Search Deals onJackson Square Vacation Packages
Jackson Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
![Waterside Hotel and Suites](https://images.trvl-media.com/lodging/17000000/16030000/16021700/16021675/381136b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Waterside Hotel and Suites
Save 100% on your flight
per person
Apr 1 - Apr 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3-star hotel in Miami Beach. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.
![Sunrise in Miami Suites](https://images.trvl-media.com/lodging/112000000/111900000/111897800/111897719/335764ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Sunrise in Miami Suites
per person
Apr 1 - Apr 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
![Hotel Colonnade Coral Gables, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/1100/1052/de5b7788_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hotel Colonnade Coral Gables, Autograph Collection
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star business-friendly hotel in Coral Gables. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Dadeland Mall and Port of Miami are located nearby.
![Banana Bay Resort & Marina](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/46574556_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Banana Bay Resort & Marina
Save 100% on your flight
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3-star golf hotel in Marathon. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions Sombrero Beach and Florida Keys Country Club are located nearby.
![Mondrian South Beach](https://images.trvl-media.com/lodging/3000000/2200000/2190300/2190271/471885a6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mondrian South Beach
per person
Apr 1 - Apr 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Cavalier Hotel South Beach
per person
Apr 1 - Apr 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy breakfast (surcharge), valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
![Henrosa Hotel](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/e1e106c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Henrosa Hotel
per person
Apr 1 - Apr 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/9e9b790d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Solé Miami, A Noble House Resort
Save 100% on your flight
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Aventura Mall and Gulfstream Park Racing and Casino are located nearby.
![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/2638eb6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Retreat Collection at 1 Hotel & Homes South Beach
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
![Hotel Riu Plaza Miami Beach](https://images.trvl-media.com/lodging/1000000/80000/74600/74574/9a7e80e8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hotel Riu Plaza Miami Beach
Save 100% on your flight
per person
Mar 23 - Mar 28
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
![The Reef at Marathon](https://images.trvl-media.com/lodging/112000000/111880000/111875800/111875758/5dee9f61_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![May-Dee Suites](https://images.trvl-media.com/lodging/18000000/17290000/17288800/17288749/d717ea65_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
May-Dee Suites
per person
Apr 1 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Hollywood. Enjoy free WiFi, free parking, and a business center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Seminole Hard Rock Casino Hollywood and Hard Rock Stadium are located nearby.
3-4 Night Vacations in Jackson Square
Price found within the past 48 hours. Click for updated prices.
![EB Hotel Miami](https://images.trvl-media.com/lodging/7000000/6070000/6066200/6066113/726f4521_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![W South Beach](https://images.trvl-media.com/lodging/1000000/20000/11900/11881/f2376496_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
5-7 Night Vacations in Jackson Square
Price found within the past 48 hours. Click for updated prices.
![Sherry Frontenac Oceanfront Hotel](https://images.trvl-media.com/lodging/91000000/90870000/90866000/90865983/eceb87d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Sunrise in Miami Suites](https://images.trvl-media.com/lodging/112000000/111900000/111897800/111897719/335764ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Hotel Colonnade Coral Gables, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/1100/1052/de5b7788_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Jackson Square Last Minute Hotel Deals
![Southernmost Beach Resort](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/83dfb816_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/98b416d5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/61acb0cc_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
NYAH Key West - Adults Only
420 Margaret Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/79d1c8de_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Opal Key Resort & Marina, Key West
245 Front Street, Key West, FL
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
![Ocean Key Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/05980c06_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Ocean Key Resort - A Noble House Resort
Zero Duval St., Key West, FL
Stay at this 4-star spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
![The Cabana Inn Key West - Adults Only](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/cf7f237d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Cabana Inn Key West - Adults Only
413 Applerouth Lane, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our ...
![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Tue, Mar 11 - Tue, Mar 18
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$48 Roundtrip, found 10 hours ago
$48
Roundtrip
found 10 hours ago
![Frontier Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif)
Thu, Apr 3 - Thu, Apr 10
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$48 Roundtrip, found 4 hours ago
$48
Roundtrip
found 4 hours ago
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif)
Tue, Mar 4 - Wed, Mar 12
LGA
LaGuardia
MIA
Miami Intl.
$51 Roundtrip, found 3 days ago
$51
Roundtrip
found 3 days ago
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif)
Mon, Mar 3 - Wed, Mar 5
PHL
Philadelphia Intl.
MIA
Miami Intl.
$54 Roundtrip, found 3 days ago
$54
Roundtrip
found 3 days ago
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