Longboat Key Vacation Rentals

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

1 BR | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 150 yards to Gulf Of Mexico

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • 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 ...

View all property information

Property Type

Longboat Key Villa

"Cozy"
Reviewed December 22, 2019

The condo is in an amazing location, small but cozy It had everything you need Probably the cleanest and the most comfortable place we've been to and close to the ocean There's a path to Joan Durante Park ...

See all reviews

Show less

Beachfront Bliss on Longboat Key - $150/Night; 1 mo min; booked through July 24

$160

per night

View Details

About this property

ONE MONTH MINIMUM. BOOKED THROUGH JULY 24, 2020. SUMMER SPECIAL:Nightly rate $150 through Sept. Decompress the minute you turn into Whitney Beach, a tranquil Gulf-front community. 17 Steps to our 2nd story condo with keyless entry insures easy access. Our Tommy Bahama inspired vacation home is equipped ...

View all property information

Property Type

Longboat Key Condo

Show less

Beachcomber Longboat Key

1 BR | 1 BA | Sleeps 4 | Quick View

$170

per 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.

View all property information

Property Type

Longboat Key Condo

Show less

Relax and Enjoy the Beach, Pool & Longboat Key! New Kitchen! Shopping Nearby!

1 BR | 1 BA | Sleeps 4 | Quick View

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

$136

per 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. This condo does have a new full kitchen with maple cabinets and quartz counter top. Bedroom features ...

View all property information

Property Type

Longboat Key Condo

Show less

Vintage Florida Beach Cottage in historic Longbeach Village

3 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 0.2 miles to Whitney Beach

$157

per 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 ...

View all property information

Property Type

Longboat Key House

"Perfect home away from home"
Reviewed July 14, 2019

My husband and I stayed here July 6-13 and absolutely fell in love with this place. The house was clean, spacious (pictures do not do justice) and very inviting. There were plenty of supplies and everything ...

See all reviews

Show less

2 MARCH WEEKS LEFT! HURRY! Gulf Views and Sunsets from your Balcony

$139

per night

View Details

Key Amenities

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

About this property

Affordable super cool 2 bedroom condo directly across the street from one of the nicest private beaches & access in the area! (2825 Gulf of Mexico Dr is beach access) The unit's gulf view from the balcony (see photos- top floor- last unit) lets you sit and enjoy the prettiest sunsets the Gulf of Mexico ...

View all property information

Property Type

Longboat Key Condo

"Great Views and location on beach"
Reviewed February 12, 2020

Fantastic condo right across the street from the beach. So convenient to run up and back from the beach all day! Super clean condo, nice beds and had everything we needed to make our stay comfortable. ...

See all reviews

Show less

Beachplace 3 Bedroom/2 Bath Condo

$264

per 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 ...

View all property information

Property Type

Longboat Key Condo

Show less

Private ground floor condo in serene setting between Beach & Bay

$67

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

***Minimum 30 Day Rental*** Longboat key offers uncrowded beaches, great food and serene accommodations. Bayport Beach and Tennis Club is a beach to bay complex made up of 2 story buildings that offer privacy in a very serene and relaxing environment. This condo is a 2 bedroom 2 bath condo that is located ...

View all property information

Property Type

Longboat Key Condo

Show less

180 Panoramic beach View and amazing Sunset.

$180

per 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 both with Netflix enabled,kitchen dinnerware, lights and so on. All new 2 Queen beds in the bedroom and Full sleeper sofa bed in the living ...

View all property information

Property Type

Longboat Key Condo

"Great beachfront condo"
Reviewed October 6, 2019

Perfect venue with great sunset and ocean views from the balcony. Loved the close proximity of going from condo to beach.

See all reviews

Show less

Best kept secret on Longboat Key - Stunning 2BR/2B Condo

$100

per night

View Details

Key Amenities

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

About this property

Beautifully updated luxury rental on Longboat Key. This gorgeous property has been completely renovated from floor to ceiling! Step inside this stunning waterfront residence and discover sweeping views of Sarasota Bay, blue sky, lush greenery, and feel the tranquility. Fresh and sophisticated, this property ...

View all property information

Property Type

Longboat Key Condo

Show less

Longboat Key Harbour

1 BR | 1 BA | Sleeps 4 | Quick View

1

$83

per night

View Details

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 ...

View all property information

Property Type

Longboat Key Condo

"Home away from home!"
Reviewed November 14, 2019

I was lucky enough to be able to stay in this beautiful home. I would come back in a heart beat and I recommend to anyone looking for a place to stay on long boat key. The house has a fully stocked kitchen, ...

See all reviews

Show less

Charming Beach House with Private Pool & Beach Access on Longboat Key

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 200 yards to Private Deeded Beach Access

$221

per 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 ...

View all property information

Property Type

Longboat Key House

Show less

Newly remodel beautiful Villa in Whitney Beach

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 100 yards to Whitney Beach

$167

per night

View Details

Key Amenities

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

About this property

This is a fully remodeled with new Kitchen and bathrooms . Beautifully decorated villa. Private Beach with two heated pools and docks.

View all property information

Property Type

Longboat Key Villa

Show less

Expand map | Close map
Longboat Key Vacation Rentals

Longboat Key Weather

 | 

7222°  5111°
JANUARY
Ocean 6418°
7423°  5312°
FEBRUARY
Ocean 6518°
7725°  5714°
MARCH
Ocean 6719°
8228°  6016°
APRIL
Ocean 7323°
8731°  6518°
MAY
Ocean 7826°
9032°  7122°
JUNE
Ocean 8228°
9133°  7323°
JULY
Ocean 8530°
9133°  7323°
AUGUST
Ocean 8730°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6518°
OCTOBER
Ocean 8228°
8027°  5915°
NOVEMBER
Ocean 7524°
7423°  5312°
DECEMBER
Ocean 6921°