Cheap Vacations in South Naples

Choose two or more items and save on your trip:

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
Price was $448, price is now $348 per person
$348
per person
Apr 13 - Apr 16
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 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 $1,314, price is now $974 per person
$974
per person
Apr 9 - Apr 12
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 $803, price is now $613 per person
$613
per person
Apr 30 - May 3
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,060, price is now $809 per person
$809
per person
Apr 30 - May 3
found 9 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
Price was $724, price is now $559 per person
$559
per person
Apr 30 - May 3
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Price was $1,283, price is now $1,024 per person
$1,024
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Price was $1,474, price is now $1,191 per person
$1,191
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
Price was $852, price is now $692 per person
$692
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tropical-waterfront - Heated Pool-spa-dock-kayaks-bikes

Tropical-waterfront - Heated Pool-spa-dock-kayaks-bikes

2 out of 5
Save 100% on your flight
Price was $1,808, price is now $1,470 per person
$1,470
per person
Apr 23 - Apr 26
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Landing Furnished Apartments - Fort Myers - Heritage Palms

Landing Furnished Apartments - Fort Myers - Heritage Palms

3 out of 5
Price was $562, price is now $461 per person
$461
per person
Apr 8 - Apr 11
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village

Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village

3 out of 5
Save 100% on your flight
Price was $1,437, price is now $1,188 per person
$1,188
per person
Apr 23 - Apr 26
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) 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
Price was $616, price is now $443 per person
$443
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $1,699, price is now $1,234 per person
$1,234
per person
Apr 18 - Apr 22
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $1,739, price is now $1,275 per person
$1,275
per person
Apr 21 - Apr 25
found 7 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 $1,046, price is now $770 per person
$770
per person
Apr 7 - Apr 11
found 11 hours 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
Price was $797, price is now $597 per person
$597
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,549, price is now $1,164 per person
$1,164
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $693, price is now $524 per person
$524
per person
Apr 9 - Apr 13
found 1 day 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
Price was $1,322, price is now $1,016 per person
$1,016
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
Save 100% on your flight
Price was $6,928, price is now $5,445 per person
$5,445
per person
Apr 15 - Apr 19
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 $1,184, price is now $933 per person
$933
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Landing Apartments - Cape Coral

Landing Apartments - Cape Coral

4.5 out of 5
Save 100% on your flight
Price was $738, price is now $584 per person
$584
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Price was $665, price is now $530 per person
$530
per person
Apr 18 - Apr 22
found 23 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $735, price is now $547 per person
$547
per person
Apr 13 - Apr 18
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 $2,180, price is now $1,598 per person
$1,598
per person
Apr 18 - Apr 23
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 $776, price is now $573 per person
$573
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Price was $1,761, price is now $1,313 per person
$1,313
per person
Apr 18 - 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 $1,079, price is now $806 per person
$806
per person
Apr 26 - May 1
found 8 hours ago
Roundtrip flight included
Hartford (BDL) 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 $2,283, price is now $1,714 per person
$1,714
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,159, price is now $875 per person
$875
per person
Apr 26 - May 1
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
Price was $1,008, price is now $764 per person
$764
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Fort Myers Near Highland Pines

Landing Fort Myers Near Highland Pines

4 out of 5
Save 100% on your flight
Price was $757, price is now $576 per person
$576
per person
Apr 6 - 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 $1,493, price is now $1,140 per person
$1,140
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

6-7 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 $598, price is now $356 per person
$356
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,329, price is now $738 per person
$738
per person
Apr 26 - May 2
found 9 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
Save 100% on your flight
Price was $1,572, price is now $993 per person
$993
per person
Apr 26 - May 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $864, price is now $570 per person
$570
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,136, price is now $1,444 per person
$1,444
per person
Apr 26 - May 2
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Save 100% on your flight
Price was $1,384, price is now $943 per person
$943
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Save 100% on your flight
Price was $704, price is now $499 per person
$499
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $2,322, price is now $1,683 per person
$1,683
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $937, price is now $680 per person
$680
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,811, price is now $1,323 per person
$1,323
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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)
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 $765, price is now $562 per person
$562
per person
Apr 26 - May 2
found 9 hours ago
Roundtrip flight included
Hartford (BDL) 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.

Thu, Apr 23 - Mon, Apr 27
ORD
Chicago
RSW
Fort Myers
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 23 from Chicago to Fort Myers, returning Mon, Apr 27, priced at $90 found 3 days ago
Mon, Mar 23 - Fri, Mar 27
PHL
Philadelphia
RSW
Fort Myers
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Philadelphia to Fort Myers, returning Fri, Mar 27, priced at $94 found 2 days ago
Sun, Apr 5 - Thu, Apr 9
BOS
Boston
RSW
Fort Myers
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Boston to Fort Myers, returning Thu, Apr 9, priced at $102 found 6 hours 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 16 - Mar 17
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
Don't see what you're looking for?
See all available properties in South Naples
View all properties
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.