Maitland Vacation Packages 2025 from $319

Maitland flight + hotel vacation packages

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

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

per person

Aug 2 - Aug 6

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

A marina, 2 restaurants, and an outdoor tennis court are all featured at this smoke-free resort. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Vilano Beach

Save 100% on your flight

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Orlando (MCO)

The private beach and full-service spa are among the highlights at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas.

Westgate Palace Hotel / Universal / I-Drive

Florida Center

per person

Jul 3 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Town Center Resort

Save 100% on your flight

per person

Aug 9 - Aug 16

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

per person

Aug 4 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Orlando (MCO)

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.

Popular places to visit

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida

4.5/5(9,273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.