Legacy Trail Beach Holidays

Book a Beach Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top flight + Beach hotel deals in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
CW Resort

CW Resort

£951
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (132 reviews)
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

Save 100% on your flight
£1,532
per person
6 Nov - 13 Nov
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
9/10 Wonderful! (704 reviews)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

Save 100% on your flight
£1,397
per person
6 Nov - 13 Nov
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
8.6/10 Excellent! (754 reviews)
The Hotel Zamora

The Hotel Zamora

£953
per person
6 Nov - 13 Nov
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
8.8/10 Excellent! (397 reviews)
My wife and I traveled for an anniversary get away. The property was beautiful. The part that as not very pleasant was the fact I called to book a certain room and was walked through it by front desk person who was very helpful on the phone. I did exactly as instructed and then upon arrival was placed in a different accommodation and told. I didn’t book the room that I called in about. I explained who I spoke with and what I was told and the assistance manager on duty seemed upset at me about this issue. Offered no assistance and said no room was available. I asked why the room I booked was still showing available online if it’s not available. Then he proceeded to say oh yes but it’s not ready yet. Then said there was nothing he could do about the person or what they told me and refused any help. Because we had no alternative at this point I paid full price the other room that wasn’t ready yet. He was very uncaring in his attitude and also very rude to employees who all DID provide a high level of service and hospitality our entire stay. Outwardly denigrating them in front of us and other guest. Very poor reflection on an otherwise very good stay at a beautiful hotel. The pool bar was amazing and everyone at the restaurant was absolutely fantastic! Everyone can have a bad day but they don’t have to make it bad for everyone else, especially in hospitality. There shouldn’t be such ugly people in management at such an otherwise dreamy place.

Reviewed on 15 Sept 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

£1,372
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (3,817 reviews)
Don't see what you're looking for?
See all available trips from London to Legacy Trail
View all trips

5* Beach holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

Central Sarasota
£1,885
per person
27 Oct - 2 Nov
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.2/10 Wonderful! (1,018 reviews)
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

£4,564
per person
6 Nov - 13 Nov
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
9.8/10 Exceptional! (92 reviews)
Perfecto

Reviewed on 4 Sept 2026

Don't see what you're looking for?
See all available trips from London to Legacy Trail
View all trips

Find your perfect Legacy Trail beach holiday

How can I book the best beach holidays in Legacy Trail?

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 Legacy Trail 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 Legacy Trail?

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 Legacy Trail beach holidays, which start from £951. Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Legacy Trail?

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

Why should I book family holidays in Legacy Trail 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 Legacy Trail 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 Legacy Trail beach holidays?

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

Can I find Legacy Trail beach holidays which are all inclusive?

A beach holiday to Legacy Trail 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 Legacy Trail 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 Legacy Trail beach holiday with Expedia?

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

More holidays you might like

* 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.