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Longboat Key Luxury Rentals

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803 rentals in Longboat Key.
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One-of-a-kind home right on the gulf of Mexi, vacation rental in Longboat Key
One-of-a-kind home right on the gulf of Mexi, vacation rental in Longboat Key
One-of-a-kind home right on the gulf of Mexi, vacation rental in Longboat Key

One-of-a-kind home right on the gulf of Mexi

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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ZILLI VILLA, vacation rental in Longboat Key
ZILLI VILLA, vacation rental in Longboat Key
ZILLI VILLA, vacation rental in Longboat Key

ZILLI VILLA

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fabulous unit  direct walk out 100 feet from the sand  private island, vacation rental in Longboat Key
Fabulous unit  direct walk out 100 feet from the sand  private island, vacation rental in Longboat Key
Fabulous unit  direct walk out 100 feet from the sand  private island, vacation rental in Longboat Key

Fabulous unit direct walk out 100 feet from the sand private island

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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LUXURY UPGRADED BEACHFRONT CONDO-MIRACLE NO DAMAGE AFTER HURRICANE,EVERYTHING OK, vacation rental in Longboat Key
LUXURY UPGRADED BEACHFRONT CONDO-MIRACLE NO DAMAGE AFTER HURRICANE,EVERYTHING OK, vacation rental in Longboat Key
LUXURY UPGRADED BEACHFRONT CONDO-MIRACLE NO DAMAGE AFTER HURRICANE,EVERYTHING OK, vacation rental in Longboat Key

LUXURY UPGRADED BEACHFRONT CONDO-MIRACLE NO DAMAGE AFTER HURRICANE,EVERYTHING OK

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Black friday sale Take a Peek  fabulous unit, vacation rental in Longboat Key
Black friday sale Take a Peek  fabulous unit, vacation rental in Longboat Key
Black friday sale Take a Peek  fabulous unit, vacation rental in Longboat Key

Black friday sale Take a Peek fabulous unit

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Rare 5th floor Penthouse100 + 5 star cancellation Jan 7-28th, vacation rental in Longboat Key
Rare 5th floor Penthouse100 + 5 star cancellation Jan 7-28th, vacation rental in Longboat Key
Rare 5th floor Penthouse100 + 5 star cancellation Jan 7-28th, vacation rental in Longboat Key

Rare 5th floor Penthouse100 + 5 star cancellation Jan 7-28th

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Gorgeous condo on the beautiful Longboat Key beach, vacation rental in Longboat Key
Gorgeous condo on the beautiful Longboat Key beach, vacation rental in Longboat Key
Gorgeous condo on the beautiful Longboat Key beach, vacation rental in Longboat Key

Gorgeous condo on the beautiful Longboat Key beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Zilli Tower 503, vacation rental in Longboat Key
Zilli Tower 503, vacation rental in Longboat Key
Zilli Tower 503, vacation rental in Longboat Key

Zilli Tower 503

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Outrigger 9 Gulf Front first level walk out to the beach., vacation rental in Longboat Key
Outrigger 9 Gulf Front first level walk out to the beach., vacation rental in Longboat Key
Outrigger 9 Gulf Front first level walk out to the beach., vacation rental in Longboat Key

Outrigger 9 Gulf Front first level walk out to the beach.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat, vacation rental in Longboat Key
Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat, vacation rental in Longboat Key
Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat, vacation rental in Longboat Key

Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Client texted me said View Crazy Dec dates on sale, vacation rental in Longboat Key
Client texted me said View Crazy Dec dates on sale, vacation rental in Longboat Key
Client texted me said View Crazy Dec dates on sale, vacation rental in Longboat Key

Client texted me said View Crazy Dec dates on sale

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Unit #309 great rates, 2 Bed/2 Bath, view of ocean, steps to the sandy beach., vacation rental in Longboat Key
Unit #309 great rates, 2 Bed/2 Bath, view of ocean, steps to the sandy beach., vacation rental in Longboat Key
Unit #309 great rates, 2 Bed/2 Bath, view of ocean, steps to the sandy beach., vacation rental in Longboat Key

Unit #309 great rates, 2 Bed/2 Bath, view of ocean, steps to the sandy beach.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Hidden Bay/Beach Paradise, vacation rental in Longboat Key
Hidden Bay/Beach Paradise, vacation rental in Longboat Key
Hidden Bay/Beach Paradise, vacation rental in Longboat Key

Hidden Bay/Beach Paradise

Rental Home
4 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Zilli Ocean Front 101, vacation rental in Longboat Key
Zilli Ocean Front 101, vacation rental in Longboat Key
Zilli Ocean Front 101, vacation rental in Longboat Key

Zilli Ocean Front 101

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Upscale Beachplace Condo Gulf & Bay Views *TAKING RESERVATIONS FOR MAY-OCT 2023*, vacation rental in Longboat Key
Upscale Beachplace Condo Gulf & Bay Views *TAKING RESERVATIONS FOR MAY-OCT 2023*, vacation rental in Longboat Key
Upscale Beachplace Condo Gulf & Bay Views *TAKING RESERVATIONS FOR MAY-OCT 2023*, vacation rental in Longboat Key

Upscale Beachplace Condo Gulf & Bay Views *TAKING RESERVATIONS FOR MAY-OCT 2023*

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Breathtaking Beach Front Property Ground Floor Condo, vacation rental in Longboat Key
Breathtaking Beach Front Property Ground Floor Condo, vacation rental in Longboat Key
Breathtaking Beach Front Property Ground Floor Condo, vacation rental in Longboat Key

Breathtaking Beach Front Property Ground Floor Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Island Retreat with Private Beach,  Dock, Palm Trees & Glorious Sunsets, vacation rental in Longboat Key
Private Island Retreat with Private Beach,  Dock, Palm Trees & Glorious Sunsets, vacation rental in Longboat Key
Private Island Retreat with Private Beach,  Dock, Palm Trees & Glorious Sunsets, vacation rental in Longboat Key

Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Beachfront Condo With Balcony, View of the Gulf, vacation rental in Longboat Key
Beautiful Beachfront Condo With Balcony, View of the Gulf, vacation rental in Longboat Key
Beautiful Beachfront Condo With Balcony, View of the Gulf, vacation rental in Longboat Key

Beautiful Beachfront Condo With Balcony, View of the Gulf

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!, vacation rental in Longboat Key
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!, vacation rental in Longboat Key
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!, vacation rental in Longboat Key

Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Incredible Panoramic Gulf View and The Most Beautiful Sunset., vacation rental in Longboat Key
Incredible Panoramic Gulf View and The Most Beautiful Sunset., vacation rental in Longboat Key
Incredible Panoramic Gulf View and The Most Beautiful Sunset., vacation rental in Longboat Key

Incredible Panoramic Gulf View and The Most Beautiful Sunset.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Unit #218 Sand Cay Beach Resort  Gulf Front, vacation rental in Longboat Key
Unit #218 Sand Cay Beach Resort  Gulf Front, vacation rental in Longboat Key
Unit #218 Sand Cay Beach Resort  Gulf Front, vacation rental in Longboat Key

Unit #218 Sand Cay Beach Resort Gulf Front

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Updated Beachfront Condo on the Gulf of Mexico, vacation rental in Longboat Key
Beautiful Updated Beachfront Condo on the Gulf of Mexico, vacation rental in Longboat Key
Beautiful Updated Beachfront Condo on the Gulf of Mexico, vacation rental in Longboat Key

Beautiful Updated Beachfront Condo on the Gulf of Mexico

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachcomber unit 303, vacation rental in Longboat Key
Beachcomber unit 303, vacation rental in Longboat Key
Beachcomber unit 303, vacation rental in Longboat Key

Beachcomber unit 303

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6, vacation rental in Longboat Key
Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6, vacation rental in Longboat Key
Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6, vacation rental in Longboat Key

Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Bayside Gem with Spectacular Views!!!!, vacation rental in Longboat Key
Secluded Bayside Gem with Spectacular Views!!!!, vacation rental in Longboat Key
Secluded Bayside Gem with Spectacular Views!!!!, vacation rental in Longboat Key

Secluded Bayside Gem with Spectacular Views!!!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Panoramic beach View and amazing Sunset., vacation rental in Longboat Key
Panoramic beach View and amazing Sunset., vacation rental in Longboat Key
Panoramic beach View and amazing Sunset., vacation rental in Longboat Key

Panoramic beach View and amazing Sunset.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Updated Beach Style Condo at Sand Cay with Great Ocean Views., vacation rental in Longboat Key
Updated Beach Style Condo at Sand Cay with Great Ocean Views., vacation rental in Longboat Key
Updated Beach Style Condo at Sand Cay with Great Ocean Views., vacation rental in Longboat Key

Updated Beach Style Condo at Sand Cay with Great Ocean Views.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tranquil canal-front home with heated pool, deep water dock & walk to beach, vacation rental in Longboat Key
Tranquil canal-front home with heated pool, deep water dock & walk to beach, vacation rental in Longboat Key
Tranquil canal-front home with heated pool, deep water dock & walk to beach, vacation rental in Longboat Key

Tranquil canal-front home with heated pool, deep water dock & walk to beach

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Direct Beachfront Gulf with Amazing Views- No Hurricane Damages, vacation rental in Longboat Key
Direct Beachfront Gulf with Amazing Views- No Hurricane Damages, vacation rental in Longboat Key
Direct Beachfront Gulf with Amazing Views- No Hurricane Damages, vacation rental in Longboat Key

Direct Beachfront Gulf with Amazing Views- No Hurricane Damages

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ground Floor 2 Beds 1 bath beach cottage short walk to beach on North end LBK, vacation rental in Longboat Key
Ground Floor 2 Beds 1 bath beach cottage short walk to beach on North end LBK, vacation rental in Longboat Key
Ground Floor 2 Beds 1 bath beach cottage short walk to beach on North end LBK, vacation rental in Longboat Key

Ground Floor 2 Beds 1 bath beach cottage short walk to beach on North end LBK

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Unit #120 Sand Cay Beach Resort Gulf View, vacation rental in Longboat Key
Unit #120 Sand Cay Beach Resort Gulf View, vacation rental in Longboat Key
Unit #120 Sand Cay Beach Resort Gulf View, vacation rental in Longboat Key

Unit #120 Sand Cay Beach Resort Gulf View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach view. Year around Balcony Sunsets., vacation rental in Longboat Key
Beach view. Year around Balcony Sunsets., vacation rental in Longboat Key
Beach view. Year around Balcony Sunsets., vacation rental in Longboat Key

Beach view. Year around Balcony Sunsets.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Bayfront Longboat Key House with Pool and 3 min walk to the beach, vacation rental in Longboat Key
Bayfront Longboat Key House with Pool and 3 min walk to the beach, vacation rental in Longboat Key
Bayfront Longboat Key House with Pool and 3 min walk to the beach, vacation rental in Longboat Key

Bayfront Longboat Key House with Pool and 3 min walk to the beach

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Unit #208 Sand Cay Beach Resort Pool and Garden View, vacation rental in Longboat Key
Unit #208 Sand Cay Beach Resort Pool and Garden View, vacation rental in Longboat Key
Unit #208 Sand Cay Beach Resort Pool and Garden View, vacation rental in Longboat Key

Unit #208 Sand Cay Beach Resort Pool and Garden View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH, vacation rental in Longboat Key
LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH, vacation rental in Longboat Key
LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH, vacation rental in Longboat Key

LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor, vacation rental in Longboat Key
Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor, vacation rental in Longboat Key
Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor, vacation rental in Longboat Key

Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome, vacation rental in Longboat Key
Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome, vacation rental in Longboat Key
Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome, vacation rental in Longboat Key

Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sea Grape Inn #6- BEACHFRONT Property, vacation rental in Longboat Key
Sea Grape Inn #6- BEACHFRONT Property, vacation rental in Longboat Key
Sea Grape Inn #6- BEACHFRONT Property, vacation rental in Longboat Key

Sea Grape Inn #6- BEACHFRONT Property

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Longboat Key Beachfront - Beautifully Updated with Prime Location, vacation rental in Longboat Key
Longboat Key Beachfront - Beautifully Updated with Prime Location, vacation rental in Longboat Key
Longboat Key Beachfront - Beautifully Updated with Prime Location, vacation rental in Longboat Key

Longboat Key Beachfront - Beautifully Updated with Prime Location

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Grape Inn #7 - BEACHFRONT Property, vacation rental in Longboat Key
Sea Grape Inn #7 - BEACHFRONT Property, vacation rental in Longboat Key
Sea Grape Inn #7 - BEACHFRONT Property, vacation rental in Longboat Key

Sea Grape Inn #7 - BEACHFRONT Property

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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*** OCEAN FRONT STUDIO SPECIAL ***  FROM $99/NIGHT, vacation rental in Longboat Key
*** OCEAN FRONT STUDIO SPECIAL ***  FROM $99/NIGHT, vacation rental in Longboat Key
*** OCEAN FRONT STUDIO SPECIAL ***  FROM $99/NIGHT, vacation rental in Longboat Key

*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 6, vacation rental in Longboat Key
The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 6, vacation rental in Longboat Key
The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 6, vacation rental in Longboat Key

The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 6

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Inn on the Beach 3007, vacation rental in Longboat Key
Inn on the Beach 3007, vacation rental in Longboat Key
Inn on the Beach 3007, vacation rental in Longboat Key

Inn on the Beach 3007

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxurious Longboat Vacation Home w/ gorgeous views-  Walk to Beach, vacation rental in Longboat Key
Luxurious Longboat Vacation Home w/ gorgeous views-  Walk to Beach, vacation rental in Longboat Key
Luxurious Longboat Vacation Home w/ gorgeous views-  Walk to Beach, vacation rental in Longboat Key

Luxurious Longboat Vacation Home w/ gorgeous views- Walk to Beach

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Unit #201 Sand Cay Beach Resort Gulf View, vacation rental in Longboat Key
Unit #201 Sand Cay Beach Resort Gulf View, vacation rental in Longboat Key
Unit #201 Sand Cay Beach Resort Gulf View, vacation rental in Longboat Key

Unit #201 Sand Cay Beach Resort Gulf View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unit #211 Sand Cay Beach Resort Pool and Garden View, vacation rental in Longboat Key
Unit #211 Sand Cay Beach Resort Pool and Garden View, vacation rental in Longboat Key
Unit #211 Sand Cay Beach Resort Pool and Garden View, vacation rental in Longboat Key

Unit #211 Sand Cay Beach Resort Pool and Garden View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet Friendly Longboat Key Condo with View of Gulf, vacation rental in Longboat Key
Pet Friendly Longboat Key Condo with View of Gulf, vacation rental in Longboat Key
Pet Friendly Longboat Key Condo with View of Gulf, vacation rental in Longboat Key

Pet Friendly Longboat Key Condo with View of Gulf

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft, vacation rental in Longboat Key
Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft, vacation rental in Longboat Key
Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft, vacation rental in Longboat Key

Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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On the beach, Sun set and Sunrise view, Gulf front condo, Monthly rental, vacation rental in Longboat Key
On the beach, Sun set and Sunrise view, Gulf front condo, Monthly rental, vacation rental in Longboat Key
On the beach, Sun set and Sunrise view, Gulf front condo, Monthly rental, vacation rental in Longboat Key

On the beach, Sun set and Sunrise view, Gulf front condo, Monthly rental

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH, vacation rental in Longboat Key
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH, vacation rental in Longboat Key
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH, vacation rental in Longboat Key

GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront condos and bayside villas – your vacation rental on Longboat Key
Imagine overlooking Sarasota Bay and relaxing in your own villa pool garden … or enjoying crimson sunsets from your Gulf front family vacation condo. Beach and bay rental homes deliver the best of all worlds with spacious living, exceptional kitchens and easy access to Longboat Key parks, shopping and upscale or relaxed dining selections. For fishing excursions or family vacations, select rentals offer flexibility and value for holidays at the beach.
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Beachfront condos and bayside villas – your vacation rental on Longboat Key
Imagine overlooking Sarasota Bay and relaxing in your own villa pool garden … or enjoying crimson sunsets from your Gulf front family vacation condo. Beach and bay rental homes deliver the best of all worlds with spacious living, exceptional kitchens and easy access to Longboat Key parks, shopping and upscale or relaxed dining selections. For fishing excursions or family vacations, select rentals offer flexibility and value for holidays at the beach.
Longboat Key - the upscale coastal vacation destination
This gorgeous Florida key combines serene seashore enjoyment with luxury shopping and dining choices. Families enjoy the many water sport activities from fishing, boating and kayaking to plucking perfect seashells along the shoreline. Couples and friends explore chic dining and shopping spots around St. Armand’s Circle. The aristocratic heritage of the St. Armand and Ringling families resonates through quiet gardens and plush Palm Beach-style shopping. Umbrella-draped cafes and handsome restaurants offer exceptional European fare and inventive coastal specialties. Work off that decadent dessert with a stroll around the circle for leather, jewelry, resort wear and art gallery browsing.
Cultural treasures along Sarasota Bay
Venture just across the bridge over Sarasota Bay for unrivalled cultural treats. The Ringling circus family bequeathed an elegant legacy of art and architecture. The estate includes the acclaimed John and Mable Ringling Museum of Art, the family’s winter Ca’ d’Zan mansion – a Venetian Gothic masterpiece - the Circus Museum and historic Asolo Repertory Theater. With elegant gardens and terraces spread over 20 bayside acres, the complex provides hours of enjoyment.
Waterfront dining
Beyond the eclectic mix of St. Armand Circle restaurants, you’ll want to sample excellent bay front restaurants. The Dry Dock is a favorite of locals and visitors alike, with waterside dining under coconut palms or indoor seating with the same exceptional views. Boasting ultra fresh grouper sandwiches, char-grilled burgers and a host of pasta and chicken selections, the Dry Dock grill is a casual dining treat. Diners arrive by car or boat to enjoy Mar Vista Dockside Restaurant and Pub in the historic village at the North end of the key. With quaint indoor or outdoor dining and spectacular views, try steamer pots of fresh seafood or exotic scallop and crab dishes that wash down quite well with islander mojitos, margaritas and other such flavorful concoctions. Land lovers can choose from the number of chicken, steak and pork dishes.
Visitor reviews aid vacation rental selection
You’ll have no trouble knowing what to expect, as you search for the just-right villa or condo rental. Our unbiased visitor reviews offer clear descriptions and candid evaluations, so you can feel confident in your choice.