Cheap Vacations in South Naples

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South Naples vacations

Price found within the past 48 hours. Click for updated prices.
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 $716, price is now $566 per person
$566
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

3-night South Naples vacations

Price found within the past 48 hours. Click for updated prices.
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
Save 100% on your flight
Price was $295, price is now $217 per person
$217
per person
Apr 6 - Apr 9
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 $1,264, price is now $858 per person
$858
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop 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 $779, price is now $539 per person
$539
per person
May 1 - May 4
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
Save 100% on your flight
Price was $818, price is now $587 per person
$587
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $387, price is now $281 per person
$281
per person
May 1 - May 4
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 $1,165, price is now $854 per person
$854
per person
May 1 - May 4
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 $1,073, price is now $796 per person
$796
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,014, price is now $754 per person
$754
per person
May 1 - May 4
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 $779, price is now $579 per person
$579
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $442, price is now $330 per person
$330
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $654, price is now $489 per person
$489
per person
May 1 - May 4
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 $694, price is now $524 per person
$524
per person
May 1 - May 4
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 $410, price is now $237 per person
$237
per person
Apr 10 - Apr 14
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 $486, price is now $312 per person
$312
per person
Apr 10 - Apr 14
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 $845, price is now $611 per person
$611
per person
Apr 9 - 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 $1,136, price is now $823 per person
$823
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Apartments Fort Myers - River District

Landing Apartments Fort Myers - River District

4 out of 5
Save 100% on your flight
Price was $681, price is now $495 per person
$495
per person
Apr 10 - Apr 14
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 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
Save 100% on your flight
Price was $1,487, price is now $1,101 per person
$1,101
per person
Apr 9 - Apr 13
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
Save 100% on your flight
Price was $1,007, price is now $749 per person
$749
per person
Apr 9 - 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 $1,284, price is now $957 per person
$957
per person
Apr 16 - Apr 20
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 $1,733, price is now $1,312 per person
$1,312
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 $1,232, price is now $951 per person
$951
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was $1,208, price is now $948 per person
$948
per person
Apr 17 - Apr 21
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.
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Price was $732, price is now $545 per person
$545
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 $1,222, price is now $705 per person
$705
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
Price was $1,381, price is now $806 per person
$806
per person
Apr 10 - Apr 15
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 $1,367, price is now $961 per person
$961
per person
Apr 26 - May 1
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 $2,074, price is now $1,458 per person
$1,458
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 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $1,467, price is now $1,091 per person
$1,091
per person
Apr 17 - Apr 22
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
Save 100% on your flight
Price was $2,321, price is now $1,727 per person
$1,727
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Price was $1,027, price is now $766 per person
$766
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
Save 100% on your flight
Price was $4,143, price is now $3,141 per person
$3,141
per person
Apr 18 - Apr 23
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 $2,108, price is now $1,605 per person
$1,605
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $2,074, price is now $1,605 per person
$1,605
per person
Apr 22 - Apr 27
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.
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 $1,360, price is now $842 per person
$842
per person
Apr 30 - May 6
just found
Roundtrip flight included
Chicago (ORD) 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 $1,883, price is now $1,170 per person
$1,170
per person
Apr 16 - Apr 23
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
Save 100% on your flight
Price was $1,398, price is now $887 per person
$887
per person
Apr 29 - May 6
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 $2,565, price is now $1,778 per person
$1,778
per person
Apr 25 - May 2
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 $1,927, price is now $1,350 per person
$1,350
per person
Apr 25 - May 2
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 $2,784, price is now $2,015 per person
$2,015
per person
Apr 16 - Apr 23
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 $1,236, price is now $915 per person
$915
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $3,417, price is now $2,531 per person
$2,531
per person
Apr 12 - Apr 19
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,100, price is now $1,567 per person
$1,567
per person
Apr 16 - Apr 23
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
Save 100% on your flight
Price was $2,685, price is now $2,004 per person
$2,004
per person
Apr 18 - Apr 24
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
Save 100% on your flight
Price was $2,342, price is now $1,751 per person
$1,751
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Save 100% on your flight
Price was $2,389, price is now $1,799 per person
$1,799
per person
Apr 25 - May 2
found 1 day ago
Roundtrip 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.

Sun, Mar 22 - Wed, Mar 25
PHL
Philadelphia
RSW
Fort Myers
$80 Roundtrip, found 13 hours ago
$80
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sun, Mar 22 from Philadelphia to Fort Myers, returning Wed, Mar 25, priced at $80 found 13 hours ago
Sat, Apr 18 - Thu, Apr 30
ORD
Chicago
RSW
Fort Myers
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Chicago to Fort Myers, returning Thu, Apr 30, priced at $98 found 5 days ago
Sun, Apr 5 - Thu, Apr 9
BOS
Boston
RSW
Fort Myers
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Boston to Fort Myers, returning Thu, Apr 9, priced at $102 found 1 day 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
$197 nightly
The price is $219 total per night
$219 total
Apr 2 - Apr 3
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
$87 nightly
The price is $97 total per night
$97 total
Mar 17 - Mar 18
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.