Holiday rentals near Third Street South
We found 3,940 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Third Street South that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, including parking and a TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Third Street South
Showing deals for:3 Oct - 10 Oct
Image gallery for BEACH, POOL, SUNSETS in the Heart of Old Naples!
9.89.8 out of 10 rating
Exceptional
(118 reviews)
BEACH, POOL, SUNSETS in the Heart of Old Naples!
Naples, FL
8% off
Price is NZ$3,187
NZ$3,187
NZ$455 per night
includes taxes & fees
Image gallery for Private Pool and Lanai! Walking distance to Vanderbilt Beach!
1010 out of 10 rating
Exceptional
(47 reviews)
Private Pool and Lanai! Walking distance to Vanderbilt Beach!
Naples, FL
8% off
Price is NZ$4,380
NZ$4,380
NZ$626 per night
includes taxes & fees
Image gallery for Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Naples, FL
7% off
Price is NZ$1,988
NZ$1,988
NZ$284 per night
includes taxes & fees
Image gallery for Gorgeous Pelican Bay Home w/ Private Pool, Spa & 3 Mile Private Beach!!
1010 out of 10 rating
Exceptional
(5 reviews)
Gorgeous Pelican Bay Home w/ Private Pool, Spa & 3 Mile Private Beach!!
Naples, FL
5% off
Price is NZ$18,158
NZ$18,158
NZ$2,594 per night
includes taxes & fees
Image gallery for 🎄HOLIDAY SPECIAL!🎄 book 2 weeks starting in December and get 20% discount 🎉🎄🎊❄️
9.69.6 out of 10 rating
Exceptional
(5 reviews)
🎄HOLIDAY SPECIAL!🎄 book 2 weeks starting in December and get 20% discount 🎉🎄🎊❄️
Naples, FL
8% off
Price is NZ$13,453
NZ$13,453
NZ$1,922 per night
includes taxes & fees
Image gallery for Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
Naples, FL
7% off
Price is NZ$14,635
NZ$14,635
NZ$2,091 per night
includes taxes & fees
Image gallery for A Naples gem close to the beach and downtown!
1010 out of 10 rating
Exceptional
(11 reviews)
A Naples gem close to the beach and downtown!
Naples, FL
7% off
Price is NZ$3,794
NZ$3,794
NZ$542 per night
includes taxes & fees
Image gallery for Botanical garden in the backyard! Beautiful home in great location.
1010 out of 10 rating
Exceptional
(21 reviews)
Botanical garden in the backyard! Beautiful home in great location.
Naples, FL
7% off
Price is NZ$4,501
NZ$4,501
NZ$643 per night
includes taxes & fees
Image gallery for Aqua Blue! Only close to Beach! Heated Pool, Pet Friendly! - 2 dogs
8.88.8 out of 10 rating
Excellent
(9 reviews)
Aqua Blue! Only close to Beach! Heated Pool, Pet Friendly! - 2 dogs
Naples, FL
7% off
Price is NZ$4,404
NZ$4,404
NZ$629 per night
includes taxes & fees
Image gallery for Unit 8 - Gulfview Sunset Escape
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Unit 8 - Gulfview Sunset Escape
Naples, FL
7% off
Price is NZ$2,184
NZ$2,184
NZ$312 per night
includes taxes & fees
Image gallery for FISHERMANS PARADISE WATERFRONT POOL HOME 2 minute drive to the beach
9.89.8 out of 10 rating
Exceptional
(6 reviews)
FISHERMANS PARADISE WATERFRONT POOL HOME 2 minute drive to the beach
Naples, FL
8% off
Price is NZ$5,699
NZ$5,699
NZ$814 per night
includes taxes & fees
Image gallery for Luxury Home, Close to the Beach and Heated Pool.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Luxury Home, Close to the Beach and Heated Pool.
Naples, Florida
8% off
Price is NZ$4,618
NZ$4,618
NZ$660 per night
includes taxes & fees
Image gallery for 4-BD Beach House-2 Kitchens + 2 Outdoor Areas-Downtown 5 Min-Beach/Pier 5 Min
1010 out of 10 rating
Exceptional
(5 reviews)
4-BD Beach House-2 Kitchens + 2 Outdoor Areas-Downtown 5 Min-Beach/Pier 5 Min
Naples, FL
14% off
Price is NZ$3,325
NZ$3,325
NZ$475 per night
includes taxes & fees
Image gallery for New Listing: Charming Pool Home 1/2 mile to Lowdermilk Beach Park!
1010 out of 10 rating
Exceptional
(19 reviews)
New Listing: Charming Pool Home 1/2 mile to Lowdermilk Beach Park!
Naples, FL
8% off
Price is NZ$9,159
NZ$9,159
NZ$1,308 per night
includes taxes & fees
Image gallery for Beautiful Home with Guest House and Saltwater Pool-4 miles to beach
1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful Home with Guest House and Saltwater Pool-4 miles to beach
Naples, FL
8% off
Price is NZ$7,610
NZ$7,610
NZ$1,087 per night
includes taxes & fees
Image gallery for Enchanting 3BR modern house on 2.5 wooded acres in fabulous Naples. AC/WiFi/Pet.
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Enchanting 3BR modern house on 2.5 wooded acres in fabulous Naples. AC/WiFi/Pet.
Naples, FL
9% off
Price is NZ$3,915
NZ$3,915
NZ$559 per night
includes taxes & fees
Image gallery for Exceptional 2 bedroom 2 bath Condo in Treviso Bay, Naples
1010 out of 10 rating
Exceptional
(12 reviews)
Exceptional 2 bedroom 2 bath Condo in Treviso Bay, Naples
Naples, FL
7% off
Price is NZ$2,210
NZ$2,210
NZ$316 per night
includes taxes & fees
Image gallery for Home with pool - walk or bike to beach!
1010 out of 10 rating
Exceptional
(12 reviews)
Home with pool - walk or bike to beach!
Naples, FL
8% off
Price is NZ$4,892
NZ$4,892
NZ$699 per night
includes taxes & fees
Image gallery for Pool Home in the Heart of Naples!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Pool Home in the Heart of Naples!
Naples, FL
8% off
Price is NZ$7,769
NZ$7,769
NZ$1,110 per night
includes taxes & fees
Image gallery for The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Naples, FL
14% off
Price is NZ$3,178
NZ$3,178
NZ$454 per night
includes taxes & fees
Image gallery for 5 min to Beaches, Shops and Dining.
1010 out of 10 rating
Exceptional
(46 reviews)
5 min to Beaches, Shops and Dining.
Naples, FL
7% off
Price is NZ$1,763
NZ$1,763
NZ$252 per night
includes taxes & fees
Image gallery for 4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
1010 out of 10 rating
Exceptional
(18 reviews)
4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
Naples, FL
7% off
Price is NZ$3,098
NZ$3,098
NZ$443 per night
includes taxes & fees
Image gallery for AMAZING South Lake View 4/3, 6 TVs, Xbox, PS5+VReal, Piano. UNIQUE Endless Pool
1010 out of 10 rating
Exceptional
(139 reviews)
AMAZING South Lake View 4/3, 6 TVs, Xbox, PS5+VReal, Piano. UNIQUE Endless Pool
Naples, FL
7% off
Price is NZ$4,243
NZ$4,243
NZ$606 per night
includes taxes & fees
Image gallery for NEW POOL! Naples Home 2 miles to Beach/5th Ave, 2 King Beds, Hot Tub, Bikes
1010 out of 10 rating
Exceptional
(10 reviews)
NEW POOL! Naples Home 2 miles to Beach/5th Ave, 2 King Beds, Hot Tub, Bikes
Naples, FL
7% off
Price is NZ$3,423
NZ$3,423
NZ$489 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Third Street South
Lovely Two bedroom/Two bath Main Floor on the canal to Naples Bay! Pet friendly
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
OLD NAPLES Downtown Starfish
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
"Flamingo Feliz" Heated Pool! Close to Beach and 5th Ave.
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Welcome to The Salty Palm 30 day minimum stay
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Beautiful Downtown Naples Close to All Naples Has to Offer
Sleeps 12 · 5 bedrooms · 3 bathrooms
8.88.8 out of 10
Excellentexcellent
6 reviews(6 reviews)
2 BD/ 2BA. Just steps to Beach, Walk to 3rd St South
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value