Lido Key All inclusive Vacations 2026

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Top All inclusive vacation packages in Lido Key

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

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$813

per person

Oct 14 - Oct 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,173 reviews)

Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

CW Resort

Save 100% on your flight

$832

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (117 reviews)

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$828

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,160 reviews)

This hotel has a great location. The staff is so nice they care you and go through all the details that makes you feel like home. The only thing was the breakfast that we found the bread wasn't fresh, the eggs tasted like boxed frozen food . The service was nice but too slow and meals were cold. I would recommend this hotel but please pay attention to the breakfast service! and thr service was too slow

Reviewed on Aug 31, 2026

Wyndham Grand Clearwater Beach

Save 100% on your flight

$1,130

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (3,767 reviews)

Excellent choice! I loveed this hotel mostly for the location.

Reviewed on Sep 1, 2026

The Don CeSar

Save 100% on your flight

$1,263

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,302 reviews)

Positives- Most all team members were nice, courteous and more than willing to help. Beach attendants were outstanding. Negatives- 1 Roach in room first 2 minutes. Rooms small. A/C would not cool less than 71. Bathrooms were like a phone booth….TINY. Wife got 16 mosquito bites near pool area one night. Gift shop prices were crazy outrageous. Basic golf shirt $160! Last day saw a huge roach in the hallway! Definitely not what we are accustomed to at an upscale resort like Don CeSar.

Reviewed on Sep 1, 2026

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5* All inclusive vacations in Lido Key

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

The Adaline

Hyde Park

$962

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (74 reviews)

The Gemma by Brightwild

Save 100% on your flight

$2,929

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.8/10 Exceptional! (6 reviews)

The Jade House is in an excellent location only a block from the beach and short walk to restaurants, shops, and bars. Communication with the management company was difficult through Expedia. Even when I called directly, one of the three client service agents was not helpful whatsoever. However, once I was given the number to text, communication was much better. The pool/ hot tub area is perfect. The house is very comfortable. Only decks are narrow (only stand); ocean view is from one of theses.

Reviewed on Jul 30, 2026

The St. Regis Longboat Key Resort

$2,953

per person

Nov 5 - Nov 8

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.8/10 Exceptional! (90 reviews)

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3 Night All inclusive vacations in Lido Key

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

CW Resort

$668

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (117 reviews)

The Hotel Zamora

$694

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (391 reviews)

Highly recommend, friendly staff great hotel.

Reviewed on Aug 31, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

$685

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,173 reviews)

Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

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4 Night All inclusive vacations in Lido Key

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

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$655

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,173 reviews)

Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$709

per person

Nov 14 - Nov 18

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (584 reviews)

Stylish Treasure Island Escape

Sunshine Beach

Save 100% on your flight

$3,740

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Tampa (TPA)

No reviews

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Can I book a Lido Key vacation with airfare and meals?

On an all-inclusive vacation, your mind and body can wander far from your wallet. Pay one simple price when you bundle your accommodation and airfare, and you avoid all those yucky bills after conversation-starting cocktails or decadent dinners.

How can I find Lido Key all-inclusive vacations that are adults only?

All the best all-inclusive, all-adult vacations are a click of a filter or two away. Choose from great grown-up features. Say, a spa for a couple’s massage, a hot tub to soak away the stresses of the day, or a swim-up bar to get the party started.

How much is an all-inclusive trip to Lido Key?

Affordable all-inclusive is yours, whatever your budget. Packages start tempting you from just $655. Prices and availability are subject to change. Additional terms may apply.

How can I book cheap all-inclusive trips to Lido Key?

Whenever you book your travel, sorting by price and filtering by budget shows you what’s out there in your price range.

What are the benefits of all-inclusive Lido Key vacations with airfare?

Create your dream getaway by bundling your flight and hotel and you get delightful deals and discounts. Add your car rental, too, and you save on all three.

What should I think about when I book an all-inclusive Lido Key family vacation package?

With little tummies taken care of, you just need to put smiles on their faces. Easy! Book an all-inclusive vacation with a full-on water park or epic pools—or book your stay near the world’s biggest theme parks and attractions.

Why should I book an all-inclusive honeymoon package in Lido Key?

You can start your married life how you mean to go on with an all-inclusive honeymoon package. Eat and drink to your heart’s content, waltz around in happy harmony, and have your fill of delights. Together, you can book up adventure excursions and return to a pool-side cabana for cocktails at sunset.

Can I book an all-inclusive Lido Key package with free cancellation and/or flexible dates?

When you’re searching for your all-inclusive getaway, filter your results by payment option to find free cancellation and buy now, pay later options. That way, you can rebook without worry, should your plans change.

Why should I book an all-inclusive Lido Key package vacation with Expedia?

Book amazing all-inclusive adventures, all in one place. Choose from a vast inventory of deals, adding every little extra to build your brilliant break in minutes.