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.
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 $308, price is now $184 per person
$184
per person
Apr 13 - Apr 16
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 $703, 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)
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)
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 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)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,054, 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)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $814, price is now $616 per person
$616
per person
Apr 9 - Apr 12
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 $1,296, price is now $1,004 per person
$1,004
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Price was $265, price is now $205 per person
$205
per person
Apr 13 - Apr 16
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
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)
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
Price was $411, price is now $322 per person
$322
per person
Apr 13 - Apr 16
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.
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)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Price was $1,196, price is now $857 per person
$857
per person
Apr 17 - Apr 21
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 13 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 $1,652, price is now $1,264 per person
$1,264
per person
Apr 16 - Apr 20
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 $1,203, price is now $934 per person
$934
per person
Apr 15 - Apr 19
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 $799, price is now $623 per person
$623
per person
Apr 30 - May 4
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
Save 100% on your flight
Price was $2,378, price is now $1,863 per person
$1,863
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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)
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 $2,535, price is now $2,005 per person
$2,005
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
V Hibiscus Free Heated Pool Dock Bikes Kayaks Fishing Gear-walk to Fishermen s Village

V Hibiscus Free Heated Pool Dock Bikes Kayaks Fishing Gear-walk to Fishermen s Village

3 out of 5
Save 100% on your flight
Price was $1,958, price is now $1,565 per person
$1,565
per person
Apr 9 - Apr 13
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 $1,672, price is now $1,340 per person
$1,340
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
V Tranquility - Waterfront Villa Free Heated Pool Beach Fishing Gear Kayaks Bikes Dock

V Tranquility - Waterfront Villa Free Heated Pool Beach Fishing Gear Kayaks Bikes Dock

3 out of 5
Save 100% on your flight
Price was $1,799, price is now $1,444 per person
$1,444
per person
Apr 9 - Apr 13
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
Save 100% on your flight
Price was $459, price is now $257 per person
$257
per person
Apr 6 - Apr 11
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 $584, price is now $372 per person
$372
per person
Apr 6 - 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 $691, price is now $448 per person
$448
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Save 100% on your flight
Price was $739, price is now $531 per person
$531
per person
Apr 6 - Apr 11
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 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)
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 22 hours 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)
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)
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)
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Price was $394, price is now $295 per person
$295
per person
Apr 6 - Apr 11
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 $2,283, 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)

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 $522, price is now $270 per person
$270
per person
Apr 8 - 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 $660, price is now $399 per person
$399
per person
Apr 8 - Apr 14
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 $794, price is now $498 per person
$498
per person
Apr 8 - Apr 14
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 $1,572, 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)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

3 out of 5
Save 100% on your flight
Price was $1,554, price is now $1,002 per person
$1,002
per person
Apr 8 - Apr 15
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 $2,064, price is now $1,358 per person
$1,358
per person
Apr 18 - Apr 25
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 $1,390, price is now $950 per person
$950
per person
Apr 8 - Apr 14
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
Save 100% on your flight
Price was $563, price is now $388 per person
$388
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Save 100% on your flight
Price was $429, price is now $310 per person
$310
per person
Apr 8 - Apr 14
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 $2,885, price is now $2,092 per person
$2,092
per person
Apr 19 - Apr 26
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 $1,941, price is now $1,413 per person
$1,413
per person
Apr 8 - 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 $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)

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 8 hours ago
$102
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Boston to Fort Myers, returning Thu, Apr 9, priced at $102 found 8 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.
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.
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.
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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.