Holiday rentals near Third Street South
We found 3,869 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:8 Aug - 15 Aug
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$10,976
NZ$10,976
NZ$1,568 per night
includes taxes & fees
Image gallery for 6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.
1010 out of 10 rating
Exceptional
(40 reviews)
6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.
Naples, FL
11% off
Price is NZ$8,575
NZ$8,575
NZ$1,225 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$3,721
NZ$3,721
NZ$532 per night
includes taxes & fees
Image gallery for Last Minute Deals! Walk to beach! Heated Salt water pool and Jacuzzi!
1010 out of 10 rating
Exceptional
(39 reviews)
Last Minute Deals! Walk to beach! Heated Salt water pool and Jacuzzi!
Naples, FL
8% off
Price is NZ$6,811
NZ$6,811
NZ$973 per night
includes taxes & fees
Image gallery for Modern Coastal Cottage 1.5 miles to Beach
1010 out of 10 rating
Exceptional
(51 reviews)
Modern Coastal Cottage 1.5 miles to Beach
Naples, FL
8% off
Price is NZ$5,106
NZ$5,106
NZ$729 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$5,585
NZ$5,585
NZ$798 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$2,375
NZ$2,375
NZ$339 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$5,329
NZ$5,329
NZ$761 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
(26 reviews)
The Gilded Palm - Naples, 4 Blocks to Beach, 1/2 Block to 5th Ave Downtown, Pool
Naples, FL
8% off
Price is NZ$2,856
NZ$2,856
NZ$408 per night
includes taxes & fees
Image gallery for Experience Naples Park charm near Vanderbilt Beach
1010 out of 10 rating
Exceptional
(12 reviews)
Experience Naples Park charm near Vanderbilt Beach
Naples, FL
8% off
Price is NZ$8,137
NZ$8,137
NZ$1,162 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$9,073
NZ$9,073
NZ$1,296 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
(16 reviews)
New Listing: Charming Pool Home 1/2 mile to Lowdermilk Beach Park!
Naples, FL
8% off
Price is NZ$9,325
NZ$9,325
NZ$1,332 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$2,867
NZ$2,867
NZ$410 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$3,939
NZ$3,939
NZ$563 per night
includes taxes & fees
Image gallery for Wonderful Beach Getaway With a Saltwater Pool
1010 out of 10 rating
Exceptional
(204 reviews)
Wonderful Beach Getaway With a Saltwater Pool
Naples, FL
7% off
Price is NZ$3,382
NZ$3,382
NZ$483 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$4,879
NZ$4,879
NZ$697 per night
includes taxes & fees
Image gallery for Naples Best Value Luxury 4 Bedroom Heated Pool Spa Bikes Spacious Backyard
1010 out of 10 rating
Exceptional
(79 reviews)
Naples Best Value Luxury 4 Bedroom Heated Pool Spa Bikes Spacious Backyard
Naples, FL
12% off
Price is NZ$3,660
NZ$3,660
NZ$523 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$2,098
NZ$2,098
NZ$300 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$10,973
NZ$10,973
NZ$1,568 per night
includes taxes & fees
Image gallery for Naples Pool Oasis close to Vanderbilt Beach access - 3BR/2BA + Bikes
1010 out of 10 rating
Exceptional
(39 reviews)
Naples Pool Oasis close to Vanderbilt Beach access - 3BR/2BA + Bikes
Naples, FL
12% off
Price is NZ$6,397
NZ$6,397
NZ$914 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$3,563
NZ$3,563
NZ$509 per night
includes taxes & fees
Image gallery for Mid Century Modern Vacation Home
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Mid Century Modern Vacation Home
Naples, FL
8% off
Price is NZ$6,972
NZ$6,972
NZ$996 per night
includes taxes & fees
Image gallery for Naples Vanderbilt Beach Getaway
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Naples Vanderbilt Beach Getaway
Naples, FL
8% off
Price is NZ$4,268
NZ$4,268
NZ$610 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$4,609
NZ$4,609
NZ$658 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Third Street South
1 Block to Beach, heart of Old Naples, renovated fall ’23, Perfect Location
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 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
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 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)
"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)
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