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3,034 apartments
LaPlaya 109A
Florida / Longboat Key
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Ask about children
Map
Price per night from
$311
Price per night from
$311
Charming Beach House in Longboat Key/ pool/pet/dock
Florida / Longboat Key
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0.02 mi
- Swimming pool
Map
Price per night from
$263
Price per night from
$263
Beautiful Private condo on the beach
Florida / Longboat Key
2 6 14 nights min
- 2 bedrooms
- sleeps 6
- 14 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$230
Responds fast!
avg. 1 hour 58 minutes
Price per night from
$230
Spacious Gulf Front beach condo on Longboat Key
Florida / Longboat Key
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Map
Price per night from
$227
Price per night from
$227
Las Hermanas/Starfish #3 Beach front Longboat Key
Florida / Longboat Key
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Ask about children
Map
Price per night from
$164
Responds fast!
avg. 2 hours 56 minutes
Price per night from
$164
Longboat Key Condo w/ Pool Access- Walk to Bay!
Florida / Longboat Key
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$229
Responds fast!
avg. 10 minutes
Price per night from
$229
Beachfront Condo on the Beautiful Gulf of Mexico
Florida / Longboat Key
2 4 4 nights min
- 2 bedrooms
- sleeps 4
- 4 nights min
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Child Friendly
Map
Price per night from
$344
Responds fast!
avg. 1 hour 59 minutes
Price per night from
$344
Longboat Key Retreat
Florida / Longboat Key
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Map
Price per night from
$148
Price per night from
$148
Longboat Key: Dolphins & Sunsets
Florida / Longboat Key
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Nearest beach 0.5 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$412
Responds fast!
avg. 43 minutes
Price per night from
$412
Outrigger Resort unit #3
Florida / Longboat Key
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Map
Price per night from
$246
Price per night from
$246
Little Gull Cottages
Florida / Longboat Key
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$144
Price per night from
$144
Las Hermanas/Starfish #2 Beachfront Longboat Key
Florida / Longboat Key
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Ask about children
Map
Price per night from
$163
Responds fast!
avg. 2 hours 56 minutes
Price per night from
$163
Gulf of Mexico Paradise
Florida / Longboat Key
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0.16 mi
- Swimming pool
Map
Price per night from
$164
Responds fast!
avg. 3 hours 54 minutes
Price per night from
$164
Longboat Key Gulf-front 2 BR/2 BA, amazing views
Florida / Longboat Key
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$313
Price per night from
$313
Beachfront Longboat Key Studio #1
Florida / Longboat Key
4 7 nights min
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Ask about children
Map
Price per night from
$142
Responds fast!
avg. 2 hours 56 minutes
Price per night from
$142
Renovated Beachfront Condo with Spectacular Ocean View unit 403
Florida / Longboat Key
1 6 2 nights min
- 1 bedroom
- sleeps 6
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$204
Price per night from
$204
Beachfront Unit 4, Cozy Getaway for two
Florida / Longboat Key
2 7 nights min
- sleeps 2
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0 mi
- Child Friendly
Map
Price per night from
$130
Responds fast!
avg. 2 hours 56 minutes
Price per night from
$130
Two Story Condo on the Gulf of Mexico
Florida / Longboat Key
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$541
Price per night from
$541
55+ Community with pool and club house
Florida / Longboat Key
2 6 90 nights min
- 2 bedrooms
- sleeps 6
- 90 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$81
Price per night from
$81
30% off Designer Villa on canal next to secluded beach
Florida / Longboat Key
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Nearest beach 3 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$167
Price per night from
$167
225* BEACH FRONT APARTMENT *
Florida / Longboat Key
1 3 min stay varies
- 1 bedroom
- sleeps 3
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$160
Responds fast!
avg. 2 hours 30 minutes
Price per night from
$160
Steps to the Sand! Longboat Key 2 Bed 2 & 1/2 Bath Gulf Front Condo with Den.
Florida / Longboat Key
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$306
Responds fast!
avg. 3 hours 30 minutes
Price per night from
$306
~ The Beach on Longboat Key ~ * OCEAN FRONT DLX STUDIO - SPECIAL *
Florida / Longboat Key
Studio 3 min stay varies
- Studio
- sleeps 3
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$148
Responds fast!
avg. 2 hours 30 minutes
Price per night from
$148
761 Penfield
Florida / Longboat Key
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
Map
Price per night from
$267
Price per night from
$267
LaPlaya 201C
Florida / Longboat Key
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Ask about children
Map
Price per night from
$415
Price per night from
$415
Beautiful Gulf Front, Newly Renovated #319 Sand Cay on Longboat Key, Sarasota
Florida / Longboat Key
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$282
Price per night from
$282
STUDIO - DIRECT BEACH FRONT CONDO
Florida / Longboat Key
1 3 min stay varies
- 1 bedroom
- sleeps 3
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$149
Responds fast!
avg. 2 hours 30 minutes
Price per night from
$149
Private Bungalow on Canal a block from Beach
Florida / Longboat Key
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$165
Responds fast!
avg. 1 hour 34 minutes
Price per night from
$165
Newly renovated 2/2 w/ private beach access!
Florida / Longboat Key
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$122
Price per night from
$122
LaPlaya 104E
Florida / Longboat Key
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Ask about children
Map
Price per night from
$220
Price per night from
$220
1 BEDROOM ON THE BEACH ,LAST MINUTE CANCELATION DISCOUNTED RATES FOR JAN/FEB
Florida / Longboat Key
1 4 3 nights min
- 1 bedroom
- sleeps 4
- 3 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$150
Price per night from
$150
Amazing views of the Gulf and beach from your own balcony unit 301
Florida / Longboat Key
1 6 2 nights min
- 1 bedroom
- sleeps 6
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$205
Price per night from
$205
Paradise Cottage at Longboat Key
Florida / Longboat Key
3 7 min stay varies
- 3 bedrooms
- sleeps 7
- min stay varies
- Car not necessary
- Pet Friendly
Map
Price per night from
$229
Price per night from
$229
Florida Ocean Front Condo April 13-20, 2019
Florida / Longboat Key
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$493
Responds fast!
avg. 43 minutes
Price per night from
$493
Beach Front 1 Bedroom Condo on Gulf of Mexico #10
Florida / Longboat Key
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Ask about children
Map
Price per night from
$182
Price per night from
$182
Honeysuckle Cottage in North Village of Longboat Key, Fla
Florida / Longboat Key
1 4 3 nights min
- 1 bedroom
- sleeps 4
- 3 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$108
Responds fast!
avg. 2 hours 11 minutes
Price per night from
$108
Village of Longboat Key, 1 BR & 1 BA Comfortable Cottage Very Clean
Florida / Longboat Key
1 4 3 nights min
- 1 bedroom
- sleeps 4
- 3 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$121
Responds fast!
avg. 2 hours 11 minutes
Price per night from
$121
Zilli Ocean Front 101
Florida / Longboat Key
1 6 7 nights min
- 1 bedroom
- sleeps 6
- 7 nights min
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$224
Price per night from
$224
About Longboat Key
With warm weather year-round and some of the best beaches in the region, Longboat Key has become one of the premiere vacation destinations in the Florida area. Longboat Key has several major festivals and events held throughout the year, so try to plan your trip around one of them. Some of the major events in the area include the St. Armand's Circle Art Festival, held in late January; the Say I Do Again Festival on Valentine's Day, where couples can renew their vows on Siesta Public Beach; and the Siesta Fiesta, an annual arts and crafts fair held in early May.
While you're on vacation in the Longboat Key area, be sure to make time for some of these main attractions and destinations:
- Sarasota Jungle Gardens: There are five shows at the gardens that feature both animals and rare plants.
- Historic Palm Avenue: This is known as downtown Sarasota's "Best Walk in Town."
- Bolletieri Tennis Academy: Located in nearby Bradenton, see the academy where champions like Andre Agassi and Monica Seles got their start.
- Go shopping: St. Armand's Circle has a huge selection of unique shops and fine dining.
- Catch a baseball game: If you're in the area during the spring, the Baltimore Orioles train in nearby Sarasota.
- Historic Spanish Point: Take a guided tour here and learn more about the history of Southwest Florida.
No matter what time of year you visit, you'll be able to find a vacation rental in Longboat Key to suit your needs. In addition to villa rentals with all the amenities and comforts of home, you can also book a beachfront condo rental with white sand beaches right outside your door.
There are also several excellent day-trip options from Longboat Key. Tampa is a short drive via I-75 North. Disney World is also a short distance by car and offers an unforgettable experience for the whole family.
What is Certificate of Excellence?
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