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Loop Road Vacation Packages

Loop Road Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $815, price is now $533 per person
$533
per person
May 10 - May 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this condo 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.
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Price was $2,314, price is now $1,712 per person
$1,712
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
Price was $2,316, price is now $1,730 per person
$1,730
per person
May 9 - May 16
found 4 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Landing Apartments Downtown Port Charlotte 

Landing Apartments Downtown Port Charlotte 

3 out of 5
Price was $823, price is now $637 per person
$637
per person
May 4 - May 11
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this apartment in Port Charlotte. Enjoy free parking, a fitness center, and a conference center. Popular attractions Cultural Center of Charlotte County and Lake Betty Park are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $2,013, price is now $1,064 per person
$1,064
per person
May 28 - Jun 2
found 1 day 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.
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
Save 100% on your flight
Price was $1,534, price is now $1,001 per person
$1,001
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
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 our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,214, price is now $796 per person
$796
per person
May 28 - Jun 2
found 1 day 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.
Hilton Naples

Hilton Naples

4 out of 5
Price was $1,165, price is now $834 per person
$834
per person
May 8 - May 15
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Lovers Key Resort

Lovers Key Resort

3 out of 5
Price was $785, price is now $564 per person
$564
per person
May 28 - Jun 2
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy breakfast (surcharge), a fitness center, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Price was $1,394, price is now $1,009 per person
$1,009
per person
May 8 - May 15
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $1,670, price is now $1,214 per person
$1,214
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
The Boat House

The Boat House

2 out of 5
Price was $1,084, price is now $808 per person
$808
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pelican Pier Marina and Cannon Beach are located nearby.

3-4 Night Vacations in Loop Road

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $415, price is now $308 per person
$308
per person
May 11 - May 14
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,137, price is now $751 per person
$751
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was $884, price is now $604 per person
$604
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $946, price is now $706 per person
$706
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

5-7 Night Vacations in Loop Road

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,214, price is now $796 per person
$796
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
East End
Price was $2,314, price is now $1,712 per person
$1,712
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,013, price is now $1,064 per person
$1,064
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
South End
Save 100% on your flight
Price was $1,534, price is now $1,001 per person
$1,001
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

Loop Road Last Minute Hotel Deals

Everglades Adventures Hotel Suites by Ivey House

Everglades Adventures Hotel Suites by Ivey House

2.5 out of 5
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 ...
Everglades Adventures Hotel Suites by Ivey House
Captain's Table Hotel

Captain's Table Hotel

2.5 out of 5
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 ...
Captain's Table Hotel
Port of the Islands Everglades Adventure Resort

Port of the Islands Everglades Adventure Resort

2.5 out of 5
Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular ...
Port of the Islands Everglades Adventure Resort
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
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 ...
Hilton Marco Island Beach Resort and Spa
JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

4 out of 5
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 ...
JW Marriott Marco Island Beach Resort
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
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 Beach Ocean Suites
Marco Island Lakeside Inn

Marco Island Lakeside Inn

2.5 out of 5
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 ...
Marco Island Lakeside Inn
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
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 ...
Great Wolf Lodge Naples
See all 5,572 properties in Loop Road
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.