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761 Rentals In Longboat Key
United States
Florida
Manatee Area
Longboat Key
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Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Sea Grape Inn #7 - Beachfront Property
2
2.0
6
Longboat Key Florida Condo
From $562 per night
(USD)
Sea Grape Inn #5- Beachfront Property
2
2.0
6
Longboat Key Florida Condo
From $784 per night
(USD)
Sea Grape Inn #4- Beachfront Property
2
2.0
4
Longboat Key Florida Condo
From $566 per night
(USD)
Luxury Condo located on Beachfront Property
2
2.0
6
Longboat Key Florida Condo
From $358 per night
(USD)
Longboat Key Florida Condo. Walk to beach, bay & rsstaurants.
2
1.0
4
Longboat Key Florida Apartment
From $261 per night
(USD)
On the beach, Sunset view, Monthly rental 2B/2B Pool&Tennis
2
2.0
6
Longboat Key Florida Condo
From $291 per night
(USD)
Beachcomber unit 401
1
1.0
4
Longboat Key Florida Condo
From $320 per night
(USD)
Amazing Beachfront 2B/2B in Longboat Key
2
2.0
6
Longboat Key Florida Condo
From $188 per night
(USD)
1st Floor Home Away from Home - Steps to Beach - Pool
2
2.0
6
Longboat Key Florida Condo
From $254 per night
(USD)
2/2 Beachfront, VIEWS, Pool, Private Beach Access
2
2.0
4
Longboat Key Florida Condo
From $742 per night
(USD)
Exclusive Beach-Style Condo with great Gulf-View 🌅 Sand Cay 206, Longboat Key
2
2.0
6
Longboat Key Florida Condo
From $429 per night
(USD)
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
2
1.0
6
Longboat Key Florida Condo
From $419 per night
(USD)
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
2
2.0
6
Longboat Key Florida Condo
From $536 per night
(USD)
UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
3
2.0
6
Longboat Key Florida Private vacation home
From $361 per night
(USD)
Tennis Tranquility-Cedars East #519 by RVA
2
2.0
6
Longboat Key Florida Private vacation home
From $305 per night
(USD)
End-Unit Beach Villa w Stunning Views–Spacious 2BR Whitney Beach #336 by RVA
2
2.0
4
Longboat Key Florida Condo
Click For Pricing
Beach Front Condo Newly Renovated
3
2.0
6
Longboat Key Florida Condo
From $252 per night
(USD)
Longboat Key Club!! Direct Beachfront!!
1
1.0
4
Longboat Key Florida Condo
From $280 per night
(USD)
Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
4
3.0
9
Longboat Key Florida Private vacation home
From $402 per night
(USD)
Luxury Beach Front Condo on the most private and select beach in Longboat Key!
1
1.0
2
Longboat Key Florida Condo
From $251 per night
(USD)
Newly Remodeled! Directly Across from Beach ~ Condo
1
1.0
2
Longboat Key Florida Condo
From $129 per night
(USD)
2/2 Beachfront, VIEWS, Pool, Private Beach Access
2
2.0
6
Longboat Key Florida Condo
From $879 per night
(USD)
Hidden Bay/Beach Paradise
4
3.0
8
Longboat Key Florida Private vacation home
From $922 per night
(USD)
2/2 Beachfront, VIEWS, Pool, Private Beach Access
2
2.0
8
Longboat Key Florida Condo
From $977 per night
(USD)
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
3
2.0
8
LongBoat Key Florida Cottage
Click For Pricing
2/2 GULF SIDE AND VIEW, LAST MINUTE SPECIAL IN SEPTEMBER. 260 PER NIGHT.
2
2.0
6
Longboat Key Florida Condo
From $513 per night
(USD)
Unit #207 Sand Cay Beach Resort Pool View
2
2.0
6
Longboat Key Florida Condo
From $442 per night
(USD)
Longboat Key Waterfront: Private Heated Pool w/ Soaking End & Luxury Hot Tub!
3
2.0
6
Longboat Key Florida Private vacation home
From $631 per night
(USD)
1/1 Beachfront, VIEWS, Pool, Private Beach Access
1
1.0
2
Longboat Key Florida Apartment
From $447 per night
(USD)
Wonderful beach condo, heated pool, peaceful location Longboat Key
2
2.0
6
Longboat Key Florida Condo
From $497 per night
(USD)
Sea Grape Inn #1- Beachfront Property
2
2.0
6
Longboat Key Florida Condo
From $901 per night
(USD)
Float Above The Waves In Paradise - Beach Front, 2 Bed, 2 Bath
2
2.0
4
Longboat Key Florida Condo
From $361 per night
(USD)
Beachcomber unit 205
1
1.0
4
Longboat Key Florida Condo
From $320 per night
(USD)
Bird's Eye View - Beachfront Penthouse - Gulf + Bay Views - Beachplace 5-602
2
2.0
4
Longboat Key Florida Condo
From $450 per night
(USD)
Cedars East Townhome on beautiful Longboat Key
2
2.0
4
Longboat Key Florida Private vacation home
From $361 per night
(USD)
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
4
4.0
10
Longboat Key Florida Private vacation home
From $2098 per night
(USD)
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
1
1.0
4
Longboat Key Florida Condo
From $295 per night
(USD)
Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ seasonal specials!
3
3.0
6
Longboat Key Florida Private vacation home
From $1700 per night
(USD)
Renovated Beach Paradise. Ground Floor unit 64
1
1.0
5
Longboat Key Florida Apartment
From $284 per night
(USD)
Tropical Paradise - boutique house and cottage with outdoor entertainment deck
3
2.0
6
Longboat Key Florida Private vacation home
From $625 per night
(USD)
Longboat Key’s rare location!Beautiful canal front house with a private dock!
1
2.0
6
Longboat Key Florida Private vacation home
From $561 per night
(USD)
Wonderful Canal Front Condo on LBK! Bring Your Boat!Cabana Beach Club UNIT 11.
1
1.0
4
Longboat Key Florida Condo
From $398 per night
(USD)
Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
4
3.0
8
Longboat Key Florida Private vacation home
From $452 per night
(USD)
Rare 3 Bedroom Condo/Villa with Beautiful Bay Views
3
2.0
8
Longboat Key Florida Condo
From $336 per night
(USD)
Beautiful Beachplace - 1135 Gulf of Mexico Drive
2
2.0
4
Longboat Key Florida Condo
From $520 per night
(USD)
Beachfront Condo
2
2.0
6
Longboat Key Florida Condo
From $224 per night
(USD)
Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA
2
2.0
6
Longboat Key Florida Private vacation home
From $379 per night
(USD)
Beautiful Portobello Condo Steps to Private Beach, Tennis and Pool
2
2.0
6
Longboat Key Florida Condo
From $388 per night
(USD)
Beachfront 1-bedroom condo in Longboat Key, Private beach in your backyard.
1
1.0
4
Longboat Key Florida Condo
From $579 per night
(USD)
2 BR Beach front villa with enclosed lanai overlooking the pool
2
2.0
6
Longboat Key Florida Private vacation home
From $438 per night
(USD)
Beachplace 4-604 Luxury 2 BR/2 BA Penthouse Condo. AVAIL JAN 2026!
2
2.0
4
Longboat Key Florida Condo
From $249 per night
(USD)
Your Paradise Awaits...
3
3.0
10
Longboat Key Florida Private vacation home
From $473 per night
(USD)
Beautiful bayfront view! December 2026 dates available now!
2
2.0
6
Longboat Key Florida Condo
From $267 per night
(USD)
Longboat Key with Gulf to Bay access. Beautiful view of Bishop's Bayou.
1
1.0
2
Longboat Key Florida Private vacation home
From $263 per night
(USD)
Breathtaking Beach Front Property Ground Floor Condo
2
2.0
6
Longboat Key Florida Condo
From $375 per night
(USD)
Can't Get Closer to the Beach Without Getting Your Feet Wet!
2
2.0
4
Longboat Key Florida Condo
From $367 per night
(USD)
Spectacular Sarasota Bay Views from all rooms
2
2.0
4
Longboat Key Florida Condo
From $5007 per night
(USD)
Beautiful Condo Overlooking Gulf - Multiple Monthly Rental Preferred
2
2.0
4
Longboat Key Florida Condo
From $335 per night
(USD)
Direct Beach-Front - 2 1/2 bedroom, 2 Bath condo In a small LBK Gated Community
2
2.0
4
Longboat Key Florida Condo
From $254 per night
(USD)
Sea Grape Inn #6- Beachfront Property
2
2.0
6
Longboat Key Florida Condo
From $562 per night
(USD)
Sea Grape Inn #2- Beachfront Property
2
2.0
6
Longboat Key Florida Condo
From $562 per night
(USD)
First level - steps to beautiful beach, Longboat Key
1
1.0
4
Longboat Key Florida Condo
From $385 per night
(USD)
Gulf Front Luxury - \"Serenity Sunset\" - Long Boat Key, FL
2
2.0
5
Longboat Key Florida Condo
From $188 per night
(USD)
New Listing: Sun, Sea Breeze & Seagulls – The Ultimate Beach Location
2
2.0
4
Longboat Key Florida Villa
From $299 per night
(USD)
Recently Updated!!! Lovely 2 Bedroom Condo in Bayport Beach and Tennis Club
2
2.0
4
Longboat Key Florida Condo
From $183 per night
(USD)
637 Norton - Longboat Key - Private canal home 4 Bedroom/ 3.5 Bath with private pool, maximum occupancy of 8 people.
4
3.0
8
Longboat Key Florida Private vacation home
From $882 per night
(USD)
Longboat Harbour towers
2
3.0
6
Longboat Key Florida Condo
Click For Pricing
Experience Coastal Vibes and Serenity - Your Ultimate Longboat Key Retreat!
3
2.0
6
Longboat Key Florida Private vacation home
From $415 per night
(USD)
Updated 2B/2B with a beautiful view of the bay right from the patio!
2
2.0
6
Longboat Key Florida Condo
From $332 per night
(USD)
LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation!
2
2.0
4
Longboat Key Florida Condo
From $261 per night
(USD)
Step from the Beach.Renovated ground Floor unit 63
1
1.0
3
Longboat Key Florida Apartment
From $339 per night
(USD)
Upscale Beachplace Condo...availability starting in May 2026....please inquire
2
2.0
4
Longboat Key Florida Condo
From $251 per night
(USD)
LONGBOAT KEY BEACH CONDO
3
2.0
6
Longboat Key Florida Condo
From $355 per night
(USD)
Beachplace - 6 305, 3 Bedroom Condo with Gulf and Bay views
3
2.0
6
Longboat Key Florida Condo
From $229 per night
(USD)
2 Bd/2 Bath Condo on Sarasota Bay Across from Gulf of Mexico
2
2.0
5
Longboat Key Florida Condo
From $142 per night
(USD)
Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4
1
1.0
4
Longboat Key Florida Condo
From $168 per night
(USD)
Updated Townhome, Secluded Beach + Pool
2
2.0
6
Longboat Key Florida Private vacation home
From $402 per night
(USD)
Beautiful Beachfront Condo Just Steps from the Gulf of Mexico
2
2.0
6
Longboat Key Florida Condo
From $433 per night
(USD)
Longbeach Lucky 13: Where Island Time Begins & Relaxation Never Ends by RVA
2
2.0
4
Longboat Key Florida Condo
From $329 per night
(USD)
Stunning Modern Villa with Private Pool&Dock on Longboat Key.Your Dream Getaway!
2
2.0
6
Longboat Key Florida Villa
From $542 per night
(USD)
Exquisite Beachfront Condo with both Sunrise & Sunset Views
2
2.0
6
Longboat Key Florida Condo
From $331 per night
(USD)
Direct gulf view!!!!
2
2.0
4
Longboat Key Florida Condo
From $330 per night
(USD)
Beachfront Longboat Key Condo • 3BR • Pool, Tennis & Private Beach Access
3
2.0
6
Longboat Key Florida Condo
From $255 per night
(USD)
Magnificent gulf front condo with beautiful white sand beach
2
2.0
5
Longboat Key Florida Condo
From $145 per night
(USD)
2 BR Beachplace Condo Unit 5-301 by RVA
2
2.0
4
Longboat Key Florida Condo
From $249 per night
(USD)
Full Gulf Front Gorgeous Condo . Directly on the Gulf
2
2.0
4
Longboat Key Florida Condo
From $754 per night
(USD)
Sunny Days on LBK: Open Wed, Sept 9th!
1
1.0
4
Longboat Key Florida Condo
From $362 per night
(USD)
Bayport Beach & Tennis Club ~ A Beach to Bay Tropical Oasis!
2
2.0
4
Longboat Key Florida Condo
From $205 per night
(USD)
Tennis & Beach Retreat – Cedars East #804 by RVA
2
2.0
4
Longboat Key Florida Private vacation home
From $291 per night
(USD)
Private townhome steps from the beach and right next to the pool
2
2.0
9
Longboat Key Florida Private vacation home
From $383 per night
(USD)
Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
2
2.0
6
Longboat Key Florida Condo
From $225 per night
(USD)
Beachplace Living – Walk to Beach, Swim, Play & Unwind #11-303 Condo by RVA
2
2.0
4
Longboat Key Florida Condo
From $249 per night
(USD)
Private home, North End LBK. 2 Bedrooms 1 Bath On 2nd Floor only steps to beach
2
1.0
4
Longboat Key Florida Private vacation home
From $202 per night
(USD)
Best views of the beach from your balcony Unit 301
1
1.0
6
Longboat Key Florida Condo
From $403 per night
(USD)
⚓The Tree House! Beautiful townhome in Longboat Key with great amenities surrounded by nature!⚓
2
2.0
6
Longboat Key Florida Private vacation home
From $293 per night
(USD)
PENTHOUSE WITH A SPECTACULAR VIEWS OF THE GULF OF MEXICO EQUALY SARASOTA BAY
2
4
Longboat Key Florida Condo
From $377 per night
(USD)
Longboat Key Escape – Cedars East #603 by RVA
2
2.0
6
Longboat Key Florida Private vacation home
From $304 per night
(USD)
2 Bed, 2 Bath, Direct Beachfront w/ Gulf views
2
2.0
4
Longboat Key Florida Condo
From $178 per night
(USD)
2/2 Beachfront Condo, Pool, Fitness, Tennis
2
2.0
4
Longboat Key Florida Condo
From $249 per night
(USD)
2/2 Condo LBK, Beach, Pool, Fitness, Tennis
2
2.0
4
Longboat Key Florida Condo
From $183 per night
(USD)
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