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Loop Road Vacation Packages

Loop Road Flight + Hotel Packages

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 $526, price is now $377 per person
$377
per person
May 17 - May 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lee Health Sports Complex and Edison Mall are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Price was $2,438, price is now $1,220 per person
$1,220
per person
May 24 - May 30
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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,270, price is now $780 per person
$780
per person
May 24 - May 30
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.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $851, price is now $562 per person
$562
per person
May 25 - May 29
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,343, price is now $896 per person
$896
per person
May 19 - May 24
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.
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
Price was $1,414, price is now $965 per person
$965
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Price was $771, price is now $530 per person
$530
per person
Jun 8 - Jun 12
found 10 hours ago
Roundtrip flight included
Boston (BOS) 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.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $803, price is now $558 per person
$558
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Price was $550, price is now $397 per person
$397
per person
May 17 - May 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.
Landing Furnished Apartments Immokalee Road - Naples

Landing Furnished Apartments Immokalee Road - Naples

4 out of 5
Price was $1,099, price is now $796 per person
$796
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf apartment in Naples. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Arrowhead Golf Course and Quail Village Golf Club are located nearby.
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $770, price is now $578 per person
$578
per person
May 25 - May 29
found 22 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 Estero Boulevard Beach are located nearby.
Lovers Key Resort

Lovers Key Resort

3 out of 5
Price was $641, price is now $484 per person
$484
per person
May 25 - May 29
found 22 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.

3-4 Night Vacations in Loop Road

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $552, price is now $378 per person
$378
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $642, price is now $438 per person
$438
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $843, price is now $579 per person
$579
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Hartford (BDL) 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 $771, price is now $530 per person
$530
per person
Jun 8 - Jun 12
found 10 hours ago
Roundtrip 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
Price was $1,270, price is now $780 per person
$780
per person
May 24 - May 30
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
Price was $2,438, price is now $1,220 per person
$1,220
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Save 100% on your flight
Price was $1,343, price is now $896 per person
$896
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
Price was $1,414, price is now $965 per person
$965
per person
May 19 - May 24
found 1 day ago
Roundtrip 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

3 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 5,534 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.