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Longboat Key
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Longboat Key, FL Holiday Rentals
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Holiday Rental House (226)
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Waterfront (329)
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Staffed Property (63)
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Distance from
5 km
Coquina Beach
Longboat Key
Joan M. Durante Community Park
Quick Point Nature Reserve
Bayfront Park
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931 rentals
in Longboat Key.
***Bermuda-esque Island Cottage! Steps to Sand!***
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Take a Peek fabulous unit
12 reviews
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1 bedroom
1 bathroom
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Breathtaking Beach Front Property Ground Floor Condo
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2 bedrooms
2 bathrooms
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Luxury Beach Condo with Breathtaking Views PROMO SUPER PROMO 106 August 2023
28 reviews
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2 bedrooms
2 bathrooms
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Beach Front One Bedroom Condo Paradise. Fully Renovated. Ground Floor.
14 reviews
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1 bedroom
1 bathroom
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1 bedroom single story ocean view
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1 bathroom
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1 bedroom single story condo near pool
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1 bathroom
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Gorgeous condo on the beautiful Longboat Key beach
85 reviews
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2 bedrooms
1 bathroom
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Beautiful Updated Beachfront Condo on the Gulf of Mexico
13 reviews
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2 bedrooms
2 bathrooms
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Gulf Condo with Heated Pool - Open Thursday, Friday, $185/nt!
3 reviews
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Unit #309 great rates, 2 Bed/2 Bath, view of ocean, steps to the sandy beach.
25 reviews
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2 bathrooms
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Direct Beachfront Gulf with Amazing Views
58 reviews
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2 bedrooms
2 bathrooms
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Georgeous Condo Directly On The Beautiful Longboat Key!!!!
65 reviews
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1 bedroom
1 bathroom
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Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!
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1 bathroom
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Just had cancel July 29-Aug 5 Rare 5th floor Penthouse160 + 5 star reviews
17 reviews
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1 bedroom
1 bathroom
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Beach view. Year around Balcony Sunsets.
9 reviews
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1 bedroom
1 bathroom
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Updated Beach Style Condo at Sand Cay with Great Ocean Views.
12 reviews
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2 bathrooms
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Direct walk out 50 feet from the sand private island
7 reviews
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Panoramic beach View and amazing Sunset.
11 reviews
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1 bathroom
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Incredible Panoramic Gulf View and The Most Beautiful Sunset.
85 reviews
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1 bedroom
1 bathroom
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The Beach on Longboat Key #106: STUDIO / 1 BA Resort by RVA, Sleeps 2
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1 bathroom
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GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
44 reviews
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2 bedrooms
2 bathrooms
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*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
26 reviews
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0 bedrooms
1 bathroom
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Beachfront Villa on Serene Gulf of Mexico
15 reviews
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2/2 GULF SIDE UPDATED APARTMENT (look for seasonal specials on select dates)
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2 bedrooms
2 bathrooms
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Wonderful Canal Front Condo! Bring Your Boat!UNIT 11
51 reviews
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1 bedroom
1 bathroom
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Silver Sands #257A Resort by RVA
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1 bathroom
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Client texted me said View Crazy
13 reviews
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1 bedroom
1 bathroom
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Silver Sands #242 Resort by RVA
31 reviews
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1 bedroom
1 bathroom
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Direct Oceanview Condo on Peaceful Longboat Key!
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1 bathroom
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THE BEACH, condo #107, PRIVATE BEACH
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LaPlaya 101E-Relax on your private lanai under the palms!
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2 bedrooms
1 bathroom
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Silver Sands #255A Resort by RVA
18 reviews
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0 bedrooms
1 bathroom
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The Beach on Longboat Key #226: STUDIO / 1 BA Resort by RVA, Sleeps 4
7 reviews
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0 bedrooms
1 bathroom
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Beach Front Condo Paradise. Ground Floor. Fully Renovated with a full Kitchen.
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1 bedroom
1 bathroom
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The Beach on Longboat Key #104: STUDIO / 1 BA Resort by RVA, Sleeps 4
12 reviews
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0 bedrooms
1 bathroom
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Silver Sands #232 Resort by RVA
32 reviews
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1 bedroom
1 bathroom
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Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!
48 reviews
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5 bedrooms
5 bathrooms
Sleeps 10
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Silver Sands #243A: HOTEL / 1 BA on Longboat Key by RVA, Sleeps 2
14 reviews
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0 bedrooms
1 bathroom
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Beachfront Condo at Prestigious Long Boat Key Club
2 reviews
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Wonderful Bay Front Condo! See Manatees Right From Your Doorstep!
27 reviews
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1 bathroom
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The Beach on Longboat Key #225 Resort by RVA
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Beach Castle Resort 6
5 reviews
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2 bedrooms
2 bathrooms
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LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the s
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Sunny Gulf Coast Villa: Direct Beach & Pool Access
8 reviews
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Beautiful canal front unit!See manatees playing from your living room.Cabana #12
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One-of-a-kind home right on the gulf of Mexi
94 reviews
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2 bedrooms
2 bathrooms
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Spacious 2Bdrm Longboat Key Condo
9 reviews
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2 bedrooms
3 bathrooms
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Silver Sands #254: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
55 reviews
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1 bedroom
1 bathroom
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Cabana Beach Club #7 Resort by RVA
33 reviews
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2 bedrooms
2 bathrooms
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Showing results 1-50 of 931
Frequently Asked Questions about Longboat Key
Do any holiday rentals in Longboat Key have a pool?
Yes, here are some popular holiday rentals in Longboat Key that have a pool:
1 bedroom single story ocean view
1 bedroom single story condo near pool
Incredible Panoramic Gulf View and The Most Beautiful Sunset.
See all holiday rentals with a pool in Longboat Key on Tripadvisor
Do any holiday rentals in Longboat Key have internet access?
Yes, here are some popular holiday rentals in Longboat Key that have internet access:
***Bermuda-esque Island Cottage! Steps to Sand!***
Take a Peek fabulous unit
Breathtaking Beach Front Property Ground Floor Condo
See all holiday rentals in Longboat Key on Tripadvisor
What are the best pet friendly rentals in Longboat Key?
The best pet friendly rentals in Longboat Key are:
Spacious 2Bdrm Longboat Key Condo
A Beach Front Cottage: Beautiful & Private: Weekly or Monthly.
Beach Cottage with a Private Hot Tub
See all pet friendly holiday rentals in Longboat Key on Tripadvisor
What are some great rentals in Longboat Key that are kid friendly?
Some of the most popular kid friendly rentals in Longboat Key are:
Take a Peek fabulous unit
Breathtaking Beach Front Property Ground Floor Condo
Luxury Beach Condo with Breathtaking Views PROMO SUPER PROMO 106 August 2023
See all kid friendly holiday rentals in Longboat Key on Tripadvisor