Deals on vacations and trips to Big Pine Key

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Big Pine Key flight + hotel vacation packages

Icon Residences By Sunnyside Hotel and Resorts

Icon Residences By Sunnyside Hotel and Resorts

4 out of 5
Downtown Miami
per person
May 21 - May 25
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this aparthotel. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi. You'll appreciate the gym, bar/lounge, and coffee shop.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
May 19 - May 25
Roundtrip flight included
Detroit (DTW) 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.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jul 10 - Jul 14
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
May 25 - May 29
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Enjoy the free cooked-to-order breakfast each morning. Valet parking, a terrace, and express check-out are also offered.
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Hollywood Beach
Save 100% on your flight
per person
Jun 28 - Jul 3
Roundtrip flight included
New York (NYC) to Miami (MIA)
This apartment features 2 outdoor pools and a beach bar. Enjoy the gym and perks like free WiFi. Valet parking is offered and the front desk is staffed around-the-clock.
Prices and availability subject to change. Additional terms may apply.

Top Big Pine Key hotels deals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
The price is $169 per night
$169
per night
Apr 26 - Apr 27
A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.
Pet friendly
Pool
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway, Big Pine Key, FL
Get rates
The private beach and marina are among the highlights at this mobile home. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor pool and perks like free WiFi.
Fireplace
Pet friendly
Barnacle Bed and Breakfast

Barnacle Bed and Breakfast

2 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $255 per night
$255
per night
May 7 - May 8
A rooftop terrace, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is also provided.
Breakfast included
Parking included
Tropical Caribbean Wonderland

Tropical Caribbean Wonderland

Get rates
Stay at this vacation home in Big Pine Key. Enjoy free WiFi, onsite parking, and fenced yards. Our guests praise the property condition in our reviews. Popular attractions Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are located nearby. Discover genuine guest reviews for Tropical Caribbean Wonderland along with the latest prices and availability – book now.
Kitchen
Outdoor Space
Keys 3 Bedroom Corner Home near Beach & Key West

Keys 3 Bedroom Corner Home near Beach & Key West

The price is $289 per night
$289
per night
Apr 22 - Apr 23
Stay at this vacation home in Big Pine Key. Enjoy WiFi, onsite parking, and a patio. Popular attractions Bahia Honda State Park and Key West Visitors Center are located nearby. Discover genuine guest reviews for Keys 3 Bedroom Corner Home near Beach & Key West , in Sands neighborhood, along with the latest prices and availability – book now.
Pet friendly
Kitchen
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

2 out of 5
7196 Overseas Highway, Marathon, FL
The price is $134 per night
$134
per night
May 5 - May 6
A marina and an outdoor pool are featured at this hotel. Free self parking, a business center, and a terrace are also offered.
Pet friendly
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

Image for Bahia Honda State Park

Bahia Honda State Park

Explore the great outdoors at Bahia Honda State Park, a lovely green space in Big Pine Key. While you're in the area, wander around the natural setting.

Bahia Honda State Park
Image for Calusa Beach

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Calusa Beach
Image for National Key Deer Refuge Visitor Center

National Key Deer Refuge Visitor Center

4/5(21 reviews)

National Key Deer Refuge Visitor Center is just one of the places to see in Big Pine Key, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beaches.

National Key Deer Refuge Visitor Center

Frequently asked questions

How much are vacation packages to Big Pine Key?
With a Travelocity vacation package, you could live it up in Big Pine Key for a mere $454. Activities, hotels and flights — we’re a one-stop shop for all of them. You’re bound to save loads just for bundling together your bookings. With all of that taken care of before leaving, you can sit back, relax and not worry about a thing.
Where can I get the best vacation package deals for Big Pine Key?
With at least 400 airlines and 1,000,000 properties all over the world, it’s tough to beat Travelocity. Take advantage of our comprehensive range and create the perfect package deal to Big Pine Key. Isn’t it amazing when travel is that easy?
Why should I book my Big Pine Key vacation package via Travelocity?
We offer experiences and destinations to suit every type of globetrotter, superb service and round-the-clock customer support. In addition to that, we’ll match any cheaper price you discover with our Price Match Guarantee.
Can I save on my Big Pine Key car rental if I bundle it with hotels and flights?
Bundling your bookings into a Big Pine Key vacation package will save you a tidy sum. You can choose a car and flight; a flight, hotel and car; or a car and hotel. You won’t find a better way to discover the greater Big Pine Key region than from the driver’s seat of your own rental car. You can also add experiences and activities to your Travelocity package.
What is the best time of year to go to Big Pine Key?
If you’re eager to avoid pricey flights, crowds and packed hotels, organize your escape outside of January, February and March. The quietest time to visit Big Pine Key is August, September and October. You’ll find hotel rates are the highest in and the cheapest in .