Longboat Key Vacation Rentals

(42 rentals)
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Quiet Island Paradise

3 BR | 3 BA | Sleeps 6 | Quick View

$423

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

ISLAND PARADISE!!! Enjoy this spectacular home in a beautiful, very quiet, Longboat Key neighbourhood. Take a leisurely 5 minute stroll to the pristine and serene beach, local park, kayaking and finest restaurants. Perfect for couples looking for privacy in splendid, tropical surroundings with resort ...

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Property Type

Longboat Key House

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Steps to the Gulf of Mexico! Relax and Enjoy the Beach, Pool & Longboat Key!

1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.0 miles to Longboat Key Beach - Condo is on the beach!

$198

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

The Beachcomber building and heated pool are located directly on the white sandy beach of Longboat Key! Suite 501 has an island view of Longboat Key with a partial view of Sarasota Bay from the 5th floor. Unit 501 is located ten steps to the elevator and 10 steps to the heated pool located directly on ...

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Property Type

Longboat Key Condo

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ADORABLE LOW COST PRIVATE 1BR VILLA- 1.5 blocks to BEACH- at GREAT prices!!

1 BR | 1 BA | Sleeps 2 | Quick View

2

Distance to beach: 150 yards to Gulf Of Mexico

$100

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Ground Floor Villa Condo- 1 Bedroom- Sleeps 2 - walk 4 min to beachAdorable end unit attached villa in the charming walkable community of St Judes on Longboat Key just a short 4 minute walk to the private beach access (see photo) and 3 minute walk to the neighboring 32 acre Durante Park FULL of fabulous ...

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Property Type

Longboat Key Villa

"Hidden Gem"
Reviewed June 19, 2021

This place was perfect in every way! We will definitely be coming back year after year. There is everything you might want to have a peaceful, relaxing beach vacation. Best of all, it was an easy short ...

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Beachplace 9 - 501 - Full Beach View 2 Bedroom Condo End unit

$303

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Beautiful beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.

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Property Type

Longboat Key Condo

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Beachplace 4 - 304 - Amazing Location and Angled Beach View 2 Bedroom Condo

$243

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Beautiful beachfront unit on the 3rd floor with lake view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit. This unit has large beds in both bedrooms. Great for 2 couples.The online system will only book 12 months out, so please call us directly ...

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Property Type

Longboat Key Condo

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Waterfront Luxury - Canal - Dock - walk to private beach

$211

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to Florida’s Tropical Paradise. Once you drop your suitcases, you’re a 3-minute walk to a private beach entrance, access to the highest-rated beaches in the US. Relax on the soft sand or in the crystal-clear water, then watch the sunset from your own gazebo (complete with a freshwater ...

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Property Type

Longboat Key House

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Longboat Key Harbour

1 BR | 1 BA | Sleeps 4 | Quick View

3

$113

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is ...

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Property Type

Longboat Key Condo

"Snowbird perfect"
Reviewed February 3, 2021

This was a perfectly cozy and comfortable January retreat. The unit delivered on everything promised and the condo complex amenities could be among the best that LB Key has to offer. Truly great access ...

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Beachplace 2-402 - Full Beach View 2 Bedroom Condo

$303

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Beautiful beachfront unit on the 4th floor with amazing direct beach and sunset views. 2 bedroom, 2 bath unit with many modern upgrades including well appointed Kitchen. Hardwood floors in living and dining areas. HDTV and Wireless internet in every room. 2 Parking Spaces included (One under cover and ...

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Property Type

Longboat Key Condo

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Best of Both Worlds Bay View and 1 Minute Beach Walk with Private Beach

$200

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly ...

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Property Type

Longboat Key Condo

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Beachplace 8-204 - Full Beach View 2 Bedroom Condo

$307

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

*********************************************************Welcome to our beachfront Longboat Key condo!If you’re looking for a special two-bedroom, two-bathroom retreat with beautiful waterfront gulf and sunset views, white sandy beach, palm trees and resort style community pool, this may ...

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Property Type

Longboat Key Condo

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Seaplace G8 - 405 - Partial Beach View 1 Bedroom + Den

$229

avg/night

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Key Amenities

  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

This home has a very personal feel to it and has a balcony with a side view that highlights the Gulf of Mexico. This unit is perfect for a person or couple that wants to enjoy the beach and pool and stay in a friendly community. Master bedroom is spacious with connected master bath. This condo is located ...

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Property Type

Longboat Key Condo

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Travel, Relax, Live! Enjoy the Sea Air, Private Beach, St. Armands and more...

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 60 yards to Longboat

$211

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Newly REMODELED!!One Bedroom, One Bath, Sleeps 4, Patio with Ocean Views, Great Location to St Armonds.Stunning one bedroom one bath unit within just a short walk to Longboat Key Beach. Come enjoy beautiful Sunsets and put your toes in the sand! This unit is equipped with a full kitchen and ...

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Property Type

Longboat Key Condo

"Amazing"
Reviewed July 6, 2021

The Beachcomer Resort in Longboat Keys is amazing. A very family friend resort and condo. Everything is right outside your door. The pool, the beach. beach chairs, beach toys for the kids. The condo was ...

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Shore Beats Workin

2 BR | 2.5 BA | Sleeps 4 | Quick View

$185

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Shore Beats Workin: Breathtaking two-story 2 BR / 2.5 bath condo. Welcome to Shore Beats Workin! Located in Cedars East, one of the best kept secret communities of Longboat Key.The first floor boasts a gorgeous open floor plan, allowing you to enjoy the tropical ambiance. The living room has two ...

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Property Type

Longboat Key Apartment

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Beachplace 9 - 404 Beachfront - Stunning Direct Beach View 2BR/2BA Beachplace

$264

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

This is a beautiful direct beachfront condo on the 4th floor of building 9 located in the Beachplace Condominium complex. It is a 2 bedroom, 2 bath unit with stunning views and very well appointed furnishings. Beachplace is a gated condominium with a variety of amenities including a long stretch encompassing ...

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Property Type

Longboat Key Condo

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Beachplace - Luxury 2BR 2BA condo

$231

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

This unit located in building 5 faces the Gulf of Mexico. It was fully gut renovated to the highest standard in 2020 including all new hurricane proof windows.

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Property Type

Longboat Key Condo

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SARASOTA- Fantastic Florida Ranch Pool House in a Million Dollar Neighborhood

$170

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

Sprawling ranch pool house ( 3 bed, 2 bath, one car garage) in one of the best neighborhoods in Sarasota (please note, this house is in Granada Sarasota, NOT Longboat Key), 5 minutes from the gorgeous beaches of Siesta Key Beach and 7 minutes from downtown Sarasota as well as 5 minutes from the best ...

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Property Type

Longboat Key House

"Great neighborhood and location."
Reviewed June 4, 2021

It was a beautiful street, safe area, we were close to the Beach. Very pleased a lot of space, and very comfortable.

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Beachplace - 2BR/2Bath Luxury Condo

$150

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

For those who do not know Beachplace, it is more of a resort than it is gated condo community. During the winter there are plenty of planned activities including a movie night once a week, a book club, pot luck dinners, tennis and more. This beautiful 5th floor corner unit has amazing views of the Gulf ...

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Property Type

Longboat Key Condo

"Best decision I ever made!"
Reviewed August 19, 2020

My first trip to the Sarasota area but certainly not my last! I stayed in this condo for approximately 2 months and it was the best two months I've had in a very long time! The condo is clean, attractively ...

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Beachplace 3 Bedroom/2 Bath Condo

$200

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

Paradise is not lost. Beachplace is a private gated Gulf front community with 24 hour security located on the famous Longboat Key. Steps away from the longest stretch of private beach on Longboat Key and located on 30 acres of manicured grounds, Beachplace is one of the island’s most beautiful ...

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Property Type

Longboat Key Condo

"Wonder 3 bedroom in Beachplace"
Reviewed July 28, 2020

This 3 bedroom 2 bath condo unit has been totally updated with tasteful furniture and finishes. Being a corner unit, there are great views of gulf (side view), Sarasota Bay, Sarasota city and community ...

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A couple’s retreat. Condo Nestled in quiet area. Walk to beach & shops.

$179

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

NEW LISTING! Newly remodeled charming 2 bed/ 1 bath condo 5 min walk from beach entrance and shops. Nestled in a quiet area, our place is perfect to relax or work remotely. We offer Super Fast 600MBPS internet!Fully equipped kitchen with upgraded stainless steel appliances (dishwasher included) ...

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Property Type

Longboat Key Villa

"Little bit of paradise"
Reviewed August 26, 2021

This is a darling condo, that looks exactly as it is pictured, with all the needed items for cooking and beaching and enjoying a a very relaxing vacation. August is not the best month in Florida but the ...

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180 Panoramic beach View and amazing Sunset.

1 BR | 1 BA | Sleeps 6 | Quick View

3
LAST MINUTE DEAL 9/15 - 9/29: Beach front with beautiful GULF VIEW from the balcony! Main picture is your view every morning.

$243

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

GULF FRONT - ON THE SAND SPECTACULAR GULF VIEWS AND SUNSET VISTASUpgraded in 2019 with all new furniture, 55'' smart 4-K TV, 24" smart TV in the bedroom, kitchen dinnerware, lights and so on. All new 2 Queen beds in the bedroom and Full sleeper sofa bed in the living room.Watch dolphins ...

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Property Type

Longboat Key Condo

"Amazing"
Reviewed July 24, 2020

This apartment was perfect! This is definitely our new place for our getaways now! The views are to die for, we even got to see dolphins from our balcony. It was clean and beautifully decorated! We had ...

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DEAL
Castillian Condo Beach Front Longboat Key, FL

$188

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

BEACHSIDE VACATION RENTAL WITH FULL GULF VIEW. Spectacular Gulf views from this furnished 2 bedroom, 2 bath unit directly on the beach. Unit has two king size beds (Temper-Pedic adjustable bed in primary bedroom) and fully equipped kitchen with in unit washer/dryer. Beach views from living room and primary ...

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Property Type

Longboat Key Condo

"UNREAL!"
Reviewed February 16, 2021

Nothing but amazing things to say about this condo and Denise! The view directly looking out at the beach is unbeatable. 3rd floor is excellent for view and easy to go up and down from pool/beach. The ...

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Beachplace in Longboat Key - resort style vacation

$227

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Enjoy the beauty of this remodeled condo. The new tile flooring, open kitchen and the upscale furnishings will make your vacation that much more enjoyable. Beachplace offers you a luxury resort-style living that features a large pool with a lap lane, hot tub, kiddie pool, fitness facility, tennis and ...

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Property Type

Longboat Key Condo

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The Beach Nest. Canal front property complete with dock & boat lift is the

$255

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly

About this property

What's better than your own private paradise? Come and enjoy 'Fine Living' at its best in this beautiful, recently remodeled, canal front 3 bedroom 2 bathroom property located within walking distance to the longboat key beaches. This modern luxury property has all the amenities, including designer furniture, ...

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Property Type

Longboat Key House

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Vintage Florida Beach Cottage in historic Longbeach Village

3 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.2 miles to Whitney Beach

$156

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

3 bedroom, 2 bath cottage close to Gulf and Bay Great 3 bedroom, 2 bath house with pool on the north end of Longboat Key. Longbeach Village is a neighborhood with 'Old Florida Charm' unlike most of LBK. You will be two houses from the bay (boat launch and pier), and 3 blocks from a fabulous stretch of ...

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Property Type

Longboat Key House

"Excellent place, great location"
Reviewed June 24, 2021

We've been coming to long boat key for many years. Steve's place is fantastic and the saltwater pool is great.They have a great backyard view of the bay and are within walking distance of the gulf. ...

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Cozy Beach Condo Pet-friendly, Longboat Key, Florida

1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 50 feet to Beach Access Directly Across the Street

$125

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Come enjoy sunsets of the Gulf of Mexico's turquoise waters. Located directly across the street from one of the nicest secluded beach accesses in the area. This pet friendly second floor unit is just steps across from a beautiful beach access on Longboat Key, Florida. Turnkey furnished 1 bedroom, 1 ...

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Property Type

Longboat Key Condo

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Beachcomber Longboat Key

1 BR | 1 BA | Sleeps 4 | Quick View

$198

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

The unit is a 1 bedroom 5th floor condo directly on the beach in beautiful Longboat Key. There is beachfront pool as well as a gas grill for barbecuing at the beach. The unit has a partial water view of Sarasota Bay. Walking distance to restaurants and shops including a Publix and CVS.

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Property Type

Longboat Key Condo

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Boaters dream! Deep water canal on Buttonwood Harbour LBK

$567

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

3 Bedroom 2 Baths and accommodates (6) (and a furry friend depending on breed) PLEASE SEE COVID 19 / STANDARD POLICIES BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in full. Please note that the minimum lease period a month. due to City ...

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Property Type

Longboat Key House

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Majestic waterfront home on Longboat Key, FL

$583

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Majestic 4 bed 4 ½ bath 1 home from open water of Bay sits on a canal with 16,000 lb. boat lift/dock, pool/spa, large lanai and grill. Kitchen boats beautiful granite withViking stainless appliances. Has a formal living room with a fireplace, formal dining room and family room. The gym is loaded ...

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Property Type

Longboat Key House

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Beachplace 3 - 302 - Partial Beach View 2 Bedroom Condo

$247

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Beautiful beachfront unit on the 3rd floor with partial Gulf view. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Owner just replaced dining room and Living room furnishings. Very popular unit.

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Property Type

Longboat Key Condo

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1001 Longboat Club Road - Behind the gates of the Longboat Key Club

$444

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Rental Property DescriptionThis home is located behind the coveted gates of the Longboat Key Club. This 4 bedroom home is only 150 yards away from the beach with access. The magnificent two-story-high volume ceilings in the formal living and dining areas offer natural light and vibrant green golf ...

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Property Type

Longboat Key House

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Stunning Longboat Key Sarasota Bay water views

$185

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Situated on Longboat Key, this secured and gated 1st floor condo boasts water views throughout, 2 spacious lanai, each with own walk-down steps to water and pool, across the street to private beach with cabanas, grills, restrooms, etc. Great room, fully equipped kitchen (including microwave, dishwasher, ...

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Property Type

Longboat Key Condo

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Charming Beach House with Private Pool & Beach Access

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 200 yards to Private Deeded Beach Access

$243

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short 3 minutes walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing golden sunsets. Well maintained house with ...

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Property Type

Longboat Key House

"Great family vacation"
Reviewed January 7, 2021

We had a wonderful vacation! The house was super clean when we arrived. There were bikes to ride, beach chairs & umbrellas and beach towels. All the comforts of home were provided. The kids loved fishing ...

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Stunning Beachfront, Gulf-to-Bay Views, 3 Bedroom Corner Condo 2 month minimum

$350

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

This fabulous, 2000-square-foot, fourth story, corner, direct beachfront, condominium features spectacular views of the gulf and bay. Hear the waves from the master suite and enjoy a dinner on the screened lanai while viewing one of Longboat's incredible sunsets. Sip a morning coffee on the back lanai ...

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Property Type

Longboat Key Condo

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"Old Florida" Charm in Updated 3 Bedroom 2 Bath Pool Home on Longboat Key

$483

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

3 Bedroom 2 Baths accommodates (6) and a furry friend depending on size/breed. PLEASE NOTE THAT DURING "SEASON" (JAN - MARCH) THAT WE REQUIRE A 3 MONTH MINIMUM TO BOOK. IF YOU DESIRE ANYTHING LESS THAN THAT YOU MAY REQUEST TO BE PLACED ON THE WAIT LIST. THANKS. PLEASE SEE COVID 19 / STANDARD ...

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Property Type

Longboat Key House

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Bay Breeze

2 BR | 2 BA | Sleeps 4 | Quick View

$160

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to Bay Breeze! This charming 2 bedroom 2 bathroom second floor condo in the prestigious Windward Bay community has views of the bay from every room! Windward Bay is a highly desirable community boasting many amenities including private deeded beach access just across the street, 1/2 mile of private ...

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Property Type

Longboat Key Condo

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Breathtaking New 4 Bedroom 3 Bath Pool Home on South Longboat Key!

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 2 miles to Lido Beach (Lido Key)

$375

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

THIS UNIT IS AVAILABLE A MINIMUM 30 DAYS MINIMUM DUE TO CODE - Please see COVID Cancellation Policy below - it is different from VRBO policy options.Limetree House. This fabulous newly constructed 4 bedroom 3 bath, saltwater pool home is located on the south end of Longboat Key. Spacious with an ...

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Property Type

Longboat Key House

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581 Yardarm Lane - Waterfront Community is one of the most sought-after

$331

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the southern ...

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Property Type

Longboat Key House

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Tranquil Retreat, Heated Private Pool, Easy Walk to Beach, Bay

3 BR | 3 BA | Sleeps 6 | Quick View

Distance to beach: 0.3 miles to 100 Broadway Street, Longboat Key, FL

$130

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

You'll be enchanted by our lovely Key West style home in historic, laid back Longbeach Village at the north end of exclusive Longboat Key. Tastefully relaxed interiors are exquisitely complimented by a heated tropical pool area whose quiet, spa-like ambiance and sparkling waterfall will be yours to enjoy ...

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Property Type

Longboat Key House

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Island Village Cottage Compound Steps to the Sand

$777

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Enjoy a family compound located in heart of LongBeach, a historical fishing village on Longboat. Property offers 3 bed/2 bath main house + two 1bed/1 bath guest cottages, all remodeled/newly furnished + smart TV's. High vaulted ceilings in cottages. Brand new & updated AC units in all 3 houses. ...

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Property Type

Longboat Key Estate

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Paradise Found

2 BR | 2 BA | Sleeps 4 | Quick View

$160

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to Paradise Found! This elegant 2 bedroom 2 bathroom second floor condo in the prestigious Windward Bay community has views of the Gulf from every room! Windward Bay is a highly desirable community boasting many amenities including private deeded beach access just across the street, 1/2 mile of ...

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Property Type

Longboat Key Condo

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Quaint & Cozy --- Historic "Old" Florida Cottage ~ Mable's Place

$200

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

“Mable’s Place” is a historic beach cottage within walking distance of the Gulf of Mexico. This adorable 2 bedroom cottage has a quiet backyard surrounded by native Palm trees and equipped with a grill & Patio seating. This is a clean and comfortable 2 bedroom, 2 bath home that ...

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Property Type

Longboat Key House

"Great and Relaxing"
Reviewed August 16, 2021

What a great home. From the first step inside, you can appreciate the attention to detail the owners instilled in the remodel. Everything was new and quite tasteful. The exposed pine ceiling was beautiful. ...

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Luxurious House on Canal* Beach Walkable* Coveted Southern End*From $246/night

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

The Pineapple Cottage is a special oasis of tranquility and comfort. Surrounded by the palm trees that symbolize Florida, it is a private home nestled on a canal that leads directly into Sarasota Bay. Our home is situated in the desirable neighborhood of Country Club Shores --- just a short ride from ...

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Property Type

Longboat Key House

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Longboat Key Vacation Rentals


Longboat Key Weather

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Ocean 6418°
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OCTOBER
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NOVEMBER
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DECEMBER
Ocean 6921°