Holiday rentals near Fifth Avenue South
We found holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Fifth Avenue South that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Fifth Avenue South
Showing deals for:25 Jul - 1 Aug
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 £2,021
£2,021
£289 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 £1,711
£1,711
£244 per night
includes taxes & fees
Image gallery for New Villa! Close to the 🏖️! Heated Pool/Spa, Lanai, Grill, EV🔌! Two King beds!
1010 out of 10 rating
Exceptional
(34 reviews)
New Villa! Close to the 🏖️! Heated Pool/Spa, Lanai, Grill, EV🔌! Two King beds!
Naples, FL
5% off
Price is £3,480
£3,480
£497 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
7% off
Price is £1,317
£1,317
£188 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 £1,803
£1,803
£258 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 £4,377
£4,377
£625 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 £3,222
£3,222
£460 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 £2,365
£2,365
£338 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 £6,120
£6,120
£874 per night
includes taxes & fees
Image gallery for Brand New Luxury Pool & Spa Home Near Beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Brand New Luxury Pool & Spa Home Near Beach!
Naples, FL
7% off
Price is £2,935
£2,935
£419 per night
includes taxes & fees
Image gallery for 833 Naples Heated Pool Home - 3BR3BA plus Den - Only minutes to the Beach
1010 out of 10 rating
Exceptional
(25 reviews)
833 Naples Heated Pool Home - 3BR3BA plus Den - Only minutes to the Beach
Naples, FL
7% off
Price is £1,998
£1,998
£285 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 £4,048
£4,048
£578 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 £966
£966
£138 per night
includes taxes & fees
Image gallery for Penthouse Condo Great Location Direct Gulf/Bay View/Pool/Spa Summer Specials!
9.89.8 out of 10 rating
Exceptional
(85 reviews)
Penthouse Condo Great Location Direct Gulf/Bay View/Pool/Spa Summer Specials!
Naples, FL
8% off
Price is £1,680
£1,680
£240 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 £3,227
£3,227
£461 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 £3,903
£3,903
£558 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 £2,261
£2,261
£323 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 £1,939
£1,939
£277 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
7% off
Price is £1,964
£1,964
£281 per night
includes taxes & fees
Image gallery for Beautiful Home! Two Masters! Less than One Mile to the Beach!
1010 out of 10 rating
Exceptional
(73 reviews)
Beautiful Home! Two Masters! Less than One Mile to the Beach!
Naples, FL
7% off
Price is £2,330
£2,330
£333 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 £2,266
£2,266
£324 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 £5,155
£5,155
£736 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 £839
£839
£120 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 £2,681
£2,681
£383 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Fifth Avenue South
Map Attractions
Find the best place to stay - Fifth Avenue South
Bellasera Resort
Sleeps 4 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
2,148 reviews(2,148 reviews)
Casa Botanica: Tropical Haven in the heart of town
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
The Sunshine Estate - Naples, FL
Sleeps 8 · 4 bedrooms · 4 bathrooms
5th Ave Beach Club - 1st floor
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
9 reviews(9 reviews)
Contemporary dog-friendly studio with central AC and washer/dryer
Sleeps 4 · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
19 reviews(19 reviews)
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Top rated rentals - Fifth Avenue South
Great Winter Get-away
1010 out of 10
Exceptionalexceptional
196 reviews(196 reviews)
Amazing Condo
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Terrific property!
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Great location and facilities
1010 out of 10
Exceptionalexceptional
42 reviews(42 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