Plantation Key Vacation Packages 2025/2026 from $244

Plantation Key flight + hotel vacation packages

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

Henrosa Hotel

South Beach

Save 100% on your flight

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Miami (MIA)

This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Casablanca Miami Beach

North Beach

per person

Oct 18 - Oct 24

found 20 hours ago

Roundtrip flight included

Dallas (DFW) to Miami (MIA)

An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Aloha Fridays

South Beach

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

New York (JFK) to Miami (MIA)

This apartment features an outdoor pool and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A coffee shop, express check-out, and a virtual front desk are also on offer.

Top Plantation Key hotels deals

Creekside Inn Islamorada

90611 Old Highway, Tavernier, FL

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$156 total

Aug 10 - Aug 11

Total includes taxes and fees

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, express check-out, and concierge services are also on offer.

Pool

Pet friendly

Treasure Harbor

200 Treasure Harbor Dr, Islamorada, FL

$215 nightly

$242 total

Sep 2 - Sep 3

Total includes taxes and fees

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Parking included

Free WiFi

Ragged Edge Resort & Marina

243 Treasure Harbor Dr, Islamorada, FL

$151 nightly

$170 total

Sep 1 - Sep 2

Total includes 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

Cheeca Lodge & Spa

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

Free Cancellation

Reserve now, pay when you stay

$233 nightly

$263 total

Aug 27 - Aug 28

Total includes 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

Holiday Inn Key Largo by IHG

99701 Overseas Hwy, Key Largo, FL

Free Cancellation

$144 nightly

$162 total

Aug 14 - Aug 15

Total includes taxes and fees

A marina, 2 restaurants, and 2 outdoor pools are all featured at this traditional hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and laundry facilities.

Pool

Hot Tub

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$209 total

Aug 13 - Aug 14

Total includes 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 $244. 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.