Siesta Key Beach Holidays

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Find your perfect Siesta Key beach holiday

How can I book the best beach holidays in Siesta Key?

Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Siesta Key beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options.

Can I book cheap beach holidays in Siesta Key?

For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Siesta Key beach holidays, which start from . Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Siesta Key?

Enjoy out-of-season seclusion on a beach holiday to Siesta Key during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.

Why should I book family holidays in Siesta Key with beach access?

If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties.

How can I find a Siesta Key beachfront holiday?

For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water.

How can I book last-minute Siesta Key beach holidays?

Add a little spontaneity to your beach holiday by looking for a last-minute deal in Siesta Key. If you have set dates, pop them into the search and see what heaven awaits in just a few days.

Can I find Siesta Key beach holidays which are all inclusive?

A beach holiday to Siesta Key is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available.

Can I book a Siesta Key beach trip with free cancellation and/or flexible dates?

Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details.

Why should I book a Siesta Key beach holiday with Expedia?

Our huge range of accommodation and flights mean you’ll find the best beach holidays in Siesta Key on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.

Top Beach Siesta Key Hotels

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
  • 27 min walk from Siesta Key Beach
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,724 reviews)

Travellers like: near the beach, sunloungers, beach umbrellas, beach towels

Travellers say...
"We had a wonderful stay at Tropical Beach Resorts! This is a nice, family-like resort that truly makes you feel at home from the moment you arrive. The location is great—just a 2-minute walk to the beach, and only 5 minutes walking distance to local restaurants, shops, and cafes. The staff was amazing ..."

Reviewed on 24 Jun 2025

Tropical Beach Resorts
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
  • 13 min walk from Siesta Key Beach
Stay at this resort in Siesta Key. Enjoy free Wi-Fi, free bicycles on-site and parking (surcharge). Our guests praise the pool and the helpful staff in their ...
8.8/10 Excellent! (1,021 reviews)

Travellers like: near the beach, beach towels, outdoor pool

Travellers say...
"We’ve stayed at this resort several times in many different rooms over the years. I love the layout and ease of walking everywhere. Staff is always helpful and friendly. Having the tiki bar so close is a great addition. Our room (frat room) this trip was not my favorite- it is outdated and not up-kept ..."

Reviewed on 27 Jun 2025

Siesta Key Beach Resort and Suites
Siesta Key Beachside Villas
Siesta Key Beachside Villas
2.5 out of 5
124 Columbus Blvd, Siesta Key, FL
  • 16 min walk from Siesta Key Beach
Stay at this beach hotel in Siesta Key. Enjoy free Wi-Fi, free bicycles on-site and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (823 reviews)

Travellers like: near the beach, beach towels, outdoor pool

Travellers say...
"This is our fifth year in a row at Beachside Villas! It is the perfect location! A quarter of a mile from the beach and a quarter of a mile from the Village! The staff was incredibly friendly and helpful! We love this place!"

Reviewed on 21 Jun 2025

Siesta Key Beachside Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.