- Arbomar
- Banyan Bay Club
- Bay Harbour
- Bay Isles
- Bay Isles, Harbour Oaks
- Bayport Beach & Tennis Club
- Beach Castle Resort
- Beachcomber
- Beachcomber II
- Beachplace
- Cabana Beach Club
- Casa del Mar
- Castillian
- Cedars Tennis Resort
- Cedars West
- Club Longboat
- Covert II
- Covert III
- Diplomat
- Fairway Bay
- Grand Bay
- Inn on the Beach
- Islander Club
- La Playa
- Longbeach Condominiums
- Longboat Arms
- Longboat Bay Club
- Longboat Harbour
- Longboat Harbour Towers
- Longboat Key Club
- Longboat Key Towers
- Longboat Key Yacht & Tennis Mark I
- Longboat Key Yacht & Tennis Mark II
- Longboat Landing
- Longboat Terrace
- Neptune
- Outrigger Resort
- Pelican Harbour
- Pierre
- Portobello
- Private Homes
- Private Homes, Cannons By The Sea
- Private Homes, Conrad Beach
- Private Homes, Country Club Shores
- Private Homes, Hideaway Bay
- Private Homes, Laguna Yacht Village
- Private Homes, Longbeach Village
- Private Homes, Sleepy Lagoon
- Private Homes, Triton Cove
- Private Homes, Twin Shores
- Privateer
- Promenade
- Salty Acres
- Sand Cay Beach
- Sea Club I
- Sea Grape Inn
- Sea Oats
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Longboat Key Vacation Rentals Show this location only Back to top
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Outrigger #5
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190693ha
$143 per night
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Cedars East #844
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252774ha
$88 - $275 per night
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Islander Club #23n
2BR/2BA
–
Sleeps 5
– Other Longboat Key Properties #3231121ha
$167 - $177 per night
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Portobello #106
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190700ha
$100 - $200 per night
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Outrigger #8
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190696ha
$143 - $214 per night
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Pelican Harbour #Mh1
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3190735ha
$72 - $145 per night
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Covert II #206
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3252784ha
$83 - $177 per night
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Cedars East #834
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252770ha
$88 - $279 per night
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Silver Sands #232
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190749ha
$135 - $235 per night
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Cedars East #849
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252778ha
$97 - $275 per night
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Cedars East #822
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252768ha
$107 - $157 per night
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Silver Sands #234
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190751ha
$135 - $235 per night
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Cedars East #860
2BR/2.5BA
–
Sleeps 4
– Other Longboat Key Properties #3252780ha
$103 - $150 per night
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Compass to Paradise Home
3BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3487004ha
$103 - $286 per night
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Paradise Found Home
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3190732ha
$180 - $314 per night
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Endless Summer
3BR/3BA
–
Sleeps 9
– Other Longboat Key Properties #3201838ha
$155 - $429 per night
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Cedars East #842
2BR/2.5BA
–
Sleeps 4
– Other Longboat Key Properties #3252772ha
$103 per night
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Outrigger #1
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190691ha
$143 - $214 per night
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Portobello #204
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3231129ha
$93 - $190 per night
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Mark II #301
3BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3240682ha
$143 - $233 per night
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Northshore Home
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3252792ha
$117 - $217 per night
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Cedars East #840
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252771ha
$103 - $146 per night
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Cedars East #847
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252776ha
$87 - $246 per night
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Whitney Beach #322
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3252808ha
$117 per night
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Silver Sands #255
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190783ha
$175 - $295 per night
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Silver Sands #242
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190760ha
$175 - $295 per night
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Seaside Paradise
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3190800ha
$150 - $240 per night
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Silver Sands #239
2BR/1BA
–
Sleeps 6
– Other Longboat Key Properties #3190755ha
$205 - $350 per night
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Silver Sands #255a
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190784ha
$125 - $170 per night
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Whitney Beach #316
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3252807ha
$117 - $183 per night
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Sea Grape Home
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3252796ha
$80 - $127 per night
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Whitney Beach #315
2BR/2BA
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Sleeps 5
– Other Longboat Key Properties #3252806ha
$117 - $183 per night
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Silver Sands #253
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190779ha
$175 - $295 per night
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Silver Sands #250
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190774ha
$205 - $345 per night
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Sea Twig #201
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3190810ha
$6896 - $7500 per month 28-30 night min stay
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The Beach on Longboat Key #105
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190892ha
$155 - $175 per night
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Villas of Avignon #102
3BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3191011ha
$120 - $217 per night
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Whitney Beach #142
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3252803ha
$66 - $150 per night
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Silver Sands #240
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190756ha
$205 - $345 per night
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Villas of Avignon #103
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3191012ha
$87 - $183 per night
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Silver Sands #251a
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190776ha
$125 - $170 per night
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St. Judes 707 #3
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3252795ha
$53 - $132 per night
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The Beach on Longboat Key #106
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190893ha
$155 - $175 per night
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Sea Twig #101
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3195257ha
$97 - $183 per night
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Silver Sands #246
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190768ha
$175 - $295 per night
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Villas of Avignon #203
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231135ha
$133 - $200 per night
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Whitney Beach #328
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3252809ha
$117 - $183 per night
- 6350 Apartment West 2BR/2BA – Sleeps 4 – Other Longboat Key Properties #3231106ha
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Beach Castle Resort #21
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231111ha
$150 - $295 per night
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Beach Castle Resort #1
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231107ha
$200 - $395 per night
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Cabana Beach Club #11
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190620ha
$100 - $165 per night
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Beach Castle Resort #12
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231109ha
$150 - $295 per night
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Christensen Home
3BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190634ha
$107 - $246 per night
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Covert II #406
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3244179ha
$83 - $160 per night
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Cedars East #817
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252765ha
$117 - $164 per night
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Cedars East #862
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252781ha
$87 - $275 per night
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Beach Castle Resort #22
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231112ha
$150 - $295 per night
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Beach Castle Resort #27
3BR/3BA
–
Sleeps 7
– Other Longboat Key Properties #3231113ha
$218 - $425 per night
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Cabana Beach Club #8
1BR/1BA
–
Sleeps 5
– Other Longboat Key Properties #3190628ha
$107 - $150 per night
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Beach Castle Resort #11
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231108ha
$150 - $295 per night
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Silver Sands #233
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190750ha
$135 - $235 per night
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Pelican Harbour #402
3BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3231131ha
$130 - $237 per night
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Outrigger #7
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190695ha
$143 - $177 per night
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Linley Marker Cottage
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3252788ha
$73 - $171 per night
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Silver Sands #236
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190752ha
$135 - $235 per night
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Silver Sands #241
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190757ha
$175 - $295 per night
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Silver Sands #237
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190753ha
$125 - $170 per night
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Silver Sands #241a
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190758ha
$125 - $170 per night
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Silver Sands #243
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190761ha
$175 - $295 per night
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Silver Sands #241s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190759ha
$230 - $395 per night
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Silver Sands #243a
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190762ha
$125 - $170 per night
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Silver Sands #243s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190763ha
$230 - $395 per night
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Silver Sands #252
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190778ha
$175 - $295 per night
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Silver Sands #255s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190785ha
$230 - $395 per night
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Silver Sands #259
2BR/1.5BA
–
Sleeps 6
– Other Longboat Key Properties #3190791ha
$250 - $415 per night
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The Beach on Longboat Key #225
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190899ha
$170 - $215 per night
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Silver Sands #245a
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190766ha
$125 - $170 per night
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The Beach on Longboat Key #221
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190895ha
$225 - $325 per night
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Silver Sands #248
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190772ha
$175 - $295 per night
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The Shore
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3190805ha
$67 - $197 per night
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The Beach on Longboat Key #102
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190889ha
$155 - $175 per night
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Silver Sands #247s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190771ha
$230 - $395 per night
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Silver Sands #253s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190781ha
$230 - $395 per night
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Turtle Crawl Inn #501
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190915ha
$140 - $185 per night
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The Beach on Longboat Key #101
1BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190888ha
$190 - $265 per night
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Silver Sands #244
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190764ha
$175 - $295 per night
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Silver Sands #251s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190777ha
$230 - $395 per night
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The Beach on Longboat Key #103
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190890ha
$155 - $175 per night
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Silver Sands #245
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190765ha
$175 - $295 per night
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Silver Sands #247
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190769ha
$175 - $295 per night
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Silver Sands #247a
1BR/1BA
–
Sleeps 2
– Other Longboat Key Properties #3190770ha
$125 - $170 per night
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Silver Sands #254
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190782ha
$175 - $295 per night
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Silver Sands #251
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190775ha
$175 - $295 per night
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Silver Sands #258
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190790ha
$175 - $295 per night
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Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views! 5BR/4.5BA – Sleeps 10 – Other Longboat Key Properties #247100ha
Special offer $1000 off Weekly Rental Bookings!
Aug 25, 2013 to Dec 15, 2013
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Pet Friendly -- Available for the Season (See Description)
2BR/1BA
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Sleeps 6
– Other Longboat Key Properties #285610ha
$125 per night 2 night min stay
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Longboat Key Florida Paradise Vacation Home
3BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #242345ha
$260 - $300 per night 14 night min stay
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Tropical Retreat with Beach and Park Access -
2BR/1.5BA
–
Sleeps 4
– Bay Isles #129259ha
$945 per week 7 night min stay
- Longboat Key Bay-Front Condo with Available Dock Space 1BR/2BA – Sleeps 4 – Other Longboat Key Properties #125721ha
- Deluxe Beachfront Townhome with Pool 3BR/2.5BA – Sleeps 8 – Other Longboat Key Properties #247593ha
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Outrigger #5
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190693ha
Overview of Longboat Key Vacation Rentals
Enjoy Stunning Beauty with Longboat Key Vacation Rentals
Stunning beaches and golden sunsets await you when you enjoy Longboat Key vacation rentals. There is so much to do and see. Visit the snow white sands of Coquina Beach, which has free parking and public access or visit the only undeveloped beach in the 32 acres of Joan Durante Park, where you can watch birds or travel down one of the many nature trails. If you enjoy fishing then visit New Pass where you can take part in saltwater fishing or just enjoying one of the beautiful sunsets as you sit on the soft sand.
Catch Up on Cultural Activities with Longboat Key Condos
You don't have to miss out on culture and cultural activities when you visit Longboat Key condos. There are many art galleries, museums and entertainment such as ballet and opera. Visit Wyland Galleries or Exit Art in Sarasota, just a short drive away. Experience Circus Sarasota, the Sarasota Ballet of Florida or the Sarasota Opera. You can even enjoy dinner theater at Golden Apple Dinner Theater or take in a movie at Regal 20 Cinema Movielines.
Savor Local Cuisine with Southwest Florida Beach Rentals
Southwest Florida has plenty to offer when it comes to local cuisine and fine dining. You can enjoy a mouth watering dinner at the Lazy Lobster or dine dockside at Mar Vista Dockside Restaurant and Pub. If it's world class cuisine you're after then try out Maison Blanche Restaurant with unbelievable French food or Euphemia Haye Restaurant where they serve American, Continental and International dishes. If you and your family enjoy a home-cooked meal, why not try out a charter boat with deep-sea fishing so you can serve it right in your condo? Southwest Florida beach rentals allow you to experience all of the many flavors of Florida.