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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
Katie's Beach Bungalow Yes, heat $150 6 2 $1,391.00
Key Lime Cottage East-204 73rd Yes, heated 6 3 $1,323.00
Key Lime Cottage West-202 73rd Yes, heated 6 3 $1,323.00
Key Lime Cottages 202-204 73rd 2 pools, heated 12 6 $3,557.00
La Casa Denton Yes, Heated w/Spa 6 3 $2,702.00
La Casa LaMar Yes, Heated w/Spa 5 3 $3,800.00
La Casa Leann Yes, Heated w/Spa 6 3 $2,500.00
La Casa Marie Community w/spa 6 3 $2,800.00
La Casa O'Bar Yes, Heated w/Spa 6 3 $3,054.00
La Casa Poulos Yes, Heated w/spa 8 3 $2,375.00
La Casa Wendt Yes, Heated w/Spa 6 3 $3,295.00
LaMadeira 305 64th Unit A Yes, heated 6 3 $2,487.00
LaRaya-801 Jacaranda Yes, heated 6 3 $2,065.00
Las Palmas-120 Park Avenue Yes, heated 6 3 $2,584.00
Lazy Daze 512 74th ST Yes, heated 6 3 $1,575.00
Little Miss Magic-116 81st St Yes, heated 6 3 $1,785.00
Living The Dream 703 So Bay Yes, heated 8 4 $3,000.00
Long Board-131WWhite Htd Shared 9 3 $1,813.00
Mango Breeze - 141 50th St Yes, Heated 8 4 $2,772.00
Mangrove Cottage-105 Mangrove Yes, Heated,Chlorine 5 2 $1,596.00
Manna-Tee Beach House-6301B Yes, Heated 8 3 $1,701.00
Maple Cottage-120 Maple No 8 3 $1,120.00
Minnie Cottage - 125 47th St Yes, heated 8 3 $2,043.00
Misty Beach-5802 Imperiore Ave Yes, Heated 4 2 $1,799.00
My Sisters Beach House Yes, heated and spa 12 5 $5,502.00
Nautilus 7100 Gulf 105 Community, heated 4 2 $850.00
Neolinda 305 64th B Yes,heated 6 3 $2,487.00
No Bad Days-7100 Holmes Yes, heated + spa 10 4 $2,657.00
North Beach Village Unit 27 Yes, Community 8 3 $1,225.00
North Beach Village Unit 40 Yes, Community 6 3 $1,225.00
North Beach Village Unit 50 Yes, Community 6 3 $1,225.00
North Beach Village Unit 55 Yes, Community 6 3 $1,225.00
North Beach Village Unit 58 Yes, Community 6 3 $1,225.00
North Beach Village Unit 63 Yes, Community 6 2 $1,205.00
North Beach Village Unit 67 Yes, Community 6 3 $1,225.00
North Beach Village Unit 72 Yes, Community 6 3 $1,225.00
North Shore Cottage-871 NShore No 8 3 $999.00
Old Bridge Village Yes, Heated 6 2 $1,250.00
Palm Cay Unit 8 3000 Gulf Dr Yes, heated 4 1 $980.00
Palm Gables - 106 36th St Yes, heated 6 3 $2,933.00
Palm Isle 3201 Yes, Heated 8 2 $1,365.00
Palm Isle 3203 Yes, Heated 8 2 $1,365.00
Palm Isle 3204 Yes, Heated 6 2 $1,155.00
Palm Isle 3205 Yes, Heated 2 1 $1,155.00
Palm Isle 3206 Yes, Heated 4 2 $1,155.00
Palm Isle 3207 Yes, Heated 3 1 $1,155.00
Palm Isle 3208 Yes, Heated 6 2 $1,244.00
Palm Isle 3209 Yes, Heated 6 2 $1,400.00
Palm Isle 3210 Yes, Heated 4 1 $1,155.00
Palm Isle 3211 Yes, Heated 2 1 $1,207.00
Palm Isle 3215 Yes, Heated 4 1 $1,207.00
Paradise Found-5802 DePalmas Yes 6 3 $1,779.00
Paradise Pointe 411 Poinsettia Yes, heated & spa 8 3 $2,345.00
PBC 944 Sandpiper Yes, Community 4 2 $653.00
Peaceful Palms-7302 Palm Dr None 6 2 $660.00
Pelican Landing AMI-306 55th Yes heated 8 3 $2,050.00
Pisces Playground-205 73rd St No 6 2 $960.00
Playa Casanas North-3222 Gulf No 6 2 $1,226.00
Playa Casanas South-3222 Gulf No 6 2 $1,226.00
Plum Cottage 322 64th St Yes, Heated 6 2 $1,154.00
Plum Cottage 324 64th St Yes, Heated 6 3 $1,401.00
Pretty Palms-203 Periwinkle Yes, heated 6 3 $1,995.00
Promise Kept 206 76 ST Yes, heated/spa salt 6 3 $1,400.00
Rest a Shore - 838 South Bay Yes, heated & spa 8 4 $3,273.00
Rest Assured 210 68th ST Yes,caged heated 8 3 $2,389.00
Runaway Bay Unit 256 Community, Heated 2 1 $700.00
Runaway Bay Unit 272 Comm, heated 6 2 $1,022.00
Runaway Bay Unit 279 Heated @ 85 all year 4 1 $649.00
Safari Suite - 1105 Gulf Dr S No 4 1 $880.00
Sand Dollar Cottage-738NShore 4 2 $713.00
Sandy Pants - 133 White Ave Yes, Heated 5 2 $1,622.00
Sandy Point Unit 202 Yes, Comm & heated 6 2 $810.00
Sandy Point Unit 206 Community heated 4 2 $1,127.00
Sandy Point Unit 208 Yes comm heated 6 2 $765.00
Sandy's Getaway-122 Peppertree No 9 3 $1,520.00
Sangria Sunrise 506 SoBay Blvd No 7 3 $1,479.00
Sea 'Esta - 890 North Shore No 6 2 $1,103.00
Sea Glass - 126A 51st St Yes, Heated chlorine 8 3 $1,901.00
Sea Grape Lane - 103 Seagrape No 6 2 $2,834.00
Sea la vie - 101 31st St No 6 2 $1,470.00
Sea Palm Cottage-3008 Avenue E No 7 3 $1,040.00
Sea Pirate Unit 2- 3303 Gulf Yes, Heated 4 2 $750.00
Sea's the Day - 207 Coconut Pool, Heated 6 2 $1,654.00
SeaBreeze Sands-202 38th Yes, Heated w/ Jets 6 3 $2,826.00
SeaDreams - 721 North Shore Dr No 10 4 $3,136.00
SeaShell-Sunsets-105 78th Yes heated & spa 10 4 $4,781.00
Serenity Now 6820 Gulf Dr. Condo, heated 6 2 $1,500.00
Shell House -215 Fir Ave Yes, heated 4 2 $1,622.00
Shore Birds-514 68th St Yes, heated 4 2 $875.00
Shoreline Terrace-901 NShore No 10 4 $2,945.00
Short Board-131EWhite Htd, shared pool 6 2 $1,197.00
South Beach Village 103 10th Comm, heated 6 3 $1,710.00
South Beach Village 111 10th Comm, heated 6 3 $1,610.00
South Beach Village 115 10th Comm, heated 6 3 $1,610.00
Southern Comfort on HolmesBlvd Yes, Heated 8 3 $1,701.00
Star Fish Cottage-209 Palm Ave No 6 2 $1,100.00
Starfish Beach Unit 1 Yes, Heated 6 2 $1,071.00
Starfish Beach Unit 2 Yes, Heated 4 2 $1,071.00
Starfish Beach Unit 3 Community heated 6 2 $1,071.00
Starfish Beach Unit 4 Yes, Heated 6 2 $1,071.00
Sugar Plum Hideaway East Yes, heated/shared 8 3 $2,000.00
Sugar Plum Hideaway West Yes,heated shared 8 3 $2,000.00
Summer Breeze at 313 61st St Yes, heated waterfal 10 4 $2,240.00
Sun Plaza West 204-5608 Gulf Yes, heated comm 4 2 $1,190.00
Sun Ray - 305B 65th St Yes, heated 4 2 $880.00
Sundance-744 North Shore Dr Yes, Heated 6 3 $2,541.00
Sunfish - 102 55th St Yes, Heated/Shared 6 3 $1,575.00
Sunfish - 104 55th St Yes, Heated/Shared 4 2 $1,400.00
Sunset Beach Unit 106 Yes, Heated 6 2 $1,483.00
Sunset Beach Unit 204 Yes, heated 4 2 $1,483.00
Sunset Glow 207-72nd St Yes,heated & spa 10 5 $4,900.00
Sunset Villa 3- 1001 Gulf Dr Yes, heated 6 2 $1,064.00
SunsetTerrace 206-2312 Gulf Dr Yes, heated comm 4 2 $1,372.00
Sweet Retreat Cottage-748 NoSh Yes, heated 8 3 $2,163.00
Tarpon Key-308 55th St Yes,Heated & Spa 8 3 $1,857.00
The Oasis - 4002 6th Ave Yes, Heated 6 3 $1,483.00
The Palms - 810 NShore Dr No 10 5 $1,700.00
The Seashell Cottage No 6 2 $959.00
Tiffany Place 213 Yes, Heated 4 2 $865.00
Tina's Piece of Paradise Yes, heated 14 4 $3,066.00
Tortuga-212 81st St Yes, heated 6 3 $1,669.00
Tropical Oasis -208 71st St Yes, heated & spa 8 3 $2,090.00
Tropical Paradise 205 68th ST Yes, caged heated 6 3 $1,801.00
Turtle Cove East Yes, Heated/Shared 4 2 $742.00
Turtle Cove West Yes, Heated/Shared 4 2 $742.00
Turtle Nest - 305A 65th St Yes, heated 4 2 $880.00
Vista Grande 1 - Sul Mare Yes, Heated 6 3 $4,893.00
Water Colors 109 Palm Ave Yes, heated and spa 10 4 $4,725.00
Water's Edge 103 North Yes, heated 6 2 $1,300.00
Water's Edge 105 South Yes, heated 4 1 $1,400.00
Water's Edge 106 North Yes, Heated 6 2 $1,300.00
Water's Edge 205 South Yes, heated 4 1 $1,295.00
Water's Edge 209 North Yes, heated 6 2 $1,680.00
Water's Edge 209 South Yes, heated 4 2 $1,764.00
West Bay Cove 214 Yes, Two heated 4 1 $0.00
West Bay Point 12 Yes, Heated 4 2 $625.00
Willow Cottage - 108 Willow Yes, heated 8 3 $2,409.00
Wind Song-114 48th ST Yes, heated 8 4 $4,248.00
Windshore-206 B 73rd St Yes, Heated 7 3 $1,701.00
124 50th AMI Beach House Yes, heated & spa 14 5 $4,781.00
200 66th St W Yes, shared heated 6 3 $1,512.00
200-202 66th St House Yes, heated 12 5 $2,541.00
202 66th St E Yes,shared/heated 6 2 $1,029.00
202 78th Street No 6 2 $960.00
208 Periwinkle Plaza Yes, Heated 8 3 $1,890.00
25 Seaside Court None 4 2 $840.00
3 Mermaids at 120 Oak Ave Yes,heated 8 4 $2,275.00
303A 61st St-West Wind Yes, heated 12 4 $2,240.00
303Aand303B 61st St-Gulf Winds Yes - two heated 23 8 $4,480.00
303B 61st St-East Wind Yes, Heated 11 4 $2,240.00
305 B 62nd Street None 6 2 $720.00
306 B 56th St Yes, Heated 6 3 $1,669.00
316 Hardin A No 4 2 $756.00
316 Hardin Ave NA 8 3 $1,430.00
316 Hardin B No 4 1 $672.00
4004 5th Ave Yes, heated 9 4 $1,925.00
405 Spring Ave - Peony House None 10 4 $1,260.00
408 80th Street Yes, Heated 6 2 $906.00
411 63rd St None 4 2 $672.00
414 A Magnolia No 6 2 $880.00
414 B Magnolia Yes, Heated 6 2 $1,026.00
506 Key Royale Drive Yes, Heated/Caged 6 3 $1,273.00
5200 Gulf Dr Unit 401S Community,heated 4 2 $0.00
619 Rose - Dream Maker Yes, Heated salt 6 3 $2,835.00
620 Rose Street No 7 3 $1,200.00
623 Ivanhoe Lane Yes, heated & caged 6 3 $1,792.00
6300 Flotilla Dr Unit 81 Comm heated 4 2 $750.00
6407 Gulf Dr, Upstairs Yes, Heated/Shared 6 2 $1,325.00
6407 Gulf Drive, Downstairs Yes, Heated/Shared 5 2 $1,025.00
7001 A Holmes Blvd Yes, heated 8 3 $1,622.00
7001 B Holmes Blvd Yes, heated 8 3 $1,622.00
901 Waterside Lane Yes, heated 6 2 $769.00
A Sassy Seahorse 264 Gladiolus Yes, heated & spa 6 2 $2,041.00
A Villa de la Playa-3603A 4th Yes, Heated w/Spa 6 3 $2,065.00
About a Mermaid 621 Emerald Ln Yes, heated 6 3 $1,512.00
All Decked Out-509 SoBay Blvd Yes, heated 10 5 $3,395.00
Allegria by the Sea-309 64thST Yes, heated 10 4 $2,835.00
Almost Gulf Front-203 69th St Yes-Htdw/Spa&Tiki 16 6 $4,690.00
Almost Heaven-205 72nd St Yes, heated 8 3 $1,393.00
Anna Maria AHHHH Yes - Heated w/Spa 6 2 $1,543.00
Anna Maria Island Club Unit 17 Yes, heated 4 2 $1,543.00
Anna Maria Island Club Unit 18 Yes, Heated w/Spa 6 2 $1,543.00
Anna Maria Island Club Unit 21 Yes, heated and spa 4 2 $1,900.00
Anna Maria Island Club Unit 27 Yes, heated and spa 4 2 $1,543.00
Anna Maria Island Club Unit 40 Yes, Heated w/Spa 4 2 $1,514.00
Anna Maria's Finest-231 Willow Yes, heated and spa 8 3 $2,345.00
Appletini - 308W 58th St Yes, heated, private 7 2 $1,622.00
Ariel's By The Sea 203E 75th Yes, heated 6 3 $1,700.00
Au Soleil - 717 Jacaranda Rd Yes,heat, spa heat 10 4 $2,487.00
Beach Blanket Bungalow-206Lake No 6 3 $0.00
Beach Escape 4105 5th Ave Yes, heated & spa 8 3 $1,925.00
Beach House on 5th Ave Yes, heated 8 3 $1,750.00
Beach House Resort 4 No, Large Spa 4 1 $870.00
Beach Retreat-208A 72nd St Yes, heated 8 4 $2,369.00
Beach View 5 - 3704 6th Ave Yes, Heated 6 2 $928.00
Beachcomber-3020 Ave F No 6 2 $1,813.00
Beachy Blue-129 52nd ST Yes, heated and spa 8 4 $4,500.00
Beachy Villa Vista-116 45th Yes, heated & spa 12 5 $4,690.00
Bella Vida 312B 61st St Yes, heated 8 3 $1,620.00
Bermuda Bay Club 12 - 1461 Community and Spa 6 3 $1,490.00
Bermuda Bay Club 24 - 1473 Yes, heated & spa 6 3 $1,417.00
Bermuda Bay Club 25 - 1435 Yes, comm and spa 8 3 $1,300.00
Bermuda Bay Club 26 - 1437 Yes, community. Spa 6 3 $1,302.00
Bikini Bottom-213 Periwinkle Yes, Heated, Spa 8 3 $1,785.00
Bimini Bay 4807 2nd Ave Yes, heated 10 4 $3,325.00
Blue Heron Beach House Yes, Heated 10 4 $2,532.00
Blue Lagoon 1 - Coquina Yes, Heated 4 1 $1,133.00
Blue Lagoon 2 - Sand Dollar Yes, Heated 6 2 $1,176.00
Blue Lagoon 3 - Egret Yes, Heated 6 2 $1,176.00
Blue Lagoon 4 - Loggerhead Yes, Heated 6 3 $1,470.00
Blue Lagoon 5 - Sandpiper Yes, Heated 6 2 $1,176.00
Blue Lagoon 6 - Osprey Yes, heated shared 4 2 $1,176.00
Blue Manatee Retreat-214 69th Yes, Heated 8 3 $1,795.00
Blue Waters-230 Willow Yes, heated + spa 8 4 $4,550.00
Blue Wave Villas-207E 75th St Yes, elec&solar 4 2 $1,272.00
Blue Wave Villas-207W 75th St Yes, elec&solar 4 2 $1,272.00
Bradenton Beach Club Yes, Heated 6 2 $1,687.00
Bungawillow - 116 Willow No 2 1 $1,099.00
Cabana - 104B 29th St No 3 1 $855.00
Captains House-208 Haverkos Yes, Heated 8 3 $1,120.00
Casa Bonita-230 Oak Avenue Yes, heated & spa 10 4 $5,502.00
Casa Calienta-217 Pine Ave Yes, heated 6 2 $2,800.00
Casa Campoamor 11107 Gulf Dr. None 6 3 $1,173.00
Casa di Rose-6250 Holmes Blvd Yes, Community 8 3 $1,225.00
Casa Morado-147 50th St Yes, heated & spa 10 4 $2,772.00
Casa Sierra 203 A 36th ST Yes, heated/shared 6 2 $1,064.00
Casa Varadero-619 Gladstone No, but large spa 8 4 $3,267.00
Catchin' Rays at 6801 Gulf Dr Yes, heated & spa 8 4 $2,734.00
Cayman Cay Unit 206-BeachBound Community, heated 4 2 $980.00
Cayman Cay Unit 207 Yes, Heated 4 2 $800.00
Coastal Sands-213 70th St Yes, heated/caged 8 3 $1,763.00
Coco Cabana 309 58th ST Unit A Yes, Heated 8 3 $1,700.00
Coquina Beach Club 205 Yes, Comm heated 4 2 $2,299.00
Coquina Sands - 100A 52nd St Yes, Spa ONLY Heated 6 3 $2,205.00
Coral Escape - 132 50th St Yes - Heated 14 6 $5,112.00
Coral Reef - 215 64th St Yes, Heated 10 5 $3,423.00
Dolphin - 706 Rose B Yes,shared heat& spa 4 2 $1,200.00
Dolphin Watch - 12108 Gulf Dr No 6 2 $2,038.00
Down by the Sea-268 Gladiolus Yes, heated, salt 6 3 $1,512.00
Fish House-231 Oak Ave Yes, heated & spa 8 3 $2,345.00
Flip Flops Forever-201 73rd St Yes heated 12 5 $2,461.00
Fountain Head 2 Community,heated 4 2 $847.00
Fountainhead 5 Yes, Heated 6 2 $880.00
Fun In The Sun - 302 62nd St Yes, Heated 6 3 $1,620.00
Garden Cottage-420 Spring Ave No 6 2 $999.00
Grande Haven-804 No Shore Dr. Yes, heated and spa 16 6 $5,775.00
Grant's View - 412 S Bay Blvd No 6 2 $1,479.00
Gulf Breeze-203E 69th St Yes-Htdw/Spa&Tiki 16 6 $4,690.00
Gulf Place 14 6700 Gulf Dr Comm, heated 6 3 $1,543.00
Gulf Shores Unit 203 No 6 3 $1,280.00
Gulf Shores Unit 205 No 8 3 $1,280.00
Gulf View Townhomes Unit 4 Yes, Heated 7 2 $1,020.00
Gulfpath - 104A 29th St No 8 3 $1,323.00
Hang 10-120 White Ave Yes, pool and spa 12 4 $3,000.00
Harmony House-779 Jacaranda Rd Yes, Heated 8 3 $1,719.00
Heavenly Holly-721 Holly Road Yes, heated + tub 6 3 $1,890.00
Heron - 706 Rose A Yes,shared heat/spa 4 2 $1,200.00
Heron Heaven-5613 Gulf No 8 2 $1,015.00
Heron-Dolphin 706 Rose Yes,heated w/spa 8 4 $2,400.00
Hidden Cove Unit 1 Yes, No Heat 4 2 $2,205.00
Hidden Cove Unit 2 Yes, No Heat 6 2 $1,817.00
Hidden Cove Unit 3 Yes, No Heat 4 2 $1,817.00
Hidden Cove Unit 6 Yes, No Heat 4 2 $1,817.00
Hideaway - 304 74th St Yes, heated chlorine 6 2 $1,190.00
Holly Hideaway-730 Holly Road Yes, heated 4 2 $1,485.00
Holly Jewel-727 Holly Road None 6 3 $1,707.00
HoneyWood House 243 Willow Yes,heated & spa 8 3 $2,625.00
Imperial House D-23 Yes. Comm. heated 4 2 $466.00
Island Jewel-632 Emerald Lane Yes, Heated, Caged 8 3 $1,592.00
Island Oasis - 111 81st St Yes heated and spa 12 5 $5,112.00
Island Pearl - 204 76th St Yes heated & spa 8 4 $2,345.00
Island Waterfront Retreat-6500 Comm, heated 6 2 $933.00
Jackie's Cottage-209 N Harbor Yes, Solar Heated 8 4 $1,995.00

Guest Testimonials

Your office was very customer oriented. Thank you for treating us so well! ...

-Erin

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