Properties

13 properties  

$104/night

Lil Oasis

OwnerRez
1 Bedroom • 1 Bath • Sleeps 2
Internet

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$94-207/night

Provincial Gardens N13

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Internet Waterfront
Sunrise Porch Lookout is an airy coastal classic retreat at Provincial Gardens with a screened lanai overlooking the water. Enjoy deeded Siesta Key Beach access, heated pool, and kayak launch just steps away. Inside, the 1-bed/1-bath layout features a king bedroom, full kitchen, washer/dryer, and a bright living area that opens to a breezy lanai. Five-minute walk to beach and pool, one-minute to trolley stop for easy trips to Siesta Village. Extras include beach towels and chairs, parking pass, and quiet streets. Part of the SK Collection by Siesta Stays.

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$93-186/night

Sea Winds 118

OwnerRez
1 Bedroom • 1 Bath • Sleeps 1-2
Internet Near Ocean
Sea Breeze is a warm, traditional 1-bedroom condo nestled in the peaceful Sea Winds complex of Siesta Key. Designed with couples in mind, this charming retreat features a private patio, cozy interiors with inviting warm tones, and full access to a community pool and laundry facilities. Just a short 5 to 10-minute walk brings you to the pristine sands of Siesta Key Beach, while a nearby trolley stop offers easy access to the Village’s shops, restaurants, and entertainment. Assigned parking completes the convenience. Sea Breeze is the perfect blend of comfort and coastal charm for your next getaway, part of the SK Collection by Siesta Stays.

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$62-104/night

Curtiss Ave Condo

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 2-4
Internet Near Ocean
Curtiss Cove is a bright and airy 2-bedroom, 2-bath condo in the peaceful Crossings community of Sarasota. Featuring coastal minimalist design, a screened lanai, and an open layout with in-unit laundry, this home provides both comfort and convenience. Guests enjoy assigned parking, a community pool just a short walk away, and quiet residential surroundings. Siesta Key Beach is a quick 10-minute drive, making this the perfect retreat for beach lovers and those seeking a relaxing getaway.

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$124-259/night

Peppertree 1136

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 3-4
Internet Near Ocean
Newly renovated 2-bedroom Coastal Solace in Peppertree Bay offers a sunroom, pool, tennis courts, and private beach access. Queen and twin bedrooms, modern kitchen and bathrooms, clubhouse, in-unit laundry, and assigned parking. Just a 5-minute walk to the beach and trolley. Part of the SK Collection by Siesta Stays.

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$207-349/night

Provincial Gardens N3

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 2-4
Internet Beach
Casa Mareo offers a classic coastal retreat in Siesta Key’s prestigious Provincial Gardens. This remodeled 2-bedroom, 2-bath home features timeless Pottery Barn-inspired décor that looks like a magazine spread. Just a short 5-minute walk to deeded beach access and pool, with bay access for kayaking and boating. Enjoy a shaded courtyard with outdoor dining and a dedicated workspace. The community is quiet and welcoming, with assigned parking and essential beach gear provided.

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$186-259/night

Provincial Gardens N4

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 2-4
Internet Near Ocean
The Terra Grove Villa is a serene, earthy retreat in Siesta Key’s Provincial Gardens. Featuring two queen bedrooms, two bathrooms, a cozy sunroom, and a den workspace, it’s ideal for relaxing or working remotely. Enjoy a gated shaded patio and easy access to deeded beach and bay areas just five minutes away. The Aloha Kai pool and shuffleboard court are across the street, and the trolley stop is a one-minute walk for Village dining and entertainment. Beach chairs and towels included. Part of the SK Collection by Siesta Stays.

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$205-311/night

Provincial Gardens S4

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 4-5
Internet Near Ocean
The Beachwood Hideout offers coastal chic comfort in a beautifully updated 2-bedroom, 2-bath condo at Siesta Key’s Provincial Gardens. Enjoy a modern kitchen, screened patio for outdoor dining, deeded beach access, and a heated pool just across the street at Aloha Kai. Beach chairs and towels provided. Assigned parking and in-unit washer/dryer add convenience. The trolley stop is a 1-minute walk, making exploring the Village easy. HOA quiet hours and parking pass required. Part of the SK Collection by Siesta Stays.

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$84-309/night

Provincial Gardens S5

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 3-4
Internet Near Ocean
Enjoy a bright tropical getaway at The Citrus Hideout in Provincial Gardens. This 2-bedroom, 2-bath condo features vibrant lime, orange, and red accents, a screened porch for outdoor dining, and a gated patio to relax. Guests have deeded beach access just a five-minute walk away, with chairs and towels provided, plus pool access across the street at Aloha Kai. Assigned parking and a trolley stop two minutes away make exploring Siesta Key easy and convenient. Part of the SK Collection by Siesta Stays.

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$146-243/night

SaraSea 7

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 2-4
Internet Near Ocean
Seaside Haven at Sarasea is a bright and inviting 2-bedroom, 2-bath condo just a 2-minute walk from Siesta Key Beach. Featuring a clean, updated kitchen, private lanai, and a desk workspace, this simple and comfortable home is ideal for both relaxation and remote work. Guests enjoy assigned parking, shared laundry, and close proximity to shops, restaurants, and the trolley stop. Part of the SK Collection by Siesta Stays.

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$109-248/night

Siesta Harbor 302M

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 2-4
Internet Near Ocean
Charming waterfront condo in a peaceful 55+ community at Siesta Harbor Complex. Enjoy stunning intracoastal views from the screened lanai, two queen bedrooms, and full access to community amenities including a pool, spa, clubhouse, shuffleboard courts, and deeded beach access just a 10-minute walk away. Steps from a trolley stop for quick Village access. Parking pass required. No pets or smoking. Part of the SK Collection by Siesta Stays.

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$93-186/night

Vista Hermosa

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 2-4
Internet Near Ocean
Hermosa Hideaway is a charming, newly renovated two-bedroom, two-bath home nestled in the Vista Hermosa complex on Siesta Key. Featuring a bright sunroom, traditional style, and a relaxed vibe, this home offers guests easy access to a community pool just five minutes away and the stunning Siesta Key Beach a short ten-minute walk from the door. The nearby trolley stop makes exploring local shops and restaurants effortless. Inside, enjoy the comfort of a king bed in the master bedroom, queen bed in the second bedroom, two full bathrooms, a fully equipped kitchen, in-unit laundry, and convenient carport parking. Beach chairs and towels are provided for your convenience. Hermosa Hideaway is a comfortable and inviting base for your Florida beach vacation. Part of the SK Collection by Siesta Stays.

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