Search Deals onLoop Road Vacation Packages
Loop Road Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Landing Fort Myers - Eastwood Village
Price was $771, price is now $609 per person
$609
per person
Oct 14 - Oct 18
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury aparthotel in Fort Myers. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Calusa Nature Center and Planetarium and Fleamasters Fleamarket are located nearby.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,166, price is now $778 per person
$778
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Casa Ybel Resort
Save 100% on your flight
Price was $1,208, price is now $824 per person
$824
per person
Oct 19 - Oct 24
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Bowman's Beach are located nearby.
The Suites at Fishermen’s Village
Save 100% on your flight
Price was $1,143, price is now $787 per person
$787
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,390, price is now $966 per person
$966
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop 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 Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,002, price is now $730 per person
$730
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,365, price is now $1,008 per person
$1,008
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
THE Palmview AND Sandpiper Inns
Price was $870, price is now $661 per person
$661
per person
Oct 19 - Oct 24
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples
Save 100% on your flight
Price was $1,827, price is now $1,432 per person
$1,432
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this cottage in Bonita Springs. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Barefoot Beach and Bonita Springs Public Beach are located nearby.
Marriott Sanibel Harbour Resort & Spa
Price was $1,238, price is now $971 per person
$971
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Luxury 5BR - Pool Game Room Mini Golf Fire Pit
Save 100% on your flight
Price was $5,649, price is now $4,444 per person
$4,444
per person
Oct 9 - Oct 16
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach vacation home in Marco Island. Enjoy a beach locale. Popular attractions Marco Beach and Mackle Park are located nearby.
The Lighthouse Resort Inn & Suites
Price was $1,004, price is now $798 per person
$798
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach 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 ...
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 ...
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 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 ...
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 ...
Staybridge Suites Naples – Marco Island by IHG
9401 Triangle Blvd Naples FL
Book a stay at this golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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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