Islamorada flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Urbanica The Fifth
South Beach
Save 100% on your flight
per person
Aug 17 - Aug 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
1 Hotel South Beach
South Beach
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
ABAE Hotel by Eskape Collection
South Beach
Save 100% on your flight
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
A restaurant and an outdoor pool are featured at this hotel. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Henrosa Hotel
South Beach
Save 100% on your flight
per person
Aug 17 - Aug 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, a garden, and luggage storage are also on offer.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Aug 17 - Aug 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Top Islamorada hotels deals
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $241 per night
$241
per night
Jun 30 - Jul 1
This smoke-free resort features a private beach, a golf course, and a full-service spa. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $259 per night
$259
per night
Jun 11 - Jun 12
This smoke-free hotel's private beach and 2 outdoor pools are some of the highlights. Enjoy a day at the beach kayaking, or relax with sun loungers. There's a computer station and multilingual staff can provide around-the-clock assistance.
Pet friendly
Pool
Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $207 per night
$207
per night
Jun 23 - Jun 24
This hotel features a private beach, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Hot Tub
Pet friendly
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
Jul 11 - Jul 12
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle. You'll appreciate the gym, poolside bar, and laundry facilities.
Pet friendly
Breakfast available
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $199 per night
$199
per night
Jul 2 - Jul 3
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, and a 24-hour front desk and wedding services are also provided.
Pet friendly
Breakfast available
Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $128 per night
$128
per night
Jun 24 - Jun 25
A marina and an outdoor pool are featured at this traditional hotel. Enjoy the free on-the-go breakfast each morning. A business center, a terrace, and a garden are also on offer.
Pet friendly
Breakfast included
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
Theater of the Sea
4.5/5(215 reviews)
Take the kids to visit the sea life you'll find at Theater of the Sea during your trip to Islamorada. Take in the entertainment choices and beautiful sunsets in this family-friendly area.
Anne's Beach
3.5/5(139 reviews)
If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.
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.
Photos of local treasures
Frequently asked questions
Top all inclusive vacation packages with airfare
Book a vacation to Islamorada
Most popular
Hotels
Cheap Hotels in St. AugustineCheap Hotels in Key WestSiesta Key Beach Resorts & HotelsDaytona Beach Beach Resorts & HotelsKey West All Inclusive Resorts & HotelsCheap Hotels in West Palm BeachPanama City Beach Resorts & HotelsCocoa Beach Beach Resorts & HotelsKey West Beach Resorts & HotelsCheap Hotels in GainesvilleCheap Hotels in PensacolaCheap Hotels in TallahasseePensacola Beach Resorts & HotelsCheap Hotels in SarasotaFort Myers Beach Resorts & HotelsCheap Hotels in NaplesDestin Beach Resorts & HotelsCheap Hotels in Destin
Flights
Cars
Packages