Luxury holiday rentals in Siesta Key
Find and book unique properties on Luxury Holidays
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Featured luxury properties in Siesta Key
High-quality residences with premium amenities and tailored services for effortless stays.
Collection Size
8 properties
Handpicked stays across Siesta Key
Average Bedrooms
6.8+
Room to spread out and reconnect.
Popular amenities for Siesta Key rentals
Free Parking On Premises (8)
Wifi (8)
Air Conditioning (8)
Kitchen (8)
Heating (8)
Hangers (8)
Dryer (8)
Hair Dryer (8)
Smoke Alarm (8)
Tv (8)
Washer (8)
Essentials (8)
Places to stay in Siesta Key
8 stays
Premium
Over The Top – Waterslide, Movie Room/Sports Ct
Property in Siesta Key
8 beds
9 baths
22 guests
ZAR 33,997
/ night
Premium
400ft to Beach, Ocean View, Pool, in the Village
Property in Siesta Key
6 beds
7 baths
16 guests
ZAR 16,312
/ night
Premium
7Bedroom Luxury Home W/Private Pool on Siesta Key!
Property in Siesta Key
7 beds
7 baths
16 guests
ZAR 86,416
/ night
Premium
Beachfront Luxury – Resort Pool – Steps to Village
Property in Siesta Key
5 beds
6 baths
12 guests
ZAR 53,864
/ night
Premium
#1 Rooftop Deck w/ Gulf Views – Steps to Beach
Property in Siesta Key
6 beds
6 baths
14 guests
ZAR 20,895
/ night
Premium
New luxury home with rooftop deck – Seashell Esta
Property in Siesta Key
7 beds
7 baths
20 guests
ZAR 29,414
/ night
Premium
Steps to Beach/Siesta Village-Resort Pool w/Slide
Property in Siesta Key
7 beds
7 baths
18 guests
ZAR 28,717
/ night
Premium
Seconds from the beach! Pool, Games-Ocean Overlook
Property in Siesta Key
8 beds
8 baths
18 guests
ZAR 23,653
/ night
FAQs
Planning your stay
Everything you need to know before booking your luxury rental in Siesta Key.
How many luxury listings are available in Siesta Key?
Luxury Holidays currently features 8 curated luxury holiday rentals in Siesta Key.
What amenities come with luxury rentals in Siesta Key?
Expect premium amenities including high-speed Wi-Fi, fully-equipped kitchens, and concierge assistance. Many properties add private pools and dedicated parking.
How do I book a luxury rental in Siesta Key?
Share your travel dates and requirements with our team. We will confirm availability, arrange secure payment, and coordinate your stay.
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Ready to design your stay?
Share your travel dates, wishlist, and guest count—our team will shortlist matching properties, hold availability, and arrange add-ons for your perfect getaway.