa 4 2 $1,295.00
Anna Maria Island Club Unit40N Yes, Heated w/Spa 4 2 $1,330.00
Anna Maria Island Club Unit44N Yes, Heated w/ Spa 4 2 $1,645.00
Anna Maria's Finest-231 Willow Yes, heated and spa 8 3 $2,058.00
Appletini - 308W 58th St Yes, heated, private 7 2 $1,425.00
Ariel's By The Sea 203E 75th Yes, heated 6 3 $1,425.00
Au Soleil - 717 Jacaranda Rd Yes,heat, spa heat 10 5 $1,575.00
Banyan Breeze - 122 White Ave Yes, heated 10 5 $2,397.00
Bay View Inn 101-308 2nd St Yes, heated & shared 4 1 $525.00
Bay View Inn 102-308 2nd St Yes, heated & shared 4 1 $700.00
Bay View Inn 201-308 2nd St Yes, heated & shared 4 1 $700.00
Bay View Inn 202-308 2nd St Yes, heated & shared 4 1 $700.00
Beach Escape 4105 5th Ave Yes, heated & spa 8 3 $1,687.00
Beach House on 5th Ave Yes, heated 10 3 $1,000.00
Beach House Resort 4 No, Large Spa 4 1 $945.00
Beach Pearl 212 Archer Way Yes,heated & spa 6 3 $1,680.00
Beach Retreat-208A 72nd St Yes, htd w/spa jets 8 4 $2,250.00
Beach View 5 - 3704 6th Ave Yes, Heated 6 2 $975.00
Beachcomber-3020 Ave F No 6 2 $1,210.00
Beachy Blue-129 52nd ST Yes, heated and spa 8 4 $2,400.00
Beachy Villa Vista-116 45th Yes, heated & spa 12 5 $2,468.00
Bella Vida 312B 61st St Yes, heated 8 3 $1,425.00
Bermuda Bay Club 24 - 1473 Yes,Comm and spa 6 3 $1,225.00
Bermuda Bay Club 25 - 1435 Yes, comm and spa 6 3 $1,225.00
Bermuda Bay Club 26 - 1437 Yes, community. Spa 6 3 $1,225.00
Bikini Bottom-213 Periwinkle Yes, Heated, Spa 6 3 $1,435.00
Bimini Bay 4807 2nd Ave Yes, heated 10 4 $1,575.00
Blue Bayou 229 Chilson Ave Yes, heated w/spa 6 3 $1,680.00
Blue Heron Beach House Yes, Heated 8 4 $1,575.00
Blue Lagoon 2 - Sand Dollar Yes, Heated 6 2 $900.00
Blue Lagoon 3 - Egret Yes, Heated 6 2 $900.00
Blue Lagoon 4 - Loggerhead Yes, Heated 6 3 $1,050.00
Blue Lagoon 5 - Sandpiper Yes, Heated 6 2 $900.00
Blue Lagoon 6 - Osprey Yes, heated shared 4 2 $1,120.00
Blue Manatee Retreat-214 69th Yes, Heated 8 3 $1,387.00
Blue Waters-230 Willow Yes, heated + spa 8 4 $2,900.00
Blue Wave Villas-207E 75th St Yes, elec&solar 4 2 $1,012.00
Blue Wave Villas-207W 75th St Yes, elec&solar 4 2 $1,012.00
Bradenton Beach Club Unit 224 Yes, heated & spa 6 2 $1,100.00
Bradenton Beach Club Unit B Yes, Heated 6 2 $1,260.00
Captains House-208 Haverkos Yes, Heated 8 3 $1,387.00
Casa Bonita-230 Oak Avenue Yes, heated & spa 8 4 $3,200.00
Casa Calienta-217 Pine Ave Yes, heated 6 2 $2,800.00
Casa Morado-147 50th St Yes, heated & spa 10 4 $1,575.00
Casa Sierra - 203 A 36th ST Yes, heated/shared 6 2 $800.00
Casa Sierra - 205 A 36th ST Yes, heated shared 6 2 $800.00
Casa Sierra -205 B 36th Street Yes,community heated 6 2 $800.00
Casa Varadero-619 Gladstone No, but large spa 8 4 $3,267.00
Catchin' Rays at 6801 Gulf Dr Yes, heated & spa 8 4 $2,058.00
Cayman Bay 505 Magnolia Yes, heated & spa 8 4 $2,625.00
Cayman Cay Unit 206-BeachBound Community, heated 4 2 $910.00
Cayman Cay Unit 207 Yes, Heated 4 2 $602.00
Coastal Breeze 207 73rd St Yes, heated & spa 10 4 $1,600.00
Coastal Sands-213 70th St Yes, heated/caged 8 3 $1,425.00
Coco Cabana 309 58th ST Unit A Yes, Heated 8 3 $1,547.00
Coquina Beach Club 205 Yes, Comm heated 4 2 $2,002.00
Coquina Sands - 100A 52nd St Yes, Spa ONLY Heated 6 3 $1,475.00
Coral Escape - 132 50th St Yes - Heated 14 6 $2,535.00
Coral Reef - 215 64th St Yes, Heated 10 5 $2,047.00
Cozy Cottage 317 62nd St Yes, heated 6 3 $999.00
Dolphin - 706 Rose B Yes,shared heat& spa 4 2 $1,125.00
Dolphin Watch - 12108 Gulf Dr No 6 2 $1,500.00
Down by the Sea-268 Gladiolus Yes, heated, salt 6 3 $999.00
Fernweh 215 71st Street Yes, heated & spa 8 4 $2,250.00
Fish House-231 Oak Ave Yes, heated & spa 8 3 $2,058.00
Flip Flops Forever-201 73rd St Yes heated 12 5 $1,785.00
Fountain Head 2 Community,heated 4 2 $692.00
Fountainhead 5 Yes, Heated 6 2 $602.00
Fun In The Sun - 302 62nd St Yes, Heated 6 3 $1,425.00
Grande Haven-804 No Shore Dr. Yes, heated and spa 12 6 $3,003.00
Grant's View - 412 S Bay Blvd No 6 2 $924.00
Gulf Breeze-203E 69th St Yes-Htdw/Spa&Tiki 16 6 $2,400.00
Gulf Place 14 6700 Gulf Dr Comm, heated 6 3 $1,347.00
Gulf Shores Unit 205 No 6 3 $1,400.00
Gulf View Townhomes Unit 4 Yes, Heated 6 2 $700.00
HaciendadelMar 765 NoShore Dr No 8 4 $3,500.00
Harmony House-779 Jacaranda Rd Yes, Heated 8 3 $1,435.00
Heavenly Holly-721 Holly Road Yes, heated + tub 6 3 $1,387.00
Heron - 706 Rose A Yes,shared heat/spa 4 2 $1,125.00
Heron Heaven-5613 Gulf No 8 2 $845.00
Heron-Dolphin 706 Rose Yes,heated w/spa 8 4 $2,250.00
Hidden Cove Unit 1 Yes, No Heat 4 2 $1,960.00
Hidden Cove Unit 2 Yes, No Heat 6 2 $1,295.00
Hidden Cove Unit 3 Yes, No Heat 4 2 $1,295.00
Hidden Cove Unit 6 Yes, No Heat 4 2 $1,295.00
Hideaway - 304 74th St Yes, heated chlorine 6 2 $900.00
Holly Hideaway-730 Holly Road Yes, heated 4 2 $1,050.00
Holly Jewel-727 Holly Road None 6 3 $1,243.00
HoneyWood House 243 Willow Yes,heated & spa 8 3 $1,750.00
Island Jewel-632 Emerald Lane Yes, Heated, Caged 8 3 $1,295.00
Island Livin' 516 68th ST Yes,caged & heated 8 4 $1,680.00
Island Oasis - 111 81st St Yes heated and spa 12 5 $2,535.00
Island Pearl - 204 76th St Yes heated & spa 8 4 $1,687.00
Island Time 309 62nd St Yes, heated 8 3 $999.00
Jackie's Cottage-209 N Harbor Yes, Solar Heated 8 4 $1,400.00
Katie's Beach Bungalow Yes, heat $150 6 2 $1,300.00
Key Lime Cottage East-204 73rd Yes, heated 6 3 $1,425.00
Key Lime Cottage West-202 73rd Yes, heated 6 3 $1,425.00
Key Lime Cottages 202-204 73rd 2 pools, heated 12 6 $2,850.00
L'Plage 6420 Gulf Dr Unit 3 Yes, heated and spa 8 3 $2,750.00
La Casa Denton Yes, Heated w/Spa 6 3 $1,960.00
La Casa LaMar Yes, Heated w/Spa 5 3 $3,200.00
La Casa Leann Yes, Heated w/Spa 6 3 $1,715.00
La Casa Marie Community w/spa 6 3 $2,100.00
La Casa O'Bar Yes, Heated w/Spa 6 3 $1,960.00
La Casa Poulos Yes, Heated w/spa 8 3 $1,715.00
La Casa Wendt Yes, Heated w/Spa 6 3 $2,205.00
LaMadeira 305 64th Unit A Yes, heated 6 3 $1,600.00
LaRaya-801 Jacaranda Yes, heated 6 3 $1,475.00
Lazy Daze 512 74th ST Yes, heated 6 3 $1,125.00
Le Paradis 727 Jacaranda Yes, heated 6 3 $1,475.00
Little Miss Magic-116 81st St Yes, heated 6 3 $1,425.00
Living The Dream 703 So Bay Yes, heated 8 4 $2,500.00
Long Board-131WWhite Htd Shared 9 3 $1,050.00
Mango Breeze - 141 50th St Yes, Heated 8 4 $1,575.00
Mango Tango - 145 50th St Yes, heated 12 4 $1,575.00
Mangrove Cottage-105 Mangrove Yes, Heated,Chlorine 5 2 $1,097.00
Manna-Tee Beach House-6301B Yes, Heated 8 3 $1,387.00
Maple Cottage-120 Maple No 8 3 $1,040.00
Marina Walk 396 unit 102 Yes, heated comm 6 3 $1,600.00
Minnie Cottage - 125 47th St Yes, heated 8 3 $1,425.00
Misty Beach-5802 Imperiore Ave Yes, Heated 6 2 $1,000.00
Mon AMI Beach House 311 Pine Yes, heated & spa 8 3 $1,500.00
My Sisters Beach House Yes, heated and spa 10 5 $3,124.00
Nautilus 105 - 7100 Gulf Drive Community, heated 4 2 $602.00
Neolinda 305 64th B Yes,heated 6 3 $1,600.00
No Bad Days-7100 Holmes Yes, heated + spa 10 4 $1,981.00
North Beach Village 6313 Gulf Yes, Community 5 3 $875.00
North Beach Village Unit 27 Yes, Community 8 3 $875.00
North Beach Village Unit 40 Yes, Community 6 3 $875.00
North Beach Village Unit 50 Yes, Community 6 3 $875.00
North Beach Village Unit 55 Yes, Community 6 3 $910.00
North Beach Village Unit 63 Yes, Community 6 2 $788.00
North Beach Village Unit 67 Yes, Community 6 3 $875.00
North Beach Village Unit 68 Yes, Community 6 3 $875.00
North Beach Village Unit 69 Community, heated 6 3 $875.00
North Beach Village Unit 72 Yes, Community 6 3 $875.00
Old Bridge Village Yes, Heated 6 2 $1,715.00
Palm Cay Unit 8 3000 Gulf Dr Yes, heated 4 1 $735.00
Palm Gables - 106 36th St Yes, heated 6 3 $2,240.00
Palm Isle 3201 Yes, Heated 8 2 $900.00
Palm Isle 3203 Yes, Heated 6 2 $900.00
Palm Isle 3204 Yes, Heated 6 2 $750.00
Palm Isle 3206 Yes, Heated 4 2 $750.00
Palm Isle 3207 Yes, Heated 3 1 $749.00
Palm Isle 3208 Yes, Heated 6 2 $800.00
Palm Isle 3209 Yes, Heated 6 2 $950.00
Palm Isle 3210 Yes, Heated 4 1 $700.00
Palm Isle 3211 Yes, Heated 4 1 $805.00
Palm Isle 3215 Yes, Heated 4 1 $805.00
Palm Paradise 518 71st Yes, heated 6 3 $1,680.00
Paradise Pointe 411 Poinsettia Yes, heated & spa 8 3 $2,058.00
PBC 1279 Edgewater Circle Yes, heated comm 6 2 $735.00
PBC 901 Waterside Lane Yes, heated 6 2 $809.00
PBC 908 Waterside Lane Yes, Heated 4 2 $574.00
PBC 965 Sandpiper Circle Yes,community heated 4 2 $700.00
Peaceful Palms-7302 Palm Dr None 6 2 $525.00
Pelican Landing AMI-306 55th Yes heated 8 3 $1,600.00
Playa Casanas Family No 8 4 $2,080.00
Playa Casanas North-3222 Gulf No 6 2 $1,040.00
Playa Casanas South-3222 Gulf No 6 2 $1,040.00
Plum Cottage 322 64th St Yes, Heated 6 2 $945.00
Plum Cottage 324 64th St Yes, Heated 6 3 $1,387.00
Pretty Palms-203 Periwinkle Yes, heated 6 3 $1,425.00
Promise Kept 206 76 ST Yes, heated/spa salt 6 3 $1,425.00
Rest a Shore - 838 South Bay Yes, heated & spa 8 4 $3,400.00
Rest Assured 210 68th ST Yes,caged heated 8 3 $1,800.00
Runaway Bay Unit 256 Community, Heated 2 1 $551.00
Runaway Bay Unit 272 Comm, heated 6 2 $1,125.00
Runaway Bay Unit 279 Heated @ 85 all year 4 1 $525.00
Safari Suite - 1105 Gulf Dr S No 4 1 $560.00
Salt Shack at 3705 Gulf Dr A Yes, heated 7 3 $1,645.00
Sandy Pants - 133 White Ave Yes, Heated 5 2 $982.00
Sandy Pointe Unit 103 Yes, heated 4 2 $700.00
Sandy Pointe Unit 202 Yes, Comm & heated 4 2 $700.00
Sandy's Getaway-122 Peppertree No 8 3 $950.00
Sangria Sunrise 506 SoBay Blvd No 7 3 $1,388.00
Sapphire Beach House 302B 67th Yes, heated 8 3 $1,200.00
Sea 'Esta - 890 North Shore No 5 2 $805.00
Sea Glass - 126A 51st St Yes, Heated chlorine 8 3 $1,200.00
Sea la vie - 101 31st St No 6 2 $1,139.00
Sea Palm Cottage-3008 Avenue E No 6 3 $1,040.00
Sea Pirate Unit 2- 3303 Gulf Yes, Heated 4 2 $700.00
Sea Song No 6 2 $2,775.00
Sea's the Day - 207 Coconut Pool, Heated 6 2 $900.00
SeaBreeze Sands-202 38th Yes, Heated w/ Jets 6 3 $1,475.00
SeaShell-Sunsets-105 78th Yes heated & spa 10 4 $4,200.00
Serenity Now - 6820 Gulf Dr Condo, heated 6 2 $1,085.00
Shell House -215 Fir Ave Yes, heated 4 2 $1,004.00
Shore Birds-514 68th St Yes, heated 4 2 $805.00
Shoreline Terrace-901 NShore No 8 4 $2,170.00
Short Board-131EWhite Htd, shared pool 6 2 $900.00
South Beach Village 103 10th Comm, heated 6 3 $1,250.00
South Beach Village 111 10th Comm, heated 6 3 $1,000.00
South Beach Village 115 10th Comm, heated 6 3 $1,000.00
Southern Comfort on HolmesBlvd Yes, Heated 8 3 $1,387.00
Star Fish Cottage-209 Palm Ave No 6 2 $873.00
Starfish 6802 Marina Dr Yes, heated 6 3 $1,635.00
Starfish Beach Unit 1 Yes, Heated 6 2 $900.00
Starfish Beach Unit 2 Yes, Heated 4 2 $900.00
Starfish Beach Unit 3 Community heated 6 2 $900.00
Starfish Beach Unit 4 Yes, Heated 6 2 $900.00
Sugar Plum Hideaway East Yes, heated/shared 6 3 $1,400.00
Sugar Plum Hideaway West Yes,heated shared 6 3 $1,400.00
Summer Breeze at 313 61st St Yes, heated waterfal 10 4 $1,575.00
Sun Plaza West 204-5608 Gulf Yes, heated comm 4 2 $910.00
Sun Ray - 305B 65th St Yes, heated 4 2 $975.00
Sundance-744 North Shore Dr Yes, Heated 6 3 $1,680.00
Sunfish - 102 55th St Yes, Heated/Shared 6 3 $1,400.00
Sunfish - 104 55th St Yes, Heated/Shared 4 2 $1,200.00
Sunset Beach Unit 106 Yes, Heated 6 2 $1,085.00
Sunset Beach Unit 204 Yes, heated 4 2 $1,085.00
Sunset Glow 207-72nd St Yes, heated & spa 10 5 $2,732.00
Sunset Terrace Yes, heated comm 4 2 $1,120.00
Sunset Villa 3- 1001 Gulf Dr Yes, heated 6 2 $770.00
Sweet Home Anna Maria 4004 5th Yes, heated 9 4 $1,475.00
Sweet Retreat Cottage-748 NoSh Yes, heated 8 3 $1,475.00
Tarpon Key-308 55th St Yes,Heated & Spa 8 3 $1,687.00
The Oasis - 4002 6th Ave Yes, Heated 6 3 $900.00
The Seashell Cottage No 6 2 $1,050.00
Tiffany Place 213 Yes, Heated 4 2 $900.00
Time for the Sea 313 B 58th ST Yes,heated & spa 8 4 $1,400.00
Tina's Piece of Paradise Yes, heated 14 4 $1,475.00
Tortuga-212 81st St Yes, heated 6 3 $1,125.00
Tropical Oasis -208 71st St Yes, heated & spa 8 3 $1,246.00
Tropical Paradise 205 68th ST Yes, caged heated 6 3 $1,200.00
Turtle Cove East Yes, Heated/Shared 4 2 $800.00
Turtle Cove West Yes, Heated/Shared 4 2 $800.00
Turtle Nest - 305A 65th St Yes, heated 6 2 $975.00
Villa 1 - 301 Highland Ave 1 Yes, heated 4 1 $595.00
Villa 2 - 301 Highland Ave 2 Yes, heated 4 1 $595.00
Villa 3 - 301 Highland Ave 3 Yes, heated 4 1 $595.00
Villa 4 - 301 Highland Ave 4 Yes, heated 4 1 $595.00
Villa 5 - 301 Highland Ave 5 Yes, heated 6 2 $735.00
Vista Grande 1 - Sul Mare Yes, Heated 6 3 $3,143.00
Vitamin Sea 114 48th ST Yes, heated 10 4 $2,400.00
Water Colors 109 Palm Ave Yes, heated and spa 8 4 $3,325.00
Water's Edge 105 South Yes, heated 4 1 $1,400.00
Water's Edge 106 North Yes, Heated 6 2 $994.00
Water's Edge 205 South Yes, heated 4 1 $875.00
Water's Edge 209 North Yes, heated 6 2 $1,120.00
Water's Edge 209 South Yes, heated 4 2 $1,232.00
Waterfront Retreat 513 Loquat Yes, heated 14 6 $2,500.00
West Bay Point 12 Yes, Heated 4 2 $625.00
West Winds - 6828 Gulf Drive Yes, heated comm 4 2 $1,085.00
Willow Cottage - 108 Willow Yes, heated 8 3 $1,387.00
Windshore-206 B 73rd St Yes, Heated 7 3 $1,387.00
Wine Down 2907 Ave F Yes, heated & spa 10 4 $4,999.00
124 50th AMI Beach House Yes, heated & spa 14 6 $3,213.00
200 66th St W Yes, shared heated 6 3 $1,050.00
202 66th St E Yes,shared/heated 6 2 $900.00
202 78th Street No 6 2 $938.00
208 Periwinkle Plaza Yes, Heated 8 3 $1,400.00
21 Palms NA 8 3 $1,100.00
21 Palms A No 4 2 $483.00
21 Palms B No 4 1 $617.00
25 Seaside Court None 4 2 $630.00
3 Mermaids at 120 Oak Ave Yes,heated 8 4 $1,575.00
3 Oars 528 75th Street Yes, heated 8 4 $1,750.00
303A 61st St-West Winds Yes, heated 12 4 $1,350.00
303A-303B 61st St-Gulf Winds Yes - two heated 23 8 $2,700.00
303B 61st St-East Winds Yes, Heated 11 4 $1,350.00
305 B 62nd Street None 6 2 $700.00
306 B 56th St Yes, Heated 6 3 $1,425.00
411 63rd St None 4 2 $675.00
414 A Magnolia No 6 2 $700.00
414 B Magnolia Yes, Heated 6 2 $800.00
516 77th Street No 6 2 $805.00
5200 Gulf Dr Unit 401S Community,heated 4 2 $0.00
610 Hampshire Lane Yes, heated & spa 10 4 $1,400.00
611 Gulf Drive Yes. Comm. heated 4 2 $483.00
619 Rose - Dream Maker Yes, Heated salt 6 3 $2,520.00
620 Rose Street Heated Pool & Spa 7 3 $920.00
623 Ivanhoe Lane Yes, heated & caged 6 3 $1,400.00
6407 Gulf Dr, Upstairs Yes, Heated/Shared 6 2 $1,175.00
6407 Gulf Drive, Downstairs Yes, Heated/Shared 5 2 $900.00
671 Old Compass Rd LBK Yes,heated & spa 6 3 $1,225.00
7001 A Holmes Blvd Yes, heated 8 3 $1,425.00
7001 B Holmes Blvd Yes, heated 8 3 $1,425.00

Guest Testimonials

Renting was so easy. IRE was kind enough to allow us to re-book when we had a family emergency. Their helpfulness was truly...

-Dawn

Owner Testimonials

Three years ago, I listed my first rental property with Island Real Estate, since then I have listed an additional three...

-Brian View Property