
Holiday rentals near Third Street South
We found 3,888 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:25 Jul - 1 Aug
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 £4,582
£4,582
£655 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 £1,705
£1,705
£244 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
7% off
Price is £2,014
£2,014
£288 per night
includes taxes & fees
Image gallery for The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Naples, FL
11% off
Price is £1,797
£1,797
£257 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
7% off
Price is £1,313
£1,313
£188 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 £2,681
£2,681
£383 per night
includes taxes & fees
Image gallery for SOCE FLATS 205 - Brand New Olde Naples Condo Steps to 5th Ave S!

1010 out of 10 rating
Exceptional
(6 reviews)
SOCE FLATS 205 - Brand New Olde Naples Condo Steps to 5th Ave S!
Naples, FL
14% off
Price is £1,168
£1,168
£167 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
(15 reviews)
New Listing: Charming Pool Home 1/2 mile to Lowdermilk Beach Park!
Naples, FL
8% off
Price is £4,362
£4,362
£623 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 £2,357
£2,357
£337 per night
includes taxes & fees
Image gallery for Mini-mansion ... Downtown Where the Action is & walk to Beach

8.28.2 out of 10 rating
Very good
(11 reviews)
Mini-mansion ... Downtown Where the Action is & walk to Beach
Naples, FL
7% off
Price is £3,206
£3,206
£458 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 £4,058
£4,058
£580 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 £6,099
£6,099
£871 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 £3,925
£3,925
£561 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 £3,216
£3,216
£459 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 £962
£962
£137 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 £2,673
£2,673
£382 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 £5,137
£5,137
£734 per night
includes taxes & fees
Image gallery for A Quaint and Serene Neighborhood in North Naples

1010 out of 10 rating
Exceptional
(7 reviews)
A Quaint and Serene Neighborhood in North Naples
Naples, Florida
6% off
Price is £1,430
£1,430
£204 per night
includes taxes & fees
Image gallery for PLAYERS CLUB at Lely Resort! Home with NEW heated salt water pool on golf course

1010 out of 10 rating
Exceptional
(32 reviews)
PLAYERS CLUB at Lely Resort! Home with NEW heated salt water pool on golf course
Naples, FL
7% off
Price is £1,933
£1,933
£276 per night
includes taxes & fees
Image gallery for Naples beach house with large heated pool!

1010 out of 10 rating
Exceptional
(25 reviews)
Naples beach house with large heated pool!
Naples, FL
8% off
Price is £2,247
£2,247
£321 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 £2,253
£2,253
£322 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 £836
£836
£119 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
7% off
Price is £1,957
£1,957
£280 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 £1,876
£1,876
£268 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)
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)
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)
Top rated rentals - Third Street South
WONDERFUL PROPERTY
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Naples Vacation
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Top quality all the way
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
A peaceful spot in Naples
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Super property
1010 out of 10
Exceptionalexceptional
115 reviews(115 reviews)
Naples holiday
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Holiday 23
1010 out of 10
Exceptionalexceptional
46 reviews(46 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value