Holiday rentals near Third Street South
We found 3,885 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:26 Sept - 3 Oct
Image gallery for BEACH, POOL, SUNSETS in the Heart of Old Naples!
9.89.8 out of 10 rating
Exceptional
(117 reviews)
BEACH, POOL, SUNSETS in the Heart of Old Naples!
Naples, FL
8% off
Price is NZ$3,223
NZ$3,223
NZ$460 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$4,018
NZ$4,018
NZ$574 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$17,430
NZ$17,430
NZ$2,490 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$11,053
NZ$11,053
NZ$1,579 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$1,919
NZ$1,919
NZ$274 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$14,104
NZ$14,104
NZ$2,015 per night
includes taxes & fees
Image gallery for Mini-mansion ... Downtown Where the Action is & walk to Beach
8.68.6 out of 10 rating
Excellent
(13 reviews)
Mini-mansion ... Downtown Where the Action is & walk to Beach
Naples, FL
8% off
Price is NZ$6,905
NZ$6,905
NZ$986 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$2,341
NZ$2,341
NZ$334 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$4,552
NZ$4,552
NZ$650 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$3,362
NZ$3,362
NZ$480 per night
includes taxes & fees
Image gallery for RARE FIND! Newly Renovated Home on Golf Course!
1010 out of 10 rating
Exceptional
(8 reviews)
RARE FIND! Newly Renovated Home on Golf Course!
Naples, FL
8% off
Price is NZ$4,522
NZ$4,522
NZ$646 per night
includes taxes & fees
Image gallery for CASA DELMARE....Naples pool-villa retreat
9.89.8 out of 10 rating
Exceptional
(16 reviews)
CASA DELMARE....Naples pool-villa retreat
Naples, FL
8% off
Price is NZ$6,637
NZ$6,637
NZ$948 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$4,383
NZ$4,383
NZ$626 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$5,763
NZ$5,763
NZ$823 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
(18 reviews)
New Listing: Charming Pool Home 1/2 mile to Lowdermilk Beach Park!
Naples, FL
8% off
Price is NZ$9,262
NZ$9,262
NZ$1,323 per night
includes taxes & fees
Image gallery for Villa Vera - Naples near to the beaches, large heated private pool
9.29.2 out of 10 rating
Wonderful
(18 reviews)
Villa Vera - Naples near to the beaches, large heated private pool
Naples, FL
10% off
Price is NZ$4,187
NZ$4,187
NZ$598 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$7,696
NZ$7,696
NZ$1,099 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
7% off
Price is NZ$5,915
NZ$5,915
NZ$845 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
(9 reviews)
NEW POOL! Naples Home 2 miles to Beach/5th Ave, 2 King Beds, Hot Tub, Bikes
Naples, FL
7% off
Price is NZ$3,354
NZ$3,354
NZ$479 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$4,947
NZ$4,947
NZ$707 per night
includes taxes & fees
Image gallery for Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.
Naples, FL
12% off
Price is NZ$3,638
NZ$3,638
NZ$520 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
(8 reviews)
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Naples, FL
14% off
Price is NZ$3,214
NZ$3,214
NZ$459 per night
includes taxes & fees
Image gallery for Great Low Holiday Rates! 5 min to Gulf Beaches.
1010 out of 10 rating
Exceptional
(46 reviews)
Great Low Holiday Rates! 5 min to Gulf Beaches.
Naples, FL
7% off
Price is NZ$1,601
NZ$1,601
NZ$229 per night
includes taxes & fees
Image gallery for Just 2 block walk to the Gulf of Mexico Beaches in Olde Naples
1010 out of 10 rating
Exceptional
(8 reviews)
Just 2 block walk to the Gulf of Mexico Beaches in Olde Naples
Naples, FL
8% off
Price is NZ$10,903
NZ$10,903
NZ$1,558 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