Holiday rentals near Third Street South
We found 3,871 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:18 Jul - 25 Jul
Image gallery for A resort property with plenty of amenities and close to downtown Naples
1010 out of 10 rating
Exceptional
(5 reviews)
A resort property with plenty of amenities and close to downtown Naples
Naples, FL
6% off
Price is NZ$9,954
NZ$9,954
NZ$1,422 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
(8 reviews)
NEW POOL! Naples Home 2 miles to Beach/5th Ave, 2 King Beds, Hot Tub, Bikes
Naples, FL
8% off
Price is NZ$4,446
NZ$4,446
NZ$635 per night
includes taxes & fees
Image gallery for The Gilded Palm - Naples, 4 Blocks to Beach, 1/2 Block to 5th Ave Downtown, Pool
1010 out of 10 rating
Exceptional
(25 reviews)
The Gilded Palm - Naples, 4 Blocks to Beach, 1/2 Block to 5th Ave Downtown, Pool
Naples, FL
8% off
Price is NZ$2,891
NZ$2,891
NZ$413 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$3,708
NZ$3,708
NZ$530 per night
includes taxes & fees
Image gallery for Relaxing PRIVATE Vacation Home at Vanderbilt Beach - FREE WIGGINS PARK PASS
1010 out of 10 rating
Exceptional
(21 reviews)
Relaxing PRIVATE Vacation Home at Vanderbilt Beach - FREE WIGGINS PARK PASS
Naples, FL
8% off
Price is NZ$3,767
NZ$3,767
NZ$538 per night
includes taxes & fees
Image gallery for Modern Coastal Cottage 1.5 miles to Beach
1010 out of 10 rating
Exceptional
(50 reviews)
Modern Coastal Cottage 1.5 miles to Beach
Naples, FL
8% off
Price is NZ$5,170
NZ$5,170
NZ$739 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$13,867
NZ$13,867
NZ$1,981 per night
includes taxes & fees
Image gallery for Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds
1010 out of 10 rating
Exceptional
(5 reviews)
Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds
Naples, FL
8% off
Price is NZ$5,785
NZ$5,785
NZ$826 per night
includes taxes & fees
Image gallery for Experience Naples Park charm near Vanderbilt Beach
1010 out of 10 rating
Exceptional
(11 reviews)
Experience Naples Park charm near Vanderbilt Beach
Naples, FL
8% off
Price is NZ$9,901
NZ$9,901
NZ$1,414 per night
includes taxes & fees
Image gallery for Lely Resort Home with NEW heated salt water pool and PLAYERS CLUB!
1010 out of 10 rating
Exceptional
(31 reviews)
Lely Resort Home with NEW heated salt water pool and PLAYERS CLUB!
Naples, FL
8% off
Price is NZ$4,236
NZ$4,236
NZ$605 per night
includes taxes & fees
Image gallery for 5 star condo: Top Golf Courses, Great Amenities, near Beach and Downtown Naples!
1010 out of 10 rating
Exceptional
(22 reviews)
5 star condo: Top Golf Courses, Great Amenities, near Beach and Downtown Naples!
Naples, FL
7% off
Price is NZ$3,988
NZ$3,988
NZ$570 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom home w/plenty in & outdoor space, perfect for every occasion.
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Charming 3 Bedroom home w/plenty in & outdoor space, perfect for every occasion.
Naples, FL
5% off
Price is NZ$2,405
NZ$2,405
NZ$344 per night
includes taxes & fees
Image gallery for Lely Masters Reserve: Golf, Players club, Private pool, Ultimate comfort!
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Lely Masters Reserve: Golf, Players club, Private pool, Ultimate comfort!
Naples, FL
6% off
Price is NZ$7,101
NZ$7,101
NZ$1,014 per night
includes taxes & fees
Image gallery for ONE BLOCK to the beach, Restaurants & Shopping!!!
1010 out of 10 rating
Exceptional
(28 reviews)
ONE BLOCK to the beach, Restaurants & Shopping!!!
Naples, FL
8% off
Price is NZ$3,483
NZ$3,483
NZ$498 per night
includes taxes & fees
Image gallery for Spring Break Beach Specials! HOT TUB. Close to Everything. Pets Welcome!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Spring Break Beach Specials! HOT TUB. Close to Everything. Pets Welcome!
Naples, FL
8% off
Price is NZ$4,790
NZ$4,790
NZ$684 per night
includes taxes & fees
Image gallery for Luxury 3 bed Resort Style Amenities
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Luxury 3 bed Resort Style Amenities
Naples, FL
7% off
Price is NZ$2,902
NZ$2,902
NZ$415 per night
includes taxes & fees
Image gallery for Beautiful & spacious 3 bed 3 bath home with private pool and Golf & Tennis Club
9.49.4 out of 10 rating
Exceptional
(33 reviews)
Beautiful & spacious 3 bed 3 bath home with private pool and Golf & Tennis Club
Naples, FL
8% off
Price is NZ$4,940
NZ$4,940
NZ$706 per night
includes taxes & fees
Image gallery for Royal Palm House 2 story home near Naples Bay and Beach
9.49.4 out of 10 rating
Exceptional
(14 reviews)
Royal Palm House 2 story home near Naples Bay and Beach
Naples, FL
7% off
Price is NZ$2,124
NZ$2,124
NZ$303 per night
includes taxes & fees
Image gallery for Fun in the Sun! Close to it All - Beaches, Restaurants, Shops, the Arts & More!
1010 out of 10 rating
Exceptional
(17 reviews)
Fun in the Sun! Close to it All - Beaches, Restaurants, Shops, the Arts & More!
Naples, FL
7% off
Price is NZ$2,931
NZ$2,931
NZ$419 per night
includes taxes & fees
Image gallery for Naples Vanderbilt Beach Getaway
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Naples Vanderbilt Beach Getaway
Naples, FL
8% off
Price is NZ$4,321
NZ$4,321
NZ$617 per night
includes taxes & fees
Image gallery for Welcome to Paradise Coast Naples Florida
9.89.8 out of 10 rating
Exceptional
(90 reviews)
Welcome to Paradise Coast Naples Florida
Naples, FL
8% off
Price is NZ$4,666
NZ$4,666
NZ$667 per night
includes taxes & fees
Image gallery for Mid Century Modern Vacation Home
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Mid Century Modern Vacation Home
Naples, FL
8% off
Price is NZ$7,059
NZ$7,059
NZ$1,008 per night
includes taxes & fees
Image gallery for FLASH MAY SALE! Ultimate Luxury!! Heated pool/spa, Close to Beach, FREE Bikes
1010 out of 10 rating
Exceptional
(83 reviews)
FLASH MAY SALE! Ultimate Luxury!! Heated pool/spa, Close to Beach, FREE Bikes
Naples, FL
8% off
Price is NZ$11,110
NZ$11,110
NZ$1,587 per night
includes taxes & fees
Image gallery for 1 block to Vanderbilt Beach!
9.29.2 out of 10 rating
Wonderful
(12 reviews)
1 block to Vanderbilt Beach!
Naples, FL
7% off
Price is NZ$1,841
NZ$1,841
NZ$263 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Third Street South
Naples Family Stay w/ Pool access
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
1 Block to Beach, heart of Old Naples, renovated fall ’23, Perfect Location
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
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
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Pool Home! Near Beach, Walk to Coffee & Dining!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Downtown Naples Beach Condo, Half block from Famous 5th Ave
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
16 reviews(16 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