Cottage vacation rentals in Pinellas County
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Top-rated cottage rentals in Pinellas County
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 Pinellas County cottage rentals
Cottage rentals with a hot tub
Cottage in Clearwater
4.77 out of 5 average rating, 167 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
Dec 18 – 25
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 64 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
Feb 28 – Mar 7
Cottage in Palm Harbor
4.85 out of 5 average rating, 52 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Dec 25 – Jan 1
Cottage in Odessa
5.0 out of 5 average rating, 17 reviewsBreathtaking Lakefront Glass Cottage
Oct 22 – 29
Cottage in Largo
5.0 out of 5 average rating, 19 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Dec 20 – 27
Cottage in Largo
4.95 out of 5 average rating, 59 reviewsHidden Oasis #1, just a few minutes to the beaches
Mar 4 – 11
Cottage in Indian Rocks Beach
4.82 out of 5 average rating, 62 reviewsTurtle Nest Cottage
Nov 10 – 17
Cottage in Treasure Island
5.0 out of 5 average rating, 29 reviewsCasa Sunset by Agua Salá
Sep 26 – Oct 3
Pet-friendly cottage rentals
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 155 reviewsCottage w/ Private Patio | 3 Min Walk to the Beach
Nov 9 – 16
Cottage in Treasure Island
4.93 out of 5 average rating, 102 reviewsTreasure Island Beach Cottage
Aug 7 – 14
Cottage in Indian Rocks Beach
4.75 out of 5 average rating, 106 reviewsBest location, Steps 2 Beach, BBQ firepit Pets OK
Jun 7 – 14
Cottage in Indian Rocks Beach
4.68 out of 5 average rating, 186 reviewsBeachy Paradise
Oct 3 – 10
Cottage in Dunedin
4.96 out of 5 average rating, 306 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 1
Dec 3 – 10
Cottage in Indian Rocks Beach
4.91 out of 5 average rating, 114 reviewsCoastal Modern 2/2 Coral Sands II at IRB
Nov 4 – 11
Cottage in Clearwater
4.84 out of 5 average rating, 118 reviewsBeach Guest Cottage. Gulf Semi Private Area.
Dec 9 – 16
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 243 reviewsVintage Florida Beach Cottage B
Apr 1 – 8
Private cottage rentals
Cottage in Treasure Island
4.97 out of 5 average rating, 151 reviewsPeacock Beach Cabana beach in 100 steps
Mar 14 – 21
Cottage in Madeira Beach
4.96 out of 5 average rating, 135 reviewsBEACHFRONT FAIRWINDS Cottage Lower
Sep 28 – Oct 5
Cottage in Treasure Island
4.9 out of 5 average rating, 115 reviewsHistoric Holly House on Treasure Island
Sep 6 – 13
Cottage in Indian Shores
4.86 out of 5 average rating, 161 reviews*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
Dec 25 – Jan 1
Cottage in Safety Harbor
5.0 out of 5 average rating, 28 reviews"Sweet Harbor Cottage" Walk to Downtown
Jun 12 – 19
Cottage in Dunedin
4.95 out of 5 average rating, 97 reviewsBeachBunkies Cottage 2. Four miles to the beach!
Sep 11 – 18
Cottage in St. Petersburg
5.0 out of 5 average rating, 76 reviewsVictoria’s Cottage near Beaches, Downtown & Trail
Jul 2 – 9
Cottage in Safety Harbor
5.0 out of 5 average rating, 34 reviewsSafety Harbor Cottage
Nov 17 – 24
Destinations to explore
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