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Longboat Key Vacation Rentals

(99 rentals)
Last Minute Deal
Longboat Key Condo
Sleeps 6, 1 bedroom, 1 bathroom
12 reviews

Key Amenities

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

About this property

Spectacular Gulf Views and Breathtaking Sunsets – Renovated Beachfront Condo.Relax and unwind at our newly renovated 1-bedroom, 1-bath condo on the pristine beaches of Longboat Key. With sweeping 180° Gulf views, modern upgrades, and easy beach access, this is one of the best values on the...

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Featured review

"Wonderful place!!"

This is an absolute must stay!! You have your own private beach, and everything is so close. The view from the balcony is breathtaking., by far the best place to have your coffee in the morning! The host...

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$327
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath condo on Longboat Key, available for monthly stays. This Beachplace Building 3 residence sleeps 4 across about 1,503 square feet, with a king in the primary bedroom and two twin beds in the second. A private balcony looks toward the pool and Gulf (partial beach view). New windows...

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$352
avg per night
Special Offer
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse condo located on the 15th floor of Islands West Complex. You will love the beach views and fast Wi-Fi. Master bedroom with King bed has amazing views of the Bay and the Sarasota Downtown...

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$344
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

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...

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Featured review

"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...

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$92
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath beachside condo on Longboat Key, available with a three-month minimum. This recently refurnished Islands West residence sleeps 4 across about 1,460 square feet, with a king in the primary bedroom and two twin beds in the second. Partial beach views open from the balcony and...

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$393
avg per night

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New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool

About this property

Furnished 2-bedroom, 2-bath beachside condo on Longboat Key, available with a three-month minimum. This recently refurnished Islands West residence sleeps 4 across about 1,460 square feet, with a queen in the primary bedroom and two twin beds in the second. Direct beach views open from the balcony, living...

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$377
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Beach views from kitchen through living room and master bedroom, 3 bedroom, 2 bathroom condo on beautiful Longboat Key. Second floor unit in 3 floor complex, easy access within complex and beach, walking distance to great dining. Complex complete with pool, beach chairs, barbeque grill and tennis / pickleball...

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$275
avg per night
Special Offer
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

On the soft white sand beaches of Longboat Key, Beachplace offers 31 luxury acres and 1450 linear feet of beach. More beachfront than any other condo on Longboat Key. Resort Style Amenities include large community pool and exercise facility.Beautiful beachview unit on the 2nd floor with lake view...

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$368
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath beachside condo on Longboat Key, available with a three-month minimum. This Islands West residence sleeps 4 across about 1,496 square feet, with a king in the primary bedroom and a queen in the second. Sunset beach views open from the balcony, living room, kitchen, dining room...

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$457
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

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

Key Amenities

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

About this property

Magnificent Condo directly on the Gulf of Mexico! Right on the beach! Every sunset is unique and beautiful! Located in very well-maintained and updated Longboat Harbor Towers.The barrier isle Longboat Key is a quiet, non-touristy location voted one of North America's top islands by Conde Nast...

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Featured review

"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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$200
avg per night
Special Offer
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Live life on the beach---Private parking included!Beachplace is one of Longboat Key's premier vacation rental locations on the island!With amazing direct Gulf-front views, this sophisticated and chic 4th floor condo with balcony has it all!This condo has modern updates throughout including...

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$444
avg per night
Special Offer
Longboat Key Condo
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Settle in for the season at The Pierre, a gated beachfront community on Longboat Key. This Promenade-level residence has 2,880 sq ft, 3 bedrooms and 3.5 baths, so there is room to spread out for a long stay.THE RESIDENCE - Sliding doors open from every room onto a large balcony. Watch the sunset...

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$406
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This classic Beachplace Building 9 residence sleeps 4 across about 1,492 square feet, with a king in the primary bedroom and two twin beds in the second. The primary bedroom opens to the balcony with 180-degree...

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$410
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your perfect beach getaway on Longboat Key! This charming first-floor unit offers breathtaking views of the Gulf the moment you arrive. Just over 100 steps from your door, you'll find yourself on the soft white sands of Whitney Beach, one of the most pristine and peaceful stretches of...

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Featured review

"Great place"

Wonderful. Great location. Great facilities. Well equipped. Wonderful for families. Beach is gorgeous.

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$309
avg per night
Longboat Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 400 yards to Gulf Beach - Private Owner Beach Pavilion

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful ground floor modern quiet condo offers direct views of Sarasota Bay and just steps from the stunning gulf beach. Inside you will find a modern, renovated interior. The living space boasts abundant natural light. The kitchen is bright with up to date appliances, and a breakfast bar that's...

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$225
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front penthouse on Longboat Key, available for monthly stays. This renovated Beachplace Building 8 top-floor residence sleeps 4 across about 1,392 square feet, with a king in the primary bedroom and a queen in the second (plus a pullout sleeper sofa in the living room)....

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$475
avg per night
Longboat Key Mobile home
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Great beach house on Longboat Key. Over 55 community two person occupancy limit with allowances for guests, no pets, parking for one vehicle.Next availability. July, August, September 2025, January 2026Tropical paradise awaits you on Longboat Key. The folks at Twin Shores call this The Green...

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Featured review

"Slice of Beach Paradise - Immaculate and beautifully restored 1950's trailer"

I rented this adorable beach tiny house for 2 years during the season. Dec 2022-Apr 2023 & Nov 2023-Apr 2024. I cannot say enough about the house, location, community and the landlord. 2 Bed, 2 BA (1...

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$100
avg per night
Longboat Key House
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Distance to beach: 0.3 miles to Whitney Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming one-bedroom guest house featuring floor-to-ceiling windows, high vaulted ceilings, & an open kitchen. Furnished balcony enclosed with heavy curtains, perfect for peaceful mornings & nights. Kick back, relax, in this calm, stylish space, capturing the essence of Old Florida. Experience...

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Featured review

"Amazing Location"

This place is amazing. The location could not be more perfect. The beach and three amazing restaurants are all within five minutes walking distance. The grounds are impeccably kept and the owner is very...

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$165
avg per night
Longboat Key Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful renovated condo unit with 3 sleeping rooms, at-home office set-up. New marble flooring t/o, new bathrooms, new interior doors, renovated kitchen with new Quartz counters, built in wine refrigerator, two lighted cabinets, fully stocked with all new stainless appliances, range/oven with built-in...

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$193
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath condo on Longboat Key, available for monthly stays. This bright Beachplace Building 11 residence sleeps 4 across about 1,172 square feet, with a king in the primary bedroom and a king in the second. It faces the golf course with an angled Gulf view, and the primary suite opens...

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$238
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath condo on Longboat Key, available for monthly stays. This comfortable 3rd-floor Beachplace Building 10 residence sleeps 4 across about 1,507 square feet, with a king in the primary bedroom and two twin beds in the second. It has a partial Gulf view and a golf-course view.Private...

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$305
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath beachfront condo on Longboat Key, available with a three-month minimum. This Privateer North residence sits behind the gates of the Longboat Key Club on the south end of the island and sleeps 4 across about 1,390 square feet, with a king in the primary bedroom (walk-in shower)...

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$282
avg per night
Longboat Key House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Discover this newly rebuilt hurricane-resistant home at 701 Broadway St, Longboat Key, FL 34228 . Perfect for couples or small families seeking a serene vibe.Property Features2 bedrooms, 2 bathrooms. 1 bedroom guest house above garage, just one flight up. Fully gated backyard with swimming...

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Featured review

"Super Cute Long Boat Key Cottage!"

Absolutely loved our stay at this Longboat Key cottage! It’s perfect if you work from home — fast, reliable Wi-Fi and a dreamy window seat made it easy (and enjoyable) to stay productive. The location...

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$477
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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$167
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath condo on Longboat Key, available for monthly stays. This two-level Club Longboat residence sleeps 4 across about 1,350 square feet, with a king in the primary bedroom, a queen in the second, and a sofa bed in the living room. Ground-floor and elevator access both work; an internal...

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$228
avg per night
Special Offer
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful beachview unit on the 3rd floor with lake view and Gulf views. 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. Kitchen recently remodeled and all new windows and doors.The online system...

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$364
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This updated 3rd-floor Beachplace Building 9 residence sleeps 4 across about 1,492 square feet, with a king in the primary bedroom and a king in the second. The primary bedroom opens to the balcony with 180-degree...

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$396
avg per night
Longboat Key Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently updated 2-bedroom, 2-bath canal-front villa on Longboat Key. This home offers modern finishes, water views, and easy access to the beach just a short walk away. Located in a quiet residential area in a small 2-unit coastal home (duplex).Features:Updated kitchen with new appliances Hurricane-impact...

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$217
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Furnished 2-bedroom, 2-bath waterfront condo on Longboat Key, available for monthly stays (many arrival windows require about two months—ask for your dates). This renovated Longboat Harbour residence at 4390 Exeter Drive #206 sleeps 4 across about 1,152 square feet, with a queen in the primary bedroom...

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$170
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This 5th-floor beachfront Beachplace residence sleeps 4 across about 1,172 square feet, with a king bed in each bedroom. New windows and doors are installed.Private beach access is right outside, with chairs...

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$331
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This fully remodeled, direct-beachfront residence sits on the 3rd floor of Building 8 at Beachplace and sleeps 4 across about 1,503 square feet, with a king in the primary bedroom and a queen in the second.Private...

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$351
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

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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$263
avg per night
Special Offer
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. Condo has a single unit washer/dryer in one. There is a Islands West is the ideal...

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$424
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Longboat Key - you've stumbled on a unique hidden gem tucked away on the upper Gulf Coast of Florida. Small, private, and quiet - the key vacation that really makes you get away from it all. Our condominium in Bayport Beach and Tennis Club is a beautiful private retreat with unobstructed...

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$347
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

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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Featured review

"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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$266
avg per night
Longboat Key Cottage
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 450 miles to Whitney Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape. Brand newly remodeled, featuring a fully equipped kitchen, blending modern comforts of an air fryer/convection combo with cozy charm. The loft-style layout includes comfortable beds, ensuring restful nights in a peaceful setting.The cottage is bathed in natural light, thanks to large, well-placed...

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Featured review

"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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$216
avg per night
Longboat Key Townhome
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Cedars East (0.6 mile walk) offers monthly memberships for tennis/pool/fitness center. The living area, kitchen and half bathroom are downstaris. Upstairs is the master bedroom with king bed and guest bedroom with 2 twins. Beach chairs, umbrella, wagon, treager grill all included. 60 day minimum during...

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Featured review

"Highly recommend!!"

We just spent 2 months at Tim’s condo and can’t speak highly enough about it! The location is perfect, mid island, walk to beach, on the canal which is just beautiful!! It’s great to have 2 floors...

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$192
avg per night
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this beautiful beachfront condo on Longboat Key! This spacious 2,000-square-foot fourth story corner unit and has incredible views of both the Gulf and the bay. With water views from almost every window, it’s a special place to spend your vacation. Start your morning with a cup of coffee...

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$493
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Bayport Beach and Tennis Club!Available for minimum one month rentals beginning JUNE 1, 2026.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...

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Featured review

"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

$235
avg per night
New
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Furnished 3-bedroom, 3-bath canal-front home on Longboat Key, available for monthly stays. This single-level residence sleeps 6 across about 1,518 square feet, with a king in the primary bedroom, a queen in the second, and a twin in the third. It has a private pool, boat lift, fully equipped outdoor kitchen,...

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$423
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This updated 4th-floor Beachplace residence sleeps 4 across about 1,507 square feet, with a king in the primary bedroom and two twin beds in the second. Floor-to-ceiling Gulf views open from nearly every room, with...

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$300
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This light-filled 4th-floor direct-beachfront residence at Beachplace sleeps 4 across about 1,172 square feet, with a king in the primary bedroom and a king in the second. New impact-resistant windows and doors...

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$399
avg per night
New
Longboat Key Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Furnished 3-bedroom, 3-bath condo on Longboat Key, available with a three-month minimum. This renovated Promenade residence sleeps 6 across about 2,100 square feet, with a king in the primary bedroom, a king in the second, and a queen in the third. The master suite enjoys Gulf views, separate walk-in...

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$350
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath condo on Longboat Key, available for monthly stays. This Beachplace Building 3 residence sits on the raised first floor with a walk-down balcony and sleeps 4 across about 1,244 square feet, with a king in the primary bedroom and two twin beds in the second. Panoramic views...

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$311
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This 5th-floor Building 8 Beachplace residence sleeps 4 across about 1,503 square feet, with a king in the primary bedroom and two twin beds in the second. Full beach views open from the unit.Private beach access...

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$421
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath condo on Longboat Key, available for monthly stays. This remodeled 5th-floor Beachplace residence sleeps 4 across about 1,507 square feet, with a king in the primary bedroom and a queen in the second. It has an angled Gulf / beach view.Private beach access is right outside,...

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$284
avg per night
New
Longboat Key Condo
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Furnished 3-bedroom, 3.5-bath condo on Longboat Key, available with a three-month minimum. This Grand Bay residence in triple-gated Bay Isles sleeps 6 across about 2,142 square feet, with a king in the primary bedroom and queens in the second and third. A wrap-around balcony has seating and dining with...

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$484
avg per night
New
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Furnished 2-bedroom, 2-bath Gulf-front condo on Longboat Key, available for monthly stays. This 6th-floor Arbomar residence sleeps 4 across about 1,250 square feet, with a king in the primary bedroom and a queen in the second. A private balcony offers sweeping Gulf and grounds views—sunsets are...

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$169
avg per night
Longboat Key Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated on Longboat Key, this secured and gated 1st floor NEWLY RENOVATED 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,...

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$300
avg per night
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Longboat Key Weather

F° | C°

7323°  5211°
JANUARY
Ocean 6418°
7524°  5513°
FEBRUARY
Ocean 6619°
7826°  5814°
MARCH
Ocean 7122°
8328°  6317°
APRIL
Ocean 7624°
8831°  6820°
MAY
Ocean 8228°
9032°  7423°
JUNE
Ocean 8630°
9133°  7524°
JULY
Ocean 8932°
9233°  7524°
AUGUST
Ocean 8932°
9032°  7423°
SEPTEMBER
Ocean 8630°
8630°  6820°
OCTOBER
Ocean 8127°
8027°  6016°
NOVEMBER
Ocean 7423°
7524°  5513°
DECEMBER
Ocean 6820°

FAQ

How many vacation rentals are there in/around Longboat Key?

There are 99 Longboat Key vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Longboat Key?

There are vacation rentals available in Longboat Key for as low as $92 per night with an average price per night of $351.

Can I find a vacation rental in Longboat Key?

Yes, you can find vacation rentals in Longboat Key close to Coquina Beach, Durante Community Park, and Longboat Key. Don't forget to stop in to Quick Point Nature Reserve or Bayfront Park.

Do any vacation rentals in Longboat Key have a pool?

Yes, there are 8 vacation rentals with a pool in Longboat Key on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Longboat Key vacation rentals on the ocean?

There are 21 oceanfront rentals in Longboat Key available on FloridaRentals.com. Use our filters to search and book yours today!