Cheap Vacation Rentals in Longboat Key

(16 rentals)
booking message booking message

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

WALK 0.3 mi to Whitney Beach! Charmingly Renovated cottage nestled away on the back corner of large gated lot. Perfect for two lovebirds, & also sleeps two separately w/queen tempurpedic sofa (no mattress bars) & daybed for a friend! Every window is fully covered so you may enjoy sleeping! Pin-drop ...

View all property information

Property Type

Longboat Key Cottage

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Beautiful, peaceful one bedroom / one bath condo on Longboat Key. Amazing view and breeze from the lanai. Private friendly gated community with great amenities. Four pools, tennis court, BBQ girls, shuffleboard, work out facilities, game room. Private beach access across the street with private bathrooms ...

View all property information

Property Type

Longboat Key Condo

Show less

1 BR | 1 BA | Sleeps 2 | Quick View

1

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

$131

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 second floor unit is just steps across from a beautiful beach access on Longboat Key, Florida. Turnkey furnished 1 bedroom, 1 bathroom vacation ...

View all property information

Property Type

Longboat Key Condo

"Beautiful Unit and Amazing Location"

This is a beautiful unit, and such a peaceful, perfect location. Short walk to the beach and short walk to grocery store . Very private! Denise is an amazing host and very accommodating! I would highly ...

See all reviews

Show less

1 BR | 1 BA | Sleeps 2 | Quick View

3

Distance to beach: 150 yards to Gulf Of Mexico

$139

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Longboat Key Villa

"Slice of paradise"

This place was clean and had everything you would need. The bed was the most comfortable bed I have ever slept in. The beautiful beach was just a short walk away and they provided beach chairs too. The ...

See all reviews

Show less

1 BR | 1 BA | Sleeps 4 | Quick View

5.0 rating on other travel sites

$147

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Sit back and relax and watch the Manatees in the canal outside your window for your 1st floor 1 bedroom condo at Whitney Beach on the north end of Longboat Key. The one bedroom condo is over sized and provides all you need for the perfect vacation.*** This property requires an rental application to ...

View all property information

Property Type

Longboat Key Condo

Show less

$158

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Rentals by owner

About this property

For those who do not know Beachplace, it is more of a resort than it is a 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, pickle ball and more. This beautiful 5th floor corner unit has amazing ...

View all property information

Property Type

Longboat Key Condo

"Best decision I ever made!"

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 ...

See all reviews

Show less

1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 500 yards to Whitney Beach

$161

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of Longbeach on the northernmost end, is a lovely cottage steps from Sarasota Bay and 2 1/2 blocks from Gulf of Mexico with its own relaxing courtyard surrounded by beautiful lush tropical landscaping. ...

View all property information

Property Type

Longboat Key House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Longboat Key Apartment

Show less

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Longboat Key Condo

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Comfortable home with the charm of old Florida, costal décor, and eclectic antiques. Canal side with water views and only steps from a sharable day dock on the bay. Master Bedroom and office are located upstairs with a remarkable view of the Sarasota Bay. Minutes from gorgeous beaches. Beautiful ...

View all property information

Property Type

Longboat Key House

Show less

2 BR | 1 BA | Sleeps 5 | Quick View

Owner special: Anyone booking in the 30 days will get a discount of $25 a night for April - Sept. bookings.

Distance to beach: 500 yards to Gulf of Mexico

$181

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Little Palm on the bay in Longboat Key, Florida, a place to go when you want to relax and enjoy! Sunbathing, fishing, and boating right at your backdoor with the beach only a short walk away!  Don’t miss the occasional dolphin family swimming by or all the beautiful birds that create an island ...

View all property information

Property Type

Longboat Key Villa

Show less

Key Amenities

  • Air conditioning
  • 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, ...

View all property information

Property Type

Longboat Key Condo

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

This gorgeous 2 Bedroom / 2 Bath spacious, bright condo located in the beautifully maintained association of Whitney Beach on Longboat Key. You can have it all- Gulf and Bay access! Natural light floods the open floor plan, which features a breakfast bar, dining area with bar area, living room and lanai ...

View all property information

Property Type

Longboat Key Condo

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to Bayport Beach and Tennis Club!Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil and inviting atmosphere. Enjoy sunrises over the bay, sunsets on the ...

View all property information

Property Type

Longboat Key Condo

"Home Away From Home"

The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return

See all reviews

Show less

Key Amenities

  • Kid friendly
  • Kitchen
  • Pool

About this property

This home located in the sought after Seaplace community 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 ...

View all property information

Property Type

Longboat Key Condo

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 0.1 miles to 3355 Gulf of Mexico Drive

$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Charming condo on Gulf of Mexico Drive, the beach access is across the street from our parking lot, literally steps away to the Gulf. Located in the "Dock on the Bay", we enjoy the benefits of a smaller association. The landscaping and property reflect what all of Florida once looked like. We ...

View all property information

Property Type

Longboat Key Condo

Show less

Map
Expand map Close map
Longboat Key Vacation Rentals