Cottage vacation rentals in Longboat Key
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Top-rated cottage rentals in Longboat Key
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key cottage rentals
Cottage rentals with a hot tub
Cottage in Safety Harbor
4.96 out of 5 average rating, 156 reviewsHarbor Oasis with Hot Tub
Jun 5 – 12
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 293 reviewsPrivate Heated pool/spa home!
Feb 23 – Mar 2
Cottage in Clearwater
4.76 out of 5 average rating, 165 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Nov 27 – Dec 4
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 63 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Nov 15 – 22
Cottage in Largo
4.95 out of 5 average rating, 58 reviewsHidden Oasis #1, just a few minutes to the beaches
Sep 23 – 30
Cottage in Bradenton
4.95 out of 5 average rating, 82 reviewsCoastal Cottage w/ Pool & Hot Tub
Oct 28 – Nov 4
Cottage in Sarasota
4.96 out of 5 average rating, 23 reviewsCharming Coastal Oasis 2 Bed/2 Bath Cottage
Sep 29 – Oct 6
Cottage in Treasure Island
5.0 out of 5 average rating, 28 reviewsCasa Sunset by Agua Salá
Sep 9 – 16
Pet-friendly cottage rentals
Cottage in Siesta Key
4.89 out of 5 average rating, 142 reviewsSiesta Key Cozy Cottage across from the beach!
Oct 28 – Nov 4
Cottage in Tampa
4.99 out of 5 average rating, 140 reviewsBay Lake Cottage
Dec 11 – 18
Cottage in Dunedin
4.96 out of 5 average rating, 303 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 1
Sep 16 – 23
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 241 reviewsVintage Florida Beach Cottage
Nov 20 – 27
Cottage in Tampa
4.97 out of 5 average rating, 265 reviewsHistoric Heights Hideaway *LOW FEES*
Aug 1 – 8
Cottage in Gulfport
4.96 out of 5 average rating, 135 reviewsThe Pelicans Roost / Gulfport
Aug 12 – 19
Cottage in Saint Pete Beach
4.86 out of 5 average rating, 155 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Dec 9 – 16
Cottage in Gulfport
4.99 out of 5 average rating, 257 reviewsGulfport Art District - One Block From Beach!
Oct 1 – 8
Private cottage rentals
Cottage in Sarasota
4.83 out of 5 average rating, 108 reviewsWalk to Beach & St. Armands/Private cottage &grill
Aug 16 – 23
Cottage in Treasure Island
4.97 out of 5 average rating, 150 reviewsPeacock Beach Cabana beach in 100 steps
Jul 29 – Aug 5
Cottage in Bradenton Beach
4.91 out of 5 average rating, 129 reviewsHistoric Beach Cottage with private garden
Oct 12 – 19
Cottage in Largo
4.94 out of 5 average rating, 124 reviewsFall special 3rd night free! “The Sweet”
Oct 15 – 22
Cottage in Madeira Beach
4.8 out of 5 average rating, 162 reviews20% OFF Quaint Madeira Beach Cottage w Heated Pool
Dec 13 – 20
Cottage in Sarasota
4.87 out of 5 average rating, 131 reviewsCharming Lido Cottage
Sep 22 – 29
Cottage in Siesta Key
4.88 out of 5 average rating, 215 reviewsSiesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Oct 2 – 9
Cottage in Siesta Key
4.84 out of 5 average rating, 132 reviewsAdorable Cozy Silver Sands Cottage on Siesta Key!!
Oct 13 – 20
Quick stats about cottage rentals in Longboat Key
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with a pool
20 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
220 reviews
Nightly prices starting at
€ 75 before taxes and fees
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