Longboat Key, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Longboat Key, Florida on RentalSaver.com!

Longboat Key Rentals

From $344 per night (USD)
VRBO
Luxury Gulf Condo – Amenities Galore, Steps to Sand - Portobello #204 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Gulf-Front Bliss at Portobello – Unit #204 Escape to the sun-drenched shores of Longboat Key and make Unit ...
From $344 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Stunning 2 BR Condo views of the Gulf and Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spacious 2 bedroom condo in Beachplace gated complex. King in Master bedroom. Come enjoy your time at the Beach. This ...
From $395 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Penthouse level with Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from t ...
From $280 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Partial Beach View 3 Bedroom Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful partial beachview unit on the 2nd floor with lake view and Beach View. Hard to find beautifully appointed 3 be ...
From $287 per night (USD)
Expedia
From $929 per night (USD)
VRBO
Lovely Pool Home on St. Armand's Circle, Sarasota
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
St. Armand's Circle, is home to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/ ...
From $929 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Hidden Gem | Longboat Key 2BR w/ Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Longboat Key offers sandy beaches and a relaxed island lifestyle. Whether you're here for a tranquil getaway or seeking ...
From $333 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Spacious 2BR Retreat | Walk to Beach + Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our spacious condo, located directly facing the beautiful Crane's Bay. Our units, all measuring over 1600 sq. ...
From $300 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Gulf of Mexico Front Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 BR, 2 Bath, 1684 Sq. Ft., gulf front condo located within the Bayport Beach and Tennis Club on Longboat Key, Florida. ...
From $348 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Flip-Flops Required: Your Beachside Bliss Awaits on Longboat Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready for sun-soaked days and barefoot evenings? Gulf Tides is your summer escape—where the days are long, the pace is s ...
From $313 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Sand Between Your Toes, Smiles All Around
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Where flip-flops are the dress code, and your biggest dilemma is beach or pool first? This cheerful 1-bedroom, 2-bath c ...
From $278 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Beach Bliss Across the Street: Your 2BR Condo Awaits
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into a world where beachy charm and modern convenience come together! This delightful two-bedroom bayside condo, ju ...
From $377 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Seas the Day: Gulf-Front Bliss Awaits You!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up to the rhythmic waves of the Gulf and sip your morning coffee on your private beachfront balcony, where salty br ...
From $562 per night (USD)
Expedia
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Expedia
Waterfront condo with pool, jacuzzi, dock, and tennis courts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Key to Happiness by AMI Locals Home in Longboat Key, FL 34228 Welcome to Your Key to Happiness, a gorgeous, newly ...
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Expedia
From $510 per night (USD)
Expedia
Gulfside Escape at Sea Twig #103- Relax & Unwind Steps to Sand & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA features an intimate beachfront condominium property on the Gulf of Mexico. The quiet beach can be reached by charmi ...
From $510 per night (USD)
Expedia
From $514 per night (USD)
VRBO
Beachfront! Gorgeous gulf views, stunning sunsets, high end condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come spend your winter at our wonderful piece of paradise! Direct beachfront, gorgeous sunsets from the large balcony ...
From $514 per night (USD)
VRBO
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Expedia
Beautiful, private beach and remodeled coastal retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stunning ground floor condo with lanai and privacy garden at Bayport Beach and Tennis Club, designed by Tim Seibert, one ...
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Expedia
From $305 per night (USD)
VRBO
Cedars East Getaway – Tennis, Sunshine & Gulf Breezes - Unit #507 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cedars 507 has been recently renovated by its new owners, from top to bottom. It has an open, airy floor plan with high ...
From $305 per night (USD)
VRBO
From $646 per night (USD)
VRBO
Longboat Key, canal 2 bed 2 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
1 month stay required during seasonal months and 2 week stay required for out of season months. Charming, waterfront L ...
From $646 per night (USD)
VRBO
From $398 per night (USD)
VRBO
Unit #308 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright and sunny; 3rd floor condo: Partial view to beach from private patio. Condo has Cathedral ceilings for spacious ...
From $398 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Unit #210 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second floor, poolside. Directly over pool. This unit has had numerous upgrades this year including a complete kitchen ...
From $393 per night (USD)
Expedia
From $216 per night (USD)
VRBO
3brm elevated canal front pool home on North Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Coconut Place: Your Canalfront Paradise! Prepare to be captivated by the stunning Coconut Place, a beautiful ...
From $216 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Beautiful Longboat Key Condo Surrounded by Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immerse yourself in this beautiful 2 bedroom, 2 bathroom condo just steps away from one of the most beautiful beaches in ...
From $240 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Waterfront condo with Gulf views, pool, tennis, & deeded beach access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whitney Beach 149 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $229 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Cozy private beach condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with the whole family at this peaceful place to stay steps away from the legendary longboat key private beach! Enj ...
From $289 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Steps from the Water with Spectacular Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up every morning and have coffee from your front patio, just a few feet away from the Sarasota Bay. Play a round of ...
From $123 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Waterfront Longboat Key Retreat With Dream Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Start your days waking up to waterfront views and end your days watching the sunset on the Gulf of Mexico from your priv ...
From $282 per night (USD)
Expedia
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VRBO
1BR Gulfside Cottage Watch the Sunset from the Sandy Shores
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step onto the porch, take a deep breath, and let the salty sea air remind you—you’re officially on beach time. Whether i ...
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VRBO
From $322 per night (USD)
Expedia
Salt Air, Sunlight, and Old Florida Flair
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into a simpler time with this cozy Cape Cod-style cottage, where beach vacations feel timeless and the pace is set ...
From $322 per night (USD)
Expedia
From $322 per night (USD)
VRBO
2BR Cottage Bayside Time for Relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape the daily hustle and embrace tranquility at this charming cottage with breathtaking bay views. The spacious main ...
From $322 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Longboat Key Cottage Steps to Pool and Bay Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Little Gull Cottage, a charming retreat with a spacious main bedroom featuring a king bed for ultimate comfor ...
From $322 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Throwback Charm Meets Beach Bliss 1BR Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step back in time to the golden days of beach vacations—think breezy porches, tiki huts, and palm-fringed paths that lea ...
From $313 per night (USD)
VRBO
From $458 per night (USD)
Expedia
2BR Cottage Bayside Close to the Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Little Gull Cottage, where Cape Cod charm meets Longboat Key's natural beauty. This cozy retreat features a s ...
From $458 per night (USD)
Expedia
From $284 per night (USD)
VRBO
1BR Gulf Breezes & Old Florida Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Kick off your shoes and settle into the easy rhythm of coastal living. Start your mornings with a stroll along the soft ...
From $284 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Charming Bayside 1BR Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the charm of this cottage, featuring a generously sized main bedroom with a king bed, providing a comfortable ...
From $309 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Little Gull 2BR Cottage with Ultimate Views of the Famous Sunsets
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step back in time and settle into a slice of Old Florida at Little Gull Cottage, a 2-bedroom, 2-bath coastal retreat tha ...
From $439 per night (USD)
VRBO
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Expedia
Gulf-Front Charm with Old Florida Soul-2BR Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Flashback to the golden days of beach vacations, where sunsets were your screen time and nature was your entertainment. ...
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Expedia
From $315 per night (USD)
VRBO
2BR Cottage Bayside of Property, Full Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Longboat Key is a haven for wildlife lovers, where you might spot tortoises, egrets, wild parrots, and even the island's ...
From $315 per night (USD)
VRBO
From $398 per night (USD)
Expedia
2BR Cottage Bay Views Bayside
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This spacious retreat features a king bed in the main bedroom, ideal for recharging after a day of beach adventures. The ...
From $398 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Your Home Away from Home: Little Gull 4BR Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Situated bayside with breathtaking views, this four-bedroom cottage is the ideal spot for your Florida beach getaway. Th ...
From $502 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Relax and Recharge in this 1BR Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to this charming bayside cottage, featuring a spacious main bedroom with a king bed and a living room with a fire ...
From $262 per night (USD)
Expedia
From $451 per night (USD)
VRBO
3BR Cottage- Footsteps to the Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Step into the charm of Old Florida with this 3-bedroom, 2-bath coastal cottage just steps from the warm waters of the Gu ...
From $451 per night (USD)
VRBO
From $384 per night (USD)
Expedia
2BR Cottage Gulf Side of Property, Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking to relive the beach vacations of your childhood—minus the car fights and soggy bread? Welcome to your grown-up v ...
From $384 per night (USD)
Expedia
From $632 per night (USD)
VRBO
BEACH ACCESS, BEAUTIFUL HOME, WALK TO PARK & AMENITIES
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
ISLAND PARADISE!!! Enjoy this spectacular home in a beautiful, very quiet, Longboat Key neighborhood. Take a leisurely 5 ...
From $632 per night (USD)
VRBO
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Expedia
Private Longboat Key House on Water
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Open floor plan main living area with the great room almost 28ft in height. This home literally has everything you nee ...
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Expedia
From $445 per night (USD)
VRBO
Beach View Condo-Quiet & Secluded Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with your loved ones at this quiet, beachfront condo at the Beach Castle Resort with views of the Gulf of Mexico f ...
From $445 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Steps from the beach on Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Charming, one-of-a-kind property in a boutique-like setting with only 11 other units. There is a beautiful, heated pool ...
From $153 per night (USD)
Expedia
From $3093 per night (USD)
VRBO
Boater’s Paradise–Pool & Dock, Walk to Beach Seas the Day: Home in LBK by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Seas the Day, a home by RVA. This waterfront home is in the Country Club Shores and has a gorgeous open floor ...
From $3093 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Steps to the Beach! Private Pool, Pet Friendly!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Coastal Horizons by Anna Maria Vacations Home in Bradenton Beach, Fl 34217 TPL18-000052 Enjoy luxurious living at Coas ...
From $908 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Waterfront Getaway Island Villa at Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax or work remotely at our Waterfront Island Villa on LBK. Nestled 1 block from the beach & on Sarasota Bay, enjoy wa ...
From $164 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Beachfront Bliss: 2/2 with Stunning Gulf Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Dolphin's Retreat, where you can experience the ultimate beachfront vacation! 🏡 Property Highlights: ✨ Bea ...
From $222 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Relaxing Beachside Retreat on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Newly Renovated!! Sunny southern exposure abounds from this charming 2 bedroom 2 bath get a way at Beachplace. This thi ...
From $466 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Sutton Place with Private Beach, Pavilion with Grills/Showers, 2 Pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to paradise with this beautifully furnished 2-bedroom, 2-bathroom townhome on Longboat Key, Florida. With a beach ...
From $241 per night (USD)
Expedia
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VRBO
Studios near AMI Beach, Fully Furnished, Kitchenette, Enclosed Lanai”
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our fully furnished newly renovated Seashell I & II studio located just one mile away from the beautiful Anna ...
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VRBO
From $184 per night (USD)
VRBO
Gulf Beach front Club Longboat Beach & Tennis Assoc 2BDR 2BA Furn Condo Walk Out
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RATE/AVAILABILITY NOTE: 30 DAY ASSOCIATION MINIMUM BOOKING average In season rental rates (Dec $175)/night (Jan-Apr) ...
From $184 per night (USD)
VRBO
From $509 per night (USD)
VRBO
Fairway Bay - Luxury Beachfront Condo with Pool by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Luxury Vacation Rental condo, recently remodeled, with 3 bedrooms, 2 bathrooms, and spectacular water views. Located in ...
From $509 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Starfish Paradise-Beachfront Oasis w Screened Patio & Stunning Sunsets by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcoming Starfish Paradise to RVA's collection of vacation rentals, where a well-deserved beach vacation is guaranteed. ...
From $352 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Beachplace 8-505 Gulf Front by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront Bliss at Beachplace – Your Longboat Key Retreat Welcome to your dream coastal getaway, professionally manag ...
From $242 per night (USD)
VRBO
From $1072 per night (USD)
Expedia
Rooftop deck with Gulf views - Villa Rayo Del Sol
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Villa Rayo Del Sol by AMI Locals Home in Bradenton Beach, FL 34217 Welcome to Villa Rayo Del Sol, a stunning new thre ...
From $1072 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Seas The Day at Whitney Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the Gulf Coast to an easy access first floor, 2 bedroom / 2 full bath condo. Beautifully decorated with a coa ...
From $243 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Stunning 2 Bedroom Condo is located on Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casual yet elegant living area directly on the gulf and just steps from the beach. Enjoy breathtaking sunsets on the Gul ...
From $446 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Stunning one bedroom Cape Cod style Cottage on Long Boat Key, Florida
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy breathtaking sunrises on Sarasota Bay. This one bedroom, well appointed cottage sleeps four. Unit 11 features one ...
From $276 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Bay-view condo with boat access, 2 outdoor pools, balcony, BBQ area, W/Ds
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Another Day In Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $308 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Gorgeous Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 bedroom/2 bath recently updated condo on Longboat Key looking over stunning Sarasota Bay. Top 3rd floor -wi ...
From $243 per night (USD)
VRBO
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Expedia
Longboat Key Vacation Rental: Direct Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the coastal charm of Longboat Key when you book this fantastic 1-bedroom, 1-bathroom condo! Perfect for coupl ...
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Expedia
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VRBO
SUNSET VISTA ON LONGBOAT KEY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous 1,110 sq.ft., renovated condo on the 3rd floor in Beach Harbor Club. This 2 bedroom/ 2 bath condo has been comp ...
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VRBO
From $644 per night (USD)
Expedia
Absolute Tranquility by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Professionally managed by Florida Vacation Connection, Absolute Tranquility is your perfect escape to luxury and peace. ...
From $644 per night (USD)
Expedia
From $247 per night (USD)
VRBO
2 Mi to Bradenton Beach: Water-View Home w/ BBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to paradise when you book a stay at this stunning 3-bedroom, 2-bathroom home in Bradenton! Perfectly situated nea ...
From $247 per night (USD)
VRBO
From $253 per night (USD)
VRBO
3bed/2bath Beachfront Condo on Longboat Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3bed/2bath Condo located on the 3rd floor of Tiffany Plaza with gorgeous views of the crystal blue waters of t ...
From $253 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Whitney Beach 321 2brm beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Immerse yourself in refined luxury with this impeccably designed Whitney Beach #321. This condo offers spacious ...
From $447 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Whitney Beach 319 2brm beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Experience this ground floor 2 brm/2 bath Unit# 319 at the Whitney Beach III condo complex on Longboat Key. Ent ...
From $337 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Whitney Beach 320 1brm beachfront condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A completely renovated ground-floor 1 brm/1bath beachfront condo awaits you in Longboat Key's lifestyle of luxu ...
From $299 per night (USD)
VRBO
From $2731 per night (USD)
Expedia
Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Let's get straight to the point: THERE IS NO FINER RENTAL HOME on Lido Key! From the exquisite residence to its extensiv ...
From $2731 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Beachplace 7 - 202 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, ...
From $260 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Tropical Escape–Private Pool Home Near the Sand Hy Tee on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Hy Tee, a charming coastal retreat nestled on Longboat Key, Florida. This beautiful vacation home promises a ...
From $300 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Recently updated 5 bedroom home, private pool and steps to the beach.
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Newly updated home!!!!! Updates include: pool re-finished and new components, interior and exterior of home painted comp ...
From $810 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Beachplace 9 - 501 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views ...
From $398 per night (USD)
Expedia
From $519 per night (USD)
VRBO
650 Norton - Longboat Key - Canal Home with private Pool - 3 Bedroom/ 2 Bath,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
650 Norton - Longboat Key - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Canal Home - Private Pool - Distance ...
From $519 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Longboat Key home rental w/ PRIVATE Pool & 1 minute to private beach access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream rental home, perfectly positioned amid the Harbourside Course of the prestigious Longboat Key Club ...
From $508 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Steps to private beach and Gulf Coast Florida sunsets!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Condo by the Sea!! Come and make yourself at home in this bright and beautiful 5th floor condo and enjoy sunrises o ...
From $144 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Sandy Daze on the Gulf. Beachfront condo on quiet luxurious Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This prime location situates you directly on the sugar-white sands and emerald waters of the Gulf of Mexico. You can fin ...
From $347 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Bayfront home with dock, amazing views, outdoor areas, & kayak
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Beach to Bay View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $359 per night (USD)
VRBO
From $386 per night (USD)
Expedia
Beach Castle Resort, 1st Floor, Pool, Walk to Beach/Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a tranquil paradise on Longboat Key and discover the hidden gem known as Pura Vida, a delightful 2-bedroom, 2- ...
From $386 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Tropical Haven *B
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Premier local manager, Destination Paradise welcomes you to “Tropical Haven B”… a poolside resort experience, without th ...
From $259 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Tropical Haven *A
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Premier local manager, Destination Paradise welcomes you to “Tropical Haven A”… a poolside resort experience, without th ...
From $259 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Whitney Beach Hidden Gem
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the north shore of pristine Longboat Key. Whitney beach is a beach lovers paradise, with 800 feet of deeded ...
From $204 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Unit #101 Sand Cay, Gulf View, Steps to Beach, Recently Remodeled
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This privately located ground floor Gulf View unit was just remodeled with new paint and new luxury vinyl flooring. Well ...
From $460 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Tropical Haven *C Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Premier local manager, Destination Paradise welcomes you to “Tropical Haven C”… a poolside resort experience, without th ...
From $188 per night (USD)
VRBO
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Expedia
Pura Vida 2 Bedroom Condo by RedAwning
Bedrooms:
2
Bathrooms:
2
Sleeps:
1
<p>A short distance from sailing, cycling, and more, this smoke-free condo lets you experience it all. Thanks to the con ...
Click For Pricing
Expedia
From $177 per night (USD)
VRBO
Home away from home in LBK
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax with the whole family at this peaceful place to stay. The home offers an ample attached single car garage with sto ...
From $177 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Beach Castle Resort, Pool, Private Beach and Bayfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled within the enchanting enclave of Longboat Key lies a true hidden gem - a fully updated 1 bedroom, 1 bath 2nd-flo ...
From $280 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Harbour Hideout: Condo on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy elevated views that span the harbourside greens from the comfort of the 3BD/2BA villa residence positioned behind ...
From $599 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Turtle Shores BEACHFRONT Retreat! Waterfront oasis to completely unwind!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Pool update: we continue to wait for final approval for the permit to be issued allowing guests to freely enjoy the reb ...
From $404 per night (USD)
Expedia
From $233 per night (USD)
VRBO
2 bedroom/2bath private home in Longbeach Village on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your vacation home! The elevated living space includes a master BR with en-suite bathroom and private balcony ...
From $233 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Charming 2/2 ground floor condo located in Beach Harbor Club on Longboat Key - Sea Ya
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Sea Ya! Professionally managed by Gulf Coast Vacation Rentals. A condo in the desirable Beach Harbor Club on ...
From $296 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Breathtaking beach views await from this 2/2 2nd floor condo on Longboat Key - The Beach Fact Oar
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breathtaking Direct Gulf views from this second-floor condo at Longboat Terrace. Perfect for a small family or travel wi ...
From $170 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Gorgeous Gulf views await from this 3/2 condo on Longboat Key - Snow On The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit is located in the Islander Club, one of the best communities on the Gulf of Mexico. Professionally managed by ...
From $395 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Charming 2 BR Longboat Key condo with ocean view - Flirty Flamingo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the highly sought-after Beachplace on Longboat Key and professionally managed by Gulf Coast Vacation Rentals, ...
From $313 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Exquisite 3 BR / 3.5 BA home with pool and spa on Longboat Key - The Captain's Quarters
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to The Captain's Quarters! Professionally managed by Gulf Coast Vacation Rentals. This newly built Luxury Rental ...
From $482 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Waterfront, Spa/Pool, Private Paradise On Longboat Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NOTE: BOOKING JANUARY or FEBRUARY? Please book whole months only NOT mid-month to mid-month. This time frame is a monthl ...
From $408 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Condo- steps to the sand
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your beachfront paradise! Escape to the ultimate seaside getaway and create lasting memories at our stunning ...
From $234 per night (USD)
Expedia

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