Vacation Rentals For Rent in Longboat Key

Longboat Key Cedars Resort
South West FL > Longboat Key
Condo , Bedroom(s): 2 , Sleeps: 6
Family friendly townhouse condominium with wonderful amenities all around!
From $111 /Night
Beautiful Longboat Key Condo, 2 Bed 2 Bath with Beach and Bay access
South West FL > Longboat Key
Condo , Bedroom(s): 2 , Sleeps: 4
Sought after glistening beach & bay condo for 2-4 people. Enjoy relaxed or rugged adventures within walking distance Swim, kayak, golf or visit the arts nearby
From $3,200 /Month
Castle in the Sky
OFFER
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
NO REGRETS! Bright luxury SOLAR home. PRIVATE POOL!  Quick walk to beach and bay.
OFFER
NO REGRETS! Bright luxury SOLAR home. PRIVATE POOL! Quick walk to beach and bay.
South West FL > Longboat Key
House , Bedroom(s): 4 , Sleeps: 8
3 brm,3 bath,elevated-park views,PRIVATE heated pool & hot tub. 5 mins by private path to the beach or bay;surrounded by beautiful 35 acre dog friendly park.
From $1,799 /Week

OFFER 10% Discount for new guests!

Special offer period: May 2, 2020 - May 30, 2020

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
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
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
Exotic Polynesian Tree House w26' pontoon boat
South West FL > Longboat Key
House , Bedroom(s): 6 , Sleeps: 20
6 Bedrooms, 5. 5 Bath Sleeps 2- 20 Includes boat, kayaks & Paddle Boards
From $1 /Night
SeaHorse Beach Resort Studio 247 - From $168 night
South West FL > Longboat Key
Condo , Bedroom(s): 1 , Sleeps: 3
Contemporary Studio Condo sleeps 3. Natural Beauty of Longboat Key with "right-onthe-beach" panoramic views from second floor balcony!
From $168 /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
Sunset over Gulf of Mexico AND Sunrise over Sarasota Bay ALL from your FOUR condo decks
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Fabulous waterfront views from FOUR decks (three screened in)of Sarasota Bay AND the Gulf of Mexico. Every room but the two bathrooms are on the water!
From $157 /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
Mermaid Cottage
South West FL > Cortez
Cottage , Bedroom(s): 1 , Sleeps: 2
Brand new to the market! Totally renovated cozy cottage in historic Cortez Village. Bike/walk to gulf beaches, restaurants and beautiful sunsets. 1BR 1 bath
From $150 /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 $250 /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 $250 /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 - From $250nt - Family Reunion Location, Villa#3, 3B2B
South West FL > Anna Maria Island
Villa , Bedroom(s): 3 , Sleeps: 8
Villa #3, 3 Bedroom, 2 Bath Part of a Large Group of Villas Sleeps up to 8 (King, Queen, 2 Twins & Queen Sleeper Sofa) Large Groups Welcome!
From $250 /Night
The Anna Maria Island Beach Palms 2B
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
FAMILY/CHILD FRIENDLY CONDOMINIUM.
From $121 /Night
Beach Palms 2A
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $111 /Night
The Beach Sands
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 5
The Beach Sands condo is completely surrounded by water - the Gulf of Mexico, the Intra-Coastal Waterway,Tampa Bay and Sarasota Bay
From $175 /Night
Absolute Anna Maria
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 5
Surrounded By Water-Private Beach Access-Heated Pool-Two Balconies-Keyless Lock-Two Bedrooms-Two Washrooms
From $1,085 /Week
2203 Ave C Bradenton Beach on Anna Maria Island
South West FL > Anna Maria Island > Bradenton Beach
Townhouse , Bedroom(s): 4 , Sleeps: 10
4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!
From $279 /Night
Perfect Anna Maria Island Location, GROUND FLOOR UNIT, Runaway Bay Condo135
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
UPDATED GROUND FLOOR UNIT! Welcome to Your Anna Maria Island Paradise! 2 bedrooms 2 baths, full size washer and dryer
From $850 /Week
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
This updated 1 bedroom 1 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.
From $1,500 /Week
Club Bamboo 122
South West FL > Anna Maria Island > Bradenton Beach
Studio, , Sleeps: 4
Club Bamboo South unit 122, Gulf Front Studio, ocean view, maximum occupancy of 4 people. Community pool, community BBQ grill.
From $130 /Night