Cottage vacation rentals in Siesta Key
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Top-rated cottage rentals in Siesta 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 Siesta Key cottage rentals
Beachfront cottage rentals
Cottage in Pass-a-Grille Beach
4.87 out of 5 average rating, 163 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Cottage in Sarasota
4.69 out of 5 average rating, 132 reviewsHeated Pool! Beach! Drift Inn Unit A Siesta Key!
Cottage in Holmes Beach
5 out of 5 average rating, 12 reviewsSailfish Gulf Suites #1, Beachfront, Steps to the
Cottage in Siesta Key
4.95 out of 5 average rating, 75 reviewsSurf Shack- Walk to Village/Boat Dock Included
Cottage in Nokomis
4.83 out of 5 average rating, 47 reviewsThe "Sun Cottage" - your relaxing interlude!
Cottage in Pass-a-Grille Beach
4.93 out of 5 average rating, 14 reviewsBeach Cottage- Pass a Grille- Steps to beach
Cottage in Lido Key
4.94 out of 5 average rating, 32 reviewsThe All Hands On Deck Cottage at Casa Limonada
Cottage in Holmes Beach
5 out of 5 average rating, 8 reviewsThe Bungalow on Guava in the Heart of Anna Maria
Cottage rentals with a hot tub
Cottage in Sarasota
4.82 out of 5 average rating, 38 reviewsSiesta Key Cottages Crescent 1C Beach/Pool/Hot Tub
Cottage in Holmes Beach
4.92 out of 5 average rating, 51 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Sarasota
4.84 out of 5 average rating, 37 reviewsSiesta Key Cottages Crescent 1A Beach/Pool/Hot Tub
Cottage in Venice
5 out of 5 average rating, 4 reviewsCottage near Venice Beach
Cottage in Sarasota
4.67 out of 5 average rating, 3 reviewsCozy Cottage at Sun Outdoors Sarasota
Cottage in Siesta Key
4.91 out of 5 average rating, 53 reviewsCozy Cottage 1 block from Beach
Pet-friendly cottage rentals
Cottage in Gulfport
4.96 out of 5 average rating, 146 reviewsThe Pelicans Roost / Gulfport
Cottage in Nokomis
4.97 out of 5 average rating, 138 reviewsSanctuary for Post-Hurricane Travelers
Cottage in Gulfport
4.99 out of 5 average rating, 263 reviewsGulfport Art District - One Block From Beach!
Cottage in Siesta Key
4.85 out of 5 average rating, 61 reviews1 Bdrm Siesta Key Cottage. 5 minute walk to beach
Cottage in Bradenton
4.97 out of 5 average rating, 87 reviewsAdorable 1 bedroom close to IMG, AMI beaches
Cottage in Anna Maria
4.89 out of 5 average rating, 35 reviewsSnail's Pace: On Canal, Kayaks & Dog Friendly
Cottage in Gulfport
4.91 out of 5 average rating, 56 reviewsGulfport beautiful two bedroom cottage
Cottage in Sarasota
4.93 out of 5 average rating, 122 reviewsPrivate Heated Pool Casita Near Downtown & Beaches
Quick stats about cottage rentals in Siesta Key
Total rentals
20 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Rentals with beach access Siesta Key
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