Cheap Vacation Rentals in Longboat Key

(15 rentals)
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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

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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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Longboat Key Harbour

1 BR | 1 BA | Sleeps 4 | Quick View

3

$123

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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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

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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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Cozy and Bright Condo Right on White-Sand Beach

$132

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Imagine a long stretch of white, sand beach, a peaceful and mesmerizing coastline, and warm Florida waters a couple strides away from your front door. Your long-awaited vacation deserves a paradisiacal stay, and that's right here, at Club Longboat. This cozy and energizing 2 bedroom, 2 bathroom condo ...

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Property Type

Longboat Key Condo

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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

$135

avg/night

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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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Bay Breeze

2 BR | 2 BA | Sleeps 4 | Quick View

$160

avg/night

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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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Paradise Found

2 BR | 2 BA | Sleeps 4 | Quick View

$160

avg/night

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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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Whitney Beach Spectacular Bayou View

$167

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

Enjoy seeing sunrise from the lanai or on the dock, and also enjoy sunset on the beach, directly across the street. The unit is a nicely furnished, well stocked, 2 bedroom, 2 bath first floor unit with fantastic bayou views in the sought after Whitney Beach Community. The Whitney Beach community has ...

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Property Type

Longboat Key Apartment

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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

$169

avg/night

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

$179

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

$179

avg/night

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

$183

avg/night

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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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Stunning Longboat Key Sarasota Bay water views

$195

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

$200

avg/night

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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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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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Longboat Key Vacation Rentals


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