Cheap Vacations in South Naples

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3-night South Naples vacations

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Save 100% on your flight
Price was $449, price is now $349 per person
$349
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $1,128, price is now $745 per person
$745
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $708, price is now $508 per person
$508
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Holiday Inn Express Hotel Naples Downtown - 5th Avenue

Holiday Inn Express Hotel Naples Downtown - 5th Avenue

2.5 out of 5
Save 100% on your flight
Price was $710, price is now $520 per person
$520
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Staybridge Suites Naples – Marco Island by IHG

Staybridge Suites Naples – Marco Island by IHG

3 out of 5
Save 100% on your flight
Price was $669, price is now $492 per person
$492
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $769, price is now $569 per person
$569
per person
Apr 10 - Apr 13
found 22 hours 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
Save 100% on your flight
Price was $725, price is now $541 per person
$541
per person
Apr 8 - Apr 11
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
Save 100% on your flight
Price was $601, price is now $455 per person
$455
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Save 100% on your flight
Price was $1,036, price is now $787 per person
$787
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Best Western Naples Inn & Suites

Best Western Naples Inn & Suites

2.5 out of 5
Price was $479, price is now $367 per person
$367
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Price was $1,242, price is now $971 per person
$971
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $631, price is now $495 per person
$495
per person
Apr 5 - Apr 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

4-night South Naples vacations

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
Save 100% on your flight
Price was $418, price is now $270 per person
$270
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
Price was $599, price is now $421 per person
$421
per person
Apr 7 - Apr 11
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
Save 100% on your flight
Price was $907, price is now $643 per person
$643
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $516, price is now $369 per person
$369
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,046, price is now $770 per person
$770
per person
Apr 7 - Apr 11
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Price was $1,784, price is now $1,316 per person
$1,316
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
Price was $452, price is now $335 per person
$335
per person
Apr 7 - Apr 11
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
Price was $1,161, price is now $864 per person
$864
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,148, price is now $857 per person
$857
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,673, price is now $1,252 per person
$1,252
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,168, price is now $891 per person
$891
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Save 100% on your flight
Price was $598, price is now $457 per person
$457
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

5-night South Naples vacations

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 $704, price is now $522 per person
$522
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,399, price is now $892 per person
$892
per person
Apr 22 - Apr 27
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
Save 100% on your flight
Price was $1,334, price is now $908 per person
$908
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,056, price is now $1,472 per person
$1,472
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,959, price is now $1,418 per person
$1,418
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,146, price is now $837 per person
$837
per person
Apr 6 - Apr 11
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $1,421, price is now $1,043 per person
$1,043
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $2,025, price is now $1,492 per person
$1,492
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
Price was $1,575, price is now $1,161 per person
$1,161
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,378, price is now $1,018 per person
$1,018
per person
Apr 13 - Apr 18
found 10 hours 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
Save 100% on your flight
Price was $2,253, price is now $1,666 per person
$1,666
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Save 100% on your flight
Price was $1,309, price is now $979 per person
$979
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

6-7 night South Naples vacations

Price found within the past 48 hours. Click for updated prices.
Spinnaker Inn of Naples

Spinnaker Inn of Naples

2 out of 5
Price was $673, price is now $499 per person
$499
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $1,572, price is now $993 per person
$993
per person
Apr 26 - May 3
found 21 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,668, price is now $1,819 per person
$1,819
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Save 100% on your flight
Price was $1,610, price is now $1,104 per person
$1,104
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
Save 100% on your flight
Price was $1,365, price is now $960 per person
$960
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $2,817, price is now $2,010 per person
$2,010
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Holiday Inn Express Hotel Naples Downtown - 5th Avenue

Holiday Inn Express Hotel Naples Downtown - 5th Avenue

2.5 out of 5
Save 100% on your flight
Price was $1,330, price is now $954 per person
$954
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Staybridge Suites Naples – Marco Island by IHG

Staybridge Suites Naples – Marco Island by IHG

3 out of 5
Save 100% on your flight
Price was $1,128, price is now $825 per person
$825
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

3 out of 5
Save 100% on your flight
Price was $1,616, price is now $1,188 per person
$1,188
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
Price was $2,309, price is now $1,698 per person
$1,698
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hampton Inn Naples Central

Hampton Inn Naples Central

2.5 out of 5
Save 100% on your flight
Price was $1,168, price is now $862 per person
$862
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Best Western Naples Inn & Suites

Best Western Naples Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $986, price is now $728 per person
$728
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

Flight deals to South Naples

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, May 9 - Thu, May 14
ORD
Chicago
RSW
Fort Myers
$66 Roundtrip, found 6 days ago
$66
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, May 9 from Chicago to Fort Myers, returning Thu, May 14, priced at $66 found 6 days ago
Mon, Mar 23 - Fri, Mar 27
PHL
Philadelphia
RSW
Fort Myers
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Philadelphia to Fort Myers, returning Fri, Mar 27, priced at $94 found 1 day ago
Mon, Apr 6 - Thu, Apr 9
BOS
Boston
RSW
Fort Myers
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Apr 6 from Boston to Fort Myers, returning Thu, Apr 9, priced at $102 found 2 days ago

Top rated hotels for your South Naples vacation

Staybridge Suites Naples – Marco Island by IHG

Staybridge Suites Naples – Marco Island by IHG

3 out of 5
9401 Triangle Blvd Naples FL
Free Cancellation
2.49 mi from city center
$202 nightly
The price is $224 total per night
$224 total
Apr 1 - Apr 2
Total with taxes and fees
With a stay at Staybridge Suites Naples – Marco Island by IHG, you'll be centrally located in Naples, within a 15-minute drive of Fifth Avenue South and Naples Pier.
Pool
Breakfast included
Conty's Motel

Conty's Motel

2 out of 5
11238 Tamiami Trail East Naples FL
1.99 mi from city center
$86 nightly
The price is $95 total per night
$95 total
Mar 6 - Mar 7
Total with taxes and fees
Located in Naples, Conty's Motel is within a 10-minute drive of Naples Botanical Garden and Tin City.
Pool
Pet friendly
La Quinta Inn & Suites by Wyndham Naples East (I-75)

La Quinta Inn & Suites by Wyndham Naples East (I-75)

3 out of 5
185 Bedzel Cir Naples FL
Free Cancellation
Reserve now, pay when you stay
3.73 mi from city center
$102 nightly
The price is $113 total per night
$113 total
Apr 5 - Apr 6
Total with taxes and fees
When you stay at La Quinta Inn & Suites by Wyndham Naples East (I-75) in Naples, you'll be near the airport, within a 15-minute drive of Fifth Avenue South and Naples Zoo at Caribbean Gardens.
Pool
Breakfast included
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.