Plantation Key Vacation Packages 2025/2026 from $196

Plantation Key flight + hotel vacation packages

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

Hollywood Gateway Inn

North Central Hollywood

$196

per person

Jan 18 - Jan 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

An outdoor pool is featured at this motel, along with free self parking. Free continental breakfast is served. WiFi in public areas is provided and the front desk is staffed around-the-clock.

The Shelborne By Proper, a Member of Design Hotels

South Beach

$1,316

per person

Jan 9 - Jan 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Cavalier Hotel South Beach

South Beach

$598

per person

Jan 26 - Feb 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Creekside Inn

$438

per person

Dec 10 - Dec 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,187

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Top Plantation Key hotels deals

Treasure Harbor

200 Treasure Harbor Dr, Islamorada, FL

$255 nightly

$287 total

Nov 12 - Nov 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

Pool

Parking included

Creekside Inn

90611 Old Highway, Tavernier, FL

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$213 total

Nov 24 - Nov 25

Total with taxes and fees

Pool

Pet friendly

Ragged Edge Resort & Marina

243 Treasure Harbor Dr, Islamorada, FL

$140 nightly

$157 total

Nov 11 - Nov 12

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A terrace, a library, and a picnic area are also on offer.

Pool

Parking included

Reefhouse Resort & Marina

103800 Overseas Hwy, Key Largo, FL

Free Cancellation

Reserve now, pay when you stay

$269 nightly

$298 total

Nov 9 - Nov 10

Total with taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with kayaking.

On private beach

Pool

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Free Cancellation

Reserve now, pay when you stay

$259 nightly

$291 total

Nov 20 - Nov 21

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$204 total

Nov 16 - Nov 17

Total with taxes and fees

A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi.

On private beach

Pool

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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.

Popular places to visit

Founders Park

4.5/5(137 reviews)

Play soccer, baseball and volleyball just meters from the Atlantic Ocean before you dive into the water at this family-friendly beach park.

Islamorada County Park

4.5/5(46 reviews)

Enjoy the beautiful sunsets and explore Islamorada County Park, a lovely green space in Islamorada. Discover the seafood restaurants and entertainment choices in this family-friendly area.

Florida Keys Dive Center

4.5/5(26 reviews)

Enjoy the collegiate vibe at Florida Keys Dive Center as part of your travels around Tavernier. Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Plantation Key?

You'll be pleasantly surprised — you can recharge your batteries in Plantation Key for a paltry $196. Let Travelocity save you money and time with our excellent vacation packages. With flights, hotels and experiences all ready to go, what's holding you back?

Where can I get the best vacation package deals for Plantation Key?

For an affordable package deal to Plantation Key, head straight to Travelocity. Select from 400 airlines and 1,000,000 properties across the globe to create your ultimate escape — it couldn't be simpler.

Why should I purchase my Plantation Key vacation package via Travelocity?

With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 customer support and top-shelf service and your dream vacation is well within reach.

Will I save money on my Plantation Key car rental if I bundle it with a hotel or flight?

You bet — and booking one of our Plantation Key vacation packages is a smart way to do this. Bundle any combination of a car, flight, hotel and experience and score great discounts. The more you book, the more you save. There are plenty of big-name sights in and around Plantation Key to put on your itinerary, including Vizcaya Museum and Gardens (55 mi from Plantation Key). Nothing tops exploring thrilling places like this with the freedom of your own set of wheels.

What is there to do in Plantation Key?

Follow the tracks of fellow travelers and head over to Founders Park. No trip to Plantation Key is complete without swinging by this notable attraction.