Search Deals onLoop Road Vacation Packages
Loop Road Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Fairways Inn of Naples
Price was $642, price is now $488 per person
$488
per person
Dec 16 - Dec 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tiburon Golf Club and Vanderbilt Beach are located nearby.
Landing Incredible 1bd, Gym, Clubhouse
Price was $1,153, price is now $815 per person
$815
per person
Dec 4 - Dec 11
found 11 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions Pine Island Shopping Center and Fort Myers Shopping Center are located nearby.
The Perry Hotel Naples
Price was $1,796, price is now $1,165 per person
$1,165
per person
Dec 16 - Dec 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Price was $2,900, price is now $1,979 per person
$1,979
per person
Dec 16 - Dec 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Lighthouse Resort and Club
Save 100% on your flight
Price was $1,649, price is now $1,158 per person
$1,158
per person
Nov 29 - Dec 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, a beach locale, and free bicycles on site. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave
Save 100% on your flight
Price was $2,872, price is now $2,105 per person
$2,105
per person
Dec 4 - Dec 11
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this cottage in Naples. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Fifth Avenue South and Paradise Coast Sports Compex are located nearby.
Naples Inn & Docks
Price was $1,047, price is now $777 per person
$777
per person
Dec 16 - Dec 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this inn in Naples. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Naples Beach and Fifth Avenue South are located nearby.
Windward Passage Resort
Save 100% on your flight
Price was $1,456, price is now $1,091 per person
$1,091
per person
Dec 5 - Dec 13
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
Bayfront Inn Fifth Avenue
Price was $1,285, price is now $972 per person
$972
per person
Dec 16 - Dec 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Naples Beach and Fifth Avenue South are located nearby.
Sanctuary Point by Avantstay Waterfront Pool + Spa Kayak + Fishing Dock Near Beaches
Save 100% on your flight
Price was $1,343, price is now $1,020 per person
$1,020
per person
Dec 4 - Dec 11
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this cottage in Bonita Springs. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
The Woods
Save 100% on your flight
Price was $1,506, price is now $1,157 per person
$1,157
per person
Dec 5 - Dec 13
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach vacation home in Fort Myers Beach. Enjoy free WiFi, free parking, and a garden. Popular attractions Key West Express and Mound House are located nearby.
Lanai & Light by Avantstay Naples Park Retreat Private Pool + Lanai Near Vanderbilt Beach
Save 100% on your flight
Price was $1,371, price is now $1,054 per person
$1,054
per person
Dec 4 - Dec 11
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this cottage in Naples. Enjoy free parking, a beach locale, and patios. Popular attractions Vanderbilt Beach and Tiburon Golf Club are located nearby.
3-4 Night Vacations in Loop Road
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Loop Road
Price found within the past 48 hours. Click for updated prices.
Loop Road Last Minute Hotel Deals
Everglades Adventures Hotel Suites by Ivey House
107 Camellia St E Everglades City FL
Stay at this hotel in Everglades City. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Captain's Table Hotel
202 Broadway Ave E Everglades City FL
Stay at this hotel in Everglades City. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our ...
Ivey House Everglades Adventures Hotel
605 Buckner Ave N Everglades City FL
Stay at this hotel in Everglades City. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Marco Beach Ocean Suites
480 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
JW Marriott Marco Island Beach Resort
400 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property ...
Marco Island Lakeside Inn
155 First Avenue Marco Island FL
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
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.
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