- 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
- Sea Pines
- SeaHorse Beach Resort
- Seaplace
- Silver Sands
- Spanish Main Yacht Club
- Sutton Place
- Tangerine Bay Club
- The Beach
- The Sanctuary
- Tiffany Plaza
- Turtle Crawl Inn
- Villa Casuarina
- Villas of Avignon
- Westchester
- Whitney Beach
- Windward Bay
- 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
- Other Longboat Key Properties
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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Paradise Found Home
2BR/2BA
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Sleeps 4
– Other Longboat Key Properties #3190732ha
$180 - $314 per night
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Relaxing, Charming & Tropical Beach Retreat with Private Pool
2BR+/2BA
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Sleeps 4-8
– Private Homes #308831
$1450-$1850/wk - $4640-$5920/mo
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Beautiful Home with Pool On Bay / Boat Lift Available
2BR+/2.5BA
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Sleeps 4-6
– Private Homes, Sleepy Lagoon #196485
$320 per night 14 night min stay
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Old Florida, Private, Quiet, All the Modern Conveniences.
2BR+/1BA
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Sleeps 3-4
– Private Homes, Longbeach Village #361750
$800.00/wk
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Stunning Key West-Style Home on Longboat Key with Gulf Views
3BR+/3BA
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Sleeps 5-8
– Private Homes, Triton Cove #14033
$6650- $10,000/mo
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Amazing Oceanfront Condominium on Second Floor with Balcony
Studio/1BA
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Sleeps 2-3
– Diplomat #141858
$120 - $175 per night 2-7 night min stay
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Relaxing Small Resort on the Beach - Condo on Longboat Key
2BR+/2BA
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Sleeps 4-5
– Sand Cay Beach #242620
$980- $1650/wk
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Longboat Key Beachfront - Newly Updated with Prime Location
2BR+/2BA
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Sleeps 4-6
– Cedars West #320426
$2600-$3300/2 wks - $3500-$5400/mo
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Bay Front Condo-Free Boat Slip & Across Street from the Beach
2BR+/2BA
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Sleeps 8
– Longboat Key Yacht & Tennis Mark I #370463
"From $2,500- $4,200/mo"
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Remodeled Condo on Canal - Close to Beach!
1BR/1BA
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Sleeps 2-4
– Other Longboat Key Properties #252057
From $1100/2wks - $1800/month
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Beautiful Condo on Garden Level in Gulf-to-Bay Resort.
2BR+/2BA
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Sleeps 4-6
– Banyan Bay Club #430991
$2400 - $3600 per month
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Panoramic View of Gulf of Mexico Private Beach
2BR+/2BA
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Sleeps 2-6
– Arbomar #255709
$3500- $5500/mo
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Beautiful Beachfront Retreat on Longboat Key
3BR/2BA
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Sleeps 6
– Covert III #266788
$1400-$1500/wk - $5600-$6000/mo
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Beautifully Renovated Villa - Steps from Beach & Pool
1BR+/1BA
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Sleeps 2-4
– Whitney Beach #46059
$2000- $3200/mo
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Just Steps Away from the Gulf & Bay
3BR/2BA
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Sleeps 7
– Private Homes #64692
$1,050-$1,600/wk - $3230-$4930/mo
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Condo with Own Beautiful Beach. Great Reductions Great Reviews See June/Special
2BR+/2BA
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Sleeps 4-5
– Sand Cay Beach #207443
$798- $1547/wk
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Steps from the Beach & Bay - Beautiful Whitney Beach Villa
2BR+/2BA
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Sleeps 4-6
– Whitney Beach #55302
$2200- $3500/mo
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1st Floor Unit Steps from the Beach. No Need to Climb Stairs
Studio+/1BA
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Sleeps 4-5
– Diplomat #160494
$113-$185/nt - $649- $1160/wk
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Luxurious Longboat Vacation Home W/ Gorgeous View- Walk to Beach
5BR/5.5BA
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Sleeps 10
– Private Homes, Sleepy Lagoon #373016
$3,800- $3,900/wk
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Relaxing Updated Cottage with New Private Hot Tub ~ Pet Friendly!
1BR/1BA
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Sleeps 2-3
– Private Homes #395073
$90- $105.00/nt
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Vacation Paradise Waterfront Home Walk to Beack Pool&Boat Dock
3BR/2BA
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Sleeps 5
– Other Longboat Key Properties #257978ha
$950 - $1125 per week 7-28 night min stay
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Charming Beach House Private Pool, Dock, Beach Access in Longboat Key
3BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3013714ha
$100 - $171 per night
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Can't Get Closer to the Beach Without Getting Your Feet Wet!
2BR/2BA
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Sleeps 4
– Covert III #401362
$1400/wk or $4500/mo
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Longboat Key Paradise on the Bay
3BR+/2BA
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Sleeps 4-6
– Longboat Landing #264212
$4800/mo
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Longboat Key Beach
2BR/2BA
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Sleeps 4
– Covert III #234425
$1050 per week 7 night min stay
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Up to 20% Discount 2013, Condo Directly on/View Sandy Beach
1BR+/1BA
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Sleeps 2-4
– Diplomat #296875
From $174/nt or $1096/wk
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Reduced $ Vacation on the White Sands of the Gulf of Mexico!
3BR+/3BA
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Sleeps 6-8
– Banyan Bay Club #377875
Jan-Apr $6950/month; May-Dec $4150/month
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Paradise on the Beach
2BR+/2BA
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Sleeps 6-7
– Sea Pines #255714
$5000- $6000/mo
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Fabulous Recently Updated Cedars Tennis Resort Townhouse
2BR/2.5BA
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Sleeps 4
– Cedars Tennis Resort #168178
$875 - $1500
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Beautiful Beach Front, 2/2 Newly Remodeled, Gorgeous Views
2BR/2BA
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Sleeps 2-4
– Longboat Terrace #474602
$5400 per month 30 night min stay
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The Ocean is Your Backyard!
2BR/2BA
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Sleeps 4
– Portobello #432766
$2500- 5800/Monthly rental only
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Elevator Equipped Luxury Canalfront Home Short Stroll to Beach
3BR+/4BA
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Sleeps 6-10
– Private Homes #171511
$2500- $3500/wk
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Longboat Key Vacation Get Away
2BR/2BA
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Sleeps 4
– Longboat Harbour Towers #381462
$5,500/Month US
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Welcoming, Comfortable 2-Bed, 2-Bath, Recently Updated
2BR/2BA
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Sleeps 4
– Beachplace #475939
$1225 - $1260 per week 7-10 night min stay
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Prestigious Canal Front Home with Private Pool and Hot Tub
3BR+/2.5BA
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Sleeps 6-10
– Bay Isles #318904
$4900- $6600/mo
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Direct Water View, Luxury 2 Bedroom, 2 Bath, Condominium
2BR+/2BA
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Sleeps 4-6
– Islander Club #317645
$4000- $5500/mo
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Whitney Beach: Legendary White Sand Beaches Are Calling You
1BR+/1BA
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Sleeps 2-4
– Whitney Beach #286463
$1700- $3100/mo
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Longboat Key Fl, Bayport Beach & Tennis Club
2BR+/2BA
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Sleeps 4-6
– Bayport Beach & Tennis Club #412128
1450- 4800/mo
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Beautiful Gulf Front Condo at
Sand Cay Resort
2BR/2BA
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Sleeps 4
– Sand Cay Beach #381362
$949.00 - $1550 PER WEEK
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Longboat Key Luxury Condo for Rent
3BR+/2BA
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Sleeps 6
– Other Longboat Key Properties #249621
$3000/2wks - $4000- $6000mo
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Updated Condo in Serene Setting with Beach and Bay Access
2BR+/2BA
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Sleeps 4-6
– Bayport Beach & Tennis Club #379348
From $1500/mo to $5000/mo
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Spring,Summer Fall Retrat Looking at Gulf of Mexico
2BR/2BA
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Sleeps 4-6
– Privateer #441625
open U.S dollars
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Have the Best of Both Worlds
2BR+/2BA
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Sleeps 4-6
– Bay Harbour #267039
$3000- $4000/mo
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Sea Grape Inn in Longboat Key
2BR/2BA
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Sleeps 2-6
– Sea Grape Inn #291276
From $177/night
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Beach Condo Directly on the Gulf of Mexico
2BR/2BA
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Sleeps 4
– Other Longboat Key Properties #3494747ha
$133 - $200 per night
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Gulf Front Condo (1st Floor), 2 Bed/Bathrooms, Heated Pool, Tennis
2BR/2BA
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Sleeps 4-6
– Longboat Key #3495801ha
$100 - $183 per night
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Longboat Key Paradise - Luxury Rental
3BR+/3BA
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Sleeps 8
– Private Homes #323467
$1500-$2300/wk - $5000-$6500/mo
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Direct Water View, Beach, Tasteful/Large W/Granite Kitchen & Fireplace
Studio/0BA
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Sleeps 6
– Fairway Bay #447102
2,500 to 6,000
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Cedars East #511
2BR/2.5BA
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Sleeps 6
– Other Longboat Key Properties #3252736ha
$67 - $214 per night
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Cabana Beach Club #7
2BR/2BA
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Sleeps 8
– Other Longboat Key Properties #3190627ha
$200 - $340 per night
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Christensen Home
3BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3190634ha
$107 - $246 per night
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Covert II #406
2BR/2BA
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Sleeps 4
– Other Longboat Key Properties #3244179ha
$83 - $160 per night
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Beach Castle Resort #15
2BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3244175ha
$150 - $295 per night
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Cabana Beach Club #11
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190620ha
$100 - $165 per night
- 6350 Apartment West 2BR/2BA – Sleeps 4 – Other Longboat Key Properties #3231106ha
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Cedars East #812
2BR/2.5BA
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Sleeps 6
– Other Longboat Key Properties #3252763ha
$103 - $261 per night
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Beach Castle Resort #18
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3240676ha
$114 - $225 per night
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Beach Castle Resort #22
2BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3231112ha
$150 - $295 per night
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Beach Castle Resort #21
2BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3231111ha
$150 - $295 per night
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Cedars East #802
2BR/2.5BA
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Sleeps 4-6
– Other Longboat Key Properties #3252758ha
$77 - $111 per night
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Cedars East #844
2BR/2.5BA
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Sleeps 6
– Other Longboat Key Properties #3252774ha
$88 - $275 per night
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Beach Castle Resort #3
2BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3231114ha
$200 - $395 per night
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Beach Castle Resort #24
1BR/1BA
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Sleeps 4-5
– Other Longboat Key Properties #3244178ha
$125 - $235 per night
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Cedars East #814
2BR/2.5BA
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Sleeps 6
– Other Longboat Key Properties #3252764ha
$107 - $286 per night
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Cedars East #624
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252751ha
$87 - $236 per night
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Beach Castle Resort #2
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3231110ha
$200 - $395 per night
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Beach Castle Resort #4
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3240677ha
$200 - $395 per night
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Cedars East #618
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252748ha
$93 - $246 per night
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Cedars East #620
2BR/2.5BA
–
Sleeps 6
– Other Longboat Key Properties #3252749ha
$77 - $218 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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Silver Sands #243
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190761ha
$175 - $295 per night
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Silver Sands #241s
2BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3190759ha
$230 - $395 per night
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Silver Sands #240
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190756ha
$205 - $345 per night
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Silver Sands #241a
1BR/1BA
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Sleeps 2
– Other Longboat Key Properties #3190758ha
$125 - $170 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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Silver Sands #243a
1BR/1BA
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Sleeps 2
– Other Longboat Key Properties #3190762ha
$125 - $170 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 #243s
2BR/2BA
–
Sleeps 6
– Other Longboat Key Properties #3190763ha
$230 - $395 per night
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Silver Sands #244
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190764ha
$175 - $295 per night
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Silver Sands #251a
1BR/1BA
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Sleeps 2
– Other Longboat Key Properties #3190776ha
$125 - $170 per night
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Silver Sands #246
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190768ha
$175 - $295 per night
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Silver Sands #247a
1BR/1BA
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Sleeps 2
– Other Longboat Key Properties #3190770ha
$125 - $170 per night
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Silver Sands #255s
2BR/2BA
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Sleeps 6
– Other Longboat Key Properties #3190785ha
$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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The Beach on Longboat Key #225
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190899ha
$170 - $215 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 #255
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190783ha
$175 - $295 per night
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Silver Sands #259
2BR/1.5BA
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Sleeps 6
– Other Longboat Key Properties #3190791ha
$250 - $415 per night
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Turtle Crawl Inn #204
1BR/1BA
–
Sleeps 6
– Other Longboat Key Properties #3190908ha
$150 - $195 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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Silver Sands #253
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190779ha
$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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The Beach on Longboat Key #224
1BR/1BA
–
Sleeps 4
– Other Longboat Key Properties #3190898ha
$155 - $175 per night
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Silver Sands #254
1BR/1BA
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Sleeps 4
– Other Longboat Key Properties #3190782ha
$175 - $295 per night
- 6350 Apartment East 2BR/2BA – Sleeps 4 – Other Longboat Key Properties #3231105ha
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Beachplace 7-102
2BR/2BA
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Sleeps 4
– Other Longboat Key Properties #3192320ha
$100 - $200 per night
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Beachplace 3-102
2BR/2BA
–
Sleeps 4
– Longboat Key #3193018ha
$87 - $203 per night
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Beachplace 9-102
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3195382ha
$100 - $175 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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Beachplace 7-404
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3190598ha
$100 - $210 per night
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Paradise Found Home
2BR/2BA
–
Sleeps 4
– Other Longboat Key Properties #3190732ha
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.