Livingston Woods Vacations from $305

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Your Livingston Woods Vacation

Take the hassle out of planning your next adventure with a Livingston Woods vacation package. Soak in the sights and sounds of this unique neighborhood and enjoy what it has to offer. Some top nearby attractions to see during your trip to Livingston Woods include Tiburon Golf Club, North Collier Regional Park and Sun N Fun Lagoon. Don't just imagine it — turn it into reality! Reserve your ideal Livingston Woods vacation with Expedia and get to where you're going your way.

The Latest Livingston Woods Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $601, price is now $305 per person
$305
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Safe and quiet place. Easy parking. Strongly recommend.

Reviewed on Aug 23, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $559 per person
$559
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,474 reviews)
The staff was so kind and very helpful. The beach and views were amazing. Alot of places to shop and eat were in walking distance. We will definitely be back.

Reviewed on Aug 31, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,388, price is now $785 per person
$785
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
Location, service and amenities are excellent

Reviewed on Aug 31, 2025

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,212, price is now $697 per person
$697
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (85 reviews)
I had a great time there - staff was great - room was amazing on all levels . I will be back guaranteed

Reviewed on Aug 31, 2025

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $1,751, price is now $1,060 per person
$1,060
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (22 reviews)
Beautiful view and beautiful beach!

Reviewed on Aug 2, 2025

Where to stay in Livingston Woods

Find the best Livingston Woods areas and neighborhoods for the activities you enjoy most. Learn more about Livingston Woods
South Florida showing a coastal town, a marina and a bay or harbor

Old Naples

3 out of top 10 points of interest in this area
4.5/5(397 area reviews)

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

Find hotels in Old Naples

Livingston Woods Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
$197 nightly
The price is $219 total per night from Sep 15 to Sep 16
$219 total
Sep 15 - Sep 16
Total with taxes and fees
Naples Grande Beach Resort
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Sep 10 to Sep 11
$141 total
Sep 10 - Sep 11
Total with taxes and fees
Hyatt House Naples/5th Avenue
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $146 total per night from Sep 7 to Sep 8
$146 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Naples
See all 10,586 properties in Livingston Woods
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Livingston Woods

Naples Beach

Naples Beach

4.5/5(1,407 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

4.5/5(45 reviews)

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Naples Pier featuring a sandy beach and landscape views as well as a large group of people

Naples Pier

4.5/5(1,161 reviews)

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

$64
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

$70
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

$70
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Moped Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.