Livingston Woods Vacations from $485

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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.
Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

South Fort Myers
$485
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
7.6/10 Good! (1,001 reviews)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$603
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Tween waters was absolutely wonderful! No complaints. The room was beautiful, the amenities were clean, and the staff was So helpful

Reviewed on Oct 25, 2026

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Save 100% on your flight
$2,108
per person
Jan 14 - Jan 19
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
No reviews
Lehigh Resort Club

Lehigh Resort Club

Joel
$604
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (127 reviews)
Simple, clean, and affordable. No complaints.

Reviewed on Oct 24, 2026

Sanctuary Point by Avantstay Waterfront Pool + Spa Kayak + Fishing Dock Near Beaches

Sanctuary Point by Avantstay Waterfront Pool + Spa Kayak + Fishing Dock Near Beaches

Estero Bay Shores
Save 100% on your flight
$1,203
per person
Jan 14 - Jan 19
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
No reviews

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
A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

Central Naples

1 out of top 10 points of interest in this area

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

A pier extending into a calm sea at sunset with a beach on the right.

Old Naples

3 out of top 10 points of interest in this area

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.

A coastal landscape with a cruise ship, dense greenery, and a clear view of the ocean.

Naples Park

Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.

A sailboat with a blue canopy on calm waters, a red buoy, and a forested shoreline.

Vanderbilt Beach

1 out of top 10 points of interest in this area

While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.

Livingston Woods Hotel Deals

Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
$89 nightly
$99 total
Oct 27 - Oct 28
Total with taxes and fees
9.4/10 Exceptional! (1,351 reviews)
"A ver es un lugar al que me gustaba ir , pero esta ves el hotel esta inundado de rotones desafortunadamente . Estaba comiendo con mi familia en las mesas fuera de la habitacion y las ratas llegaban literalmente hasta nuestros pies, los niños salieron corriendo . Esto simplemente es inaceptable se ..."

Reviewed on Oct 26, 2026

Fairways Inn of Naples
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
$136 nightly
$151 total
Oct 30 - Oct 31
Total with taxes and fees
9.6/10 Exceptional! (1,907 reviews)
"We had a wonderful weekend at Compass Hotel! The service was excellent, and the entire staff was incredibly friendly, attentive, and welcoming throughout our stay. Their hospitality made our experience truly enjoyable. We had a fantastic time and would definitely recommend this hotel. Looking forward ..."

Reviewed on Oct 26, 2026

Compass by Margaritaville Hotel Naples
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL
Fully refundableReserve now, pay when you stay
$166 nightly
$185 total
Oct 27 - Oct 28
Total with taxes and fees
Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 11,180 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.

Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

$63
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

$78
per adult
Naples: Sightseeing and Dining Cruises
Beach Island Shelling Cruise to Keewaydin Island Tour

Beach Island Shelling Cruise to Keewaydin Island Tour

$59
per adult
Beach Island Shelling Cruise to Keewaydin Island 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.