Holiday rentals near Third Street South
We found 4,086 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 Jul - 10 Jul
Image gallery for Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
9.09.0 out of 10, Wonderful, (22 reviews)
Wonderful
(22 reviews)
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Naples
7% off
Price is NZ$2,504
NZ$2,504
for 7 nights, 1 home
NZ$358 per night
includes taxes & fees
Image gallery for Beautiful Home with Guest House and Saltwater Pool-4 miles to beach
9.89.8 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Beautiful Home with Guest House and Saltwater Pool-4 miles to beach
Naples
7% off
Price is NZ$8,953
NZ$8,953
for 7 nights, 1 home
NZ$1,279 per night
includes taxes & fees
Image gallery for Relax on 1 acre in Heart of Naples, screened Pool, Hot Tub, Privacy, Fireplace
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Relax on 1 acre in Heart of Naples, screened Pool, Hot Tub, Privacy, Fireplace
Naples
7% off
Price is NZ$5,616
NZ$5,616
for 7 nights, 1 home
NZ$802 per night
includes taxes & fees
Image gallery for Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
9.49.4 out of 10, Exceptional, (122 reviews)
Exceptional
(122 reviews)
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Naples
8% off
Price is NZ$7,794
NZ$7,794
for 7 nights, 1 home
NZ$1,113 per night
includes taxes & fees
Image gallery for Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
1010 out of 10, Exceptional, (31 reviews)
Exceptional
(31 reviews)
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Naples
15% off
Price is NZ$4,305
NZ$4,305
for 7 nights, 1 cottage
NZ$615 per night
includes taxes & fees
Image gallery for Edgy Modern house with Heated Salt Water Pool
9.89.8 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
Edgy Modern house with Heated Salt Water Pool
Naples
8% off
Price is NZ$3,999
NZ$3,999
for 7 nights, 1 home
NZ$571 per night
includes taxes & fees
Image gallery for Special Offer! Limited-Time Deal • Walk to Beach • Heated Pool & Spa
1010 out of 10, Exceptional, (207 reviews)
Exceptional
(207 reviews)
Special Offer! Limited-Time Deal • Walk to Beach • Heated Pool & Spa
Naples
7% off
Price is NZ$5,583
NZ$5,583
for 7 nights, 1 home
NZ$798 per night
includes taxes & fees
Image gallery for Naples Golf Retreat—Near Beach & Top Attractions
9.89.8 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Naples Golf Retreat—Near Beach & Top Attractions
Naples
7% off
Price is NZ$2,468
NZ$2,468
for 7 nights, 1 apartment
NZ$353 per night
includes taxes & fees
Image gallery for **GEM!**3 BR BEACH HOUSE w/ HEATED POOL, short ride to the beach!
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
**GEM!**3 BR BEACH HOUSE w/ HEATED POOL, short ride to the beach!
Naples
8% off
Price is NZ$3,449
NZ$3,449
for 7 nights, 1 home
NZ$493 per night
includes taxes & fees
Image gallery for NAPLES BEACH!- In Olde Naples - Just Steps Away - Spring & Summer Available!!!
9.89.8 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
NAPLES BEACH!- In Olde Naples - Just Steps Away - Spring & Summer Available!!!
Naples
8% off
Price is NZ$6,260
NZ$6,260
for 7 nights, 1 apartment
NZ$894 per night
includes taxes & fees
Image gallery for 'Naples Paradiso'. Remodeled villa..heated salt water pool/spa extra large lanai
1010 out of 10, Exceptional, (140 reviews)
Exceptional
(140 reviews)
'Naples Paradiso'. Remodeled villa..heated salt water pool/spa extra large lanai
Naples
6% off
Price is NZ$4,906
NZ$4,906
for 7 nights, 1 home
NZ$701 per night
includes taxes & fees
Image gallery for Bamboo Oasis B - 5 miles to Beach & Downtown
1010 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
Bamboo Oasis B - 5 miles to Beach & Downtown
Naples
8% off
Price is NZ$2,825
NZ$2,825
for 7 nights, 1 home
NZ$404 per night
includes taxes & fees
Image gallery for Bike to beach! Heated pool, pet-friendly. Spring break 2026 sale!
9.89.8 out of 10, Exceptional, (170 reviews)
Exceptional
(170 reviews)
Bike to beach! Heated pool, pet-friendly. Spring break 2026 sale!
Naples
8% off
Price is NZ$3,526
NZ$3,526
for 7 nights, 1 home
NZ$504 per night
includes taxes & fees
Image gallery for Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
9.69.6 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
Naples
8% off
Price is NZ$9,693
NZ$9,693
for 7 nights, 1 apartment
NZ$1,385 per night
includes taxes & fees
Image gallery for Private Pool • Lakefront Briarwood Home • 10 Min to Naples Beaches
1010 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Private Pool • Lakefront Briarwood Home • 10 Min to Naples Beaches
Naples
9% off
Price is NZ$4,732
NZ$4,732
for 7 nights, 1 home
NZ$676 per night
includes taxes & fees
Image gallery for Special offer-limited time offer. Private, fenced-in pool. 1 mile to beach.
9.89.8 out of 10, Exceptional, (327 reviews)
Exceptional
(327 reviews)
Special offer-limited time offer. Private, fenced-in pool. 1 mile to beach.
Naples
8% off
Price is NZ$3,723
NZ$3,723
for 7 nights, 1 home
NZ$532 per night
includes taxes & fees
Image gallery for Boutique Luxury Villa in Naples–Gated Cul-de-Sac Gem with Heated Saltwater Pool
1010 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Boutique Luxury Villa in Naples–Gated Cul-de-Sac Gem with Heated Saltwater Pool
Naples
7% off
Price is NZ$4,436
NZ$4,436
for 7 nights, 1 home
NZ$634 per night
includes taxes & fees
Image gallery for Gorgeous Ground Floor Condo in World Class Resort, Pool, Spa, Amenities Galore!
8.68.6 out of 10, Excellent, (15 reviews)
Excellent
(15 reviews)
Gorgeous Ground Floor Condo in World Class Resort, Pool, Spa, Amenities Galore!
Naples
6% off
Price is NZ$3,063
NZ$3,063
for 7 nights, 1 apartment
NZ$438 per night
includes taxes & fees
Image gallery for Lake front Conch Cottage - Steps to Old Naples!
9.69.6 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Lake front Conch Cottage - Steps to Old Naples!
Naples
12% off
Price is NZ$4,021
NZ$4,021
for 7 nights, 1 cottage
NZ$574 per night
includes taxes & fees
Image gallery for Newly renovated Beach Bungalow- 1 Mile to the Gulf!
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Newly renovated Beach Bungalow- 1 Mile to the Gulf!
Naples
7% off
Price is NZ$5,425
NZ$5,425
for 7 nights, 1 home
NZ$775 per night
includes taxes & fees
Image gallery for BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
9.89.8 out of 10, Exceptional, (141 reviews)
Exceptional
(141 reviews)
BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
Naples
8% off
Price is NZ$5,036
NZ$5,036
for 7 nights, 1 apartment
NZ$719 per night
includes taxes & fees
Image gallery for Modern Coastal Cottage 1.5 miles to Beach
1010 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)
Modern Coastal Cottage 1.5 miles to Beach
Naples
8% off
Price is NZ$5,356
NZ$5,356
for 7 nights, 1 home
NZ$765 per night
includes taxes & fees
Image gallery for Modern pool villa, minutes from beaches, golf & shopping, free Wifi & Parking
9.69.6 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)
Modern pool villa, minutes from beaches, golf & shopping, free Wifi & Parking
Naples
15% off
Price is NZ$4,437
NZ$4,437
for 7 nights, 1 home
NZ$634 per night
includes taxes & fees
Image gallery for Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Naples
7% off
Price is NZ$2,220
NZ$2,220
for 7 nights, 1 cottage
NZ$317 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Third Street South
Renovated Studio at Naples Beach & Town!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptional
exceptional
34 reviews
(34 reviews)
BEACH, POOL, SUNSETS in the Heart of Old Naples!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptional
exceptional
124 reviews
(124 reviews)
Bellasera Resort
Sleeps 3 · 1 bedroom
9.69.6 out of 10
Exceptional
exceptional
2,259 reviews
(2,259 reviews)
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Sleeps 5 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderful
wonderful
22 reviews
(22 reviews)
Perfectly-Located Studio at Naples Beach & Town!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptional
exceptional
31 reviews
(31 reviews)
Sunset on Third – top floor 2BR/2BA Condo Steps from the Gulf & 5th Ave
Sleeps 4 · 2 bedrooms · 2 bathrooms
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