Cheap Vacation Rentals in Longboat Key

(15 rentals)
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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 ...

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Property Type

Longboat Key Cottage

"Best Ideal Situation I could Have Hoped For"

I traveled cross country from Oregon and had no idea anything about Florida! I booked this place randomly without ever having been to this area or the East coast. Thank god it turned out the way it did! ...

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1 BR | 1 BA | Sleeps 4 | Quick View

4

$130

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • 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

"Excellent Stay"

We had such a great time in this condo. It was convenient to pool and beach. Also some great restaurants close by. We enjoyed the manatees from the pool. We look forward to returning. What a great ...

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1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 5 feet to Just outside your door & window

$133

avg/night

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Key Amenities

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

About this property

Magnificent Condo directly on the Gulf of Mexico! Right on the beach! Every sunset is unique and beautiful!No need to fight any traffic or an overcrowded public beach. Beautiful view of the turquoise waters of the Gulf of Mexico. It is very private and peaceful. The ideal spot for a relaxing getaway ...

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Property Type

Longboat Key Condo

"Happy in Longboat Key"

We enjoyed our stay & owners were very helpful for helping us when needed! Beautiful view of the Gulf! Unit was sparkling clean & well equipped & comfortable. We are returning next year as well. The property ...

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1 BR | 1 BA | Sleeps 2 | Quick View

3

Distance to beach: 150 yards to Gulf Of Mexico

$142

avg/night

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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 ...

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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 ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 0.3 miles to Gulf Of Mexico

$149

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly

About this property

Bring your boat or just enjoy the view of the canal in this coastal townhome! It’s on the North end of LBK on a deep water canal with quick access to Sarasota Bay and the Gulf of Mexico. The location is ideal near Harry’s Restaurant and Store and just steps from the Deeded Beach Front, Durante ...

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Property Type

Longboat Key Townhome

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning JUNE 1, 2024.DISCOUNT GIVEN FOR 6+ MONTH RENTAL. 6 MONTH RENTAL IS NOT SUBJECT TO STATE/COUNTY TAX.Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres ...

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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

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Key Amenities

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

About this property

30 DAY MINIMUM. May-Dec 2024 MAY-DEC. 2025 Beautiful newly renovated ground floor 2 bedroom 2 bath condo in Longboat Harbour. Bright and open each bedroom features a queen bed and lots of closet space . Three TVs and cable and internet are included. The fully stocked kitchen is open to the living ...

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Property Type

Longboat Key Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 500 yards to Whitney Beach

$168

avg/night

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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 ...

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Property Type

Longboat Key House

"Location"

What a location! Walk to beach and local restaurants. Beautiful little cottage! Plan to return in 2024. Love that it pet friendly.

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2 BR | 1 BA | Sleeps 5 | Quick View

1

Distance to beach: 500 yards to Gulf of Mexico

$182

avg/night

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Key Amenities

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

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 ...

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Property Type

Longboat Key Villa

"Perfect, quaint canal stay"

This condo was absolutely my favorite place to stay!! The single story made it feel more like a home. I now actually prefer to stay a little walk away from the beach since it gives an opportunity to get ...

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1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.1 miles to Private beach

$190

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

This WATERFRONT condo is very spacious, beautifully updated. Perfectly located within a minute of a private sandy beach and right along the waters edge of a salt water canal and intra coastal waterway. Enjoy the great water views that span the full width of the ground floor condo. Fishing, kayaking, ...

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Property Type

Longboat Key Condo

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Key Amenities

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

About this property

Newly remodeled charming 2 bed/ 1 bath beach condo located 5 min walk from beach, restaurants, groceries and more. Perfect place for a relaxing beach getaway!Nestled in a quiet residential complex and centrally located in Longboat key, condo features a fully equipped renewed kitchen with upgraded ...

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Property Type

Longboat Key Villa

"Little bit of paradise"

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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$191

avg/night

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Key Amenities

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

About this property

Newly decorated and all new furnishings, beautiful unit, with stunning, really stunning views from every room. Wake up and watch the pelicans soar by and fish breaking water. Private, beautiful sandy beach with bathrooms, showers and tables. Kayak launch, clubhouse, two gorgeous pools, one right on the ...

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Property Type

Longboat Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.3 miles to Gulf of Mexico

$193

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

2bed/2bath stand-alone villa in Spanish Main Yacht Club. Two queen beds, plus an additional sleeper couch allow room for 6 guests. Spacious lanai is usable year-round. Villa is fully remodeled, with new kitchen appliances and washer/dryer. Deeded beach access is just steps across Gulf of Mexico Drive. ...

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Property Type

Longboat Key Villa

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$196

avg/night

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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 ...

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Property Type

Longboat Key Condo

"Amazing Place"

Arrived on the 1st of May what amazing place the Beachplace is right on the Gulf of Mexico the beach and the water was amazing. So many restaurants to visit and a Publix just down the road . Can’t recommend ...

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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 ...

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Property Type

Longboat Key Condo

"HBC"

Lovely place with a great view of the bay. Well set up with all of the things you need. Owner very accomodating

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Longboat Key Vacation Rentals