Vacation Rentals For Rent in Longboat Key

Castle in the Sky
South West FL > Longboat Key
Condo , Bedroom(s): 4 , Sleeps: 8
This 3,000 sqf condo is conveniently located a mile to the closest public beach.
From $1,395 /Week
Stunning Bay Views at The Windward Longboat G-301 - Monthly Stays
OFFER
Stunning Bay Views at The Windward Longboat G-301 - Monthly Stays
South West FL > Longboat Key
Condo , Bedroom(s): 2 , Sleeps: 4
The Windward G-301 is a new renovated 1562 sf condo overlooking Sarasota bay and a 5 minute walk to the beach. This dog friendly condo offers serenity and fun.
From $4,000 /Month

OFFER Spend the Holiday Season on Longboat Key - $4,000 per month

Special offer period: Nov 1, 2019 - Dec 31, 2019

Fall Savings On The Beach at Longboat Key, Florida!
OFFER
Fall Savings On The Beach at Longboat Key, Florida!
South West FL > Longboat Key
Condo , Bedroom(s): 2 , Sleeps: 6
Unit F16, Condo, 2 Bedrooms + Sunroom, 2 Baths, (Sleeps 5-6)
From $184 /Night

OFFER Ask (1) free night through owners (length of stay dependent)

Special offer period: May 28, 2019 - Dec 23, 2019

180 Panoramic beach View and amazing Sunset.
OFFER
180 Panoramic beach View and amazing Sunset.
South West FL > Longboat Key
Condo , Bedroom(s): 1 , Sleeps: 6
GULF FRONT - ON THE SAND SPECTACULAR GULF VIEWS AND SUNSET VISTAS
From $188 /Night
Bayside Escape - 4 BR Pool Home w Bay View near IMG Academy
South West FL > Bradenton
House , Bedroom(s): 4 , Sleeps: 12
4 BR, 3.5 BA Pool Home with Bay View
From $299 /Night
Mermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 6 , Sleeps: 12
Relax and unwind in this brand new custom built and professionally decorated 6 bedroom 4 bath home located just steps from both the Gulf of Mexico and the bay.
From $449 /Night
Beach Daze
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 3 , Sleeps: 8
3 BR/ 2BA Beachfront Condo on Anna Maria Island, Sleeps 8 guests
From $275 /Night
Sandcastle Dreams - 3 BR Beachfront Condo with pool
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 3 , Sleeps: 8
Elegant 3 bedroom/2 bathroom beachfront condo with heated pool on Anna Maria Island. Amazing views of the ocean and Sunsets!
From $275 /Night
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
From $171 /Night
Alecassandra Vacation Villas - Family Reunion Location, Villa#3, 3B2B - Listing #1047
South West FL > Anna Maria Island
Villa , Bedroom(s): 3 , Sleeps: 8
Villa #3, 3 Bedroom, 2 Bath, 1 Kitchen, 1 Living Room, 1 Dining Room, Large Patio, Sleeps up to 8 (King, Queen, 2 Twins & Queen Sleeper Sofa)
From $250 /Night