Rural Estates Vacations from $525

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The Latest Rural Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$525
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Bellasera Resort

Bellasera Resort

Old Naples
Save 100% on your flight
$1,129
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (2,335 reviews)
Excellent staff...everyone. Rooms were also great.

Reviewed on Oct 12, 2026

The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$837
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,182 reviews)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Save 100% on your flight
$751
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (123 reviews)
Staff were very polite and helpful other than when promotional items were attempted to be redeemed. Water stations were not available as stated. Very nice accommodations.

Reviewed on Oct 14, 2026

Edison Beach House

Edison Beach House

Save 100% on your flight
$1,315
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,921 reviews)
Staff was amazing! Place was clean and pool was great- can’t wait to go back again :)

Reviewed on Oct 15, 2026

Where to stay in Rural Estates

Find the best Rural Estates areas and neighborhoods for the activities you enjoy most. Learn more about Rural Estates
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.

Find hotels in Central Naples
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.

Find hotels in East Naples
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.

Find hotels in Old Naples
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.

Find hotels in Naples Park
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.

Find hotels in Vanderbilt Beach

Rural Estates Hotel Deals

Great Wolf Lodge Naples

Great Wolf Lodge Naples

3900 City Gate Blvd N. Naples FL
$187 nightly
$208 total
Oct 18 - Oct 19
Total with taxes and fees
Great Wolf Lodge Naples
Holiday Inn Express Naples South I-75 by IHG

Holiday Inn Express Naples South I-75 by IHG

3837 Tollgate Blvd Naples FL
Fully refundable
$93 nightly
$103 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express Naples South I-75 by IHG
Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
$85 nightly
$94 total
Oct 22 - Oct 23
Total with taxes and fees
9.4/10 Exceptional! (1,344 reviews)
"I was surprised. When I arrived, I thought it's an old place that will be run down. I was wrong. They had everything. Perfect outdoor set up. Porches, pool, grilling area, and so on."

Reviewed on Oct 14, 2026

Fairways Inn of Naples
See all 13,629 properties in Rural Estates
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.
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Stay near popular Rural Estates attractions

Paradise Coast Sports Compex

Explore the great outdoors at Paradise Coast Sports Compex, a lovely green space in Naples.
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Valencia Golf and Country Club

Enjoy a round of golf in Orangetree at Valencia Golf and Country Club. While you're in the area, stroll along the beautiful beaches.
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Big Corkscrew Island

Commune with nature and explore the great outdoors at Big Corkscrew Island during your travels in Naples.
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Emmanuel Park

After visiting Emmanuel Park, make a plan to see the other sights and activities in Naples.
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CREW Land & Water Trust- Bird Rookery Swamp Trails

Enjoy an outing to CREW Land & Water Trust- Bird Rookery Swamp Trails during your stay in Naples. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.
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Things to do

Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

$78
per adult
Naples: Sightseeing and Dining Cruises
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

$73
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Sunset Cruise Tour

Sunset Cruise Tour

$51
per adult
Sunset Cruise 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.