Holiday rentals near Waterside Shops
We found 9,446 holiday rentals — enter your dates for availability
Select the perfect private holiday rental that's near Waterside Shops. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as parking and a pool. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Waterside Shops
Showing deals for:1 Aug - 8 Aug
Image gallery for Premier Waterfront Home, Pool and Views on the Bay
1010 out of 10 rating
Exceptional
(10 reviews)
Premier Waterfront Home, Pool and Views on the Bay
Marco Island, FL
8% off
Price is NZ$26,430
NZ$26,430
NZ$3,776 per night
includes taxes & fees
Image gallery for NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
9.49.4 out of 10 rating
Exceptional
(30 reviews)
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
Fort Myers Beach, FL
8% off
Price is NZ$4,790
NZ$4,790
NZ$684 per night
includes taxes & fees
Image gallery for 6 Bedroom,5 Bath pool home with 120"tv in living room & 160" pool tv
1010 out of 10 rating
Exceptional
(144 reviews)
6 Bedroom,5 Bath pool home with 120"tv in living room & 160" pool tv
Fort Myers Beach, FL
7% off
Price is NZ$10,055
NZ$10,055
NZ$1,436 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 NZ$3,904
NZ$3,904
NZ$558 per night
includes taxes & fees
Image gallery for 2 Blocks To Beach, Large Private Pool, 4 bedroom home with 2 separate suites
9.49.4 out of 10 rating
Exceptional
(28 reviews)
2 Blocks To Beach, Large Private Pool, 4 bedroom home with 2 separate suites
Fort Myers Beach, FL
8% off
Price is NZ$5,356
NZ$5,356
NZ$765 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$2,843
NZ$2,843
NZ$406 per night
includes taxes & fees
Image gallery for Marco Island! “On the Island” Pool/Spa/Waterfall Oasis Gorgeous Tropical Home
1010 out of 10 rating
Exceptional
(23 reviews)
Marco Island! “On the Island” Pool/Spa/Waterfall Oasis Gorgeous Tropical Home
Marco Island, FL
7% off
Price is NZ$4,069
NZ$4,069
NZ$581 per night
includes taxes & fees
Image gallery for Florida Canal Balcony view- Quiet Neighborhood and 10 minutes to the Beach!
9.29.2 out of 10 rating
Wonderful
(21 reviews)
Florida Canal Balcony view- Quiet Neighborhood and 10 minutes to the Beach!
Bonita Springs, FL
7% off
Price is NZ$2,123
NZ$2,123
NZ$303 per night
includes taxes & fees
Image gallery for Lakeview Seashell Cottage— Pets Welcome! Sleeps 4
1010 out of 10 rating
Exceptional
(51 reviews)
Lakeview Seashell Cottage— Pets Welcome! Sleeps 4
Bonita Springs, FL
7% off
Price is NZ$1,651
NZ$1,651
NZ$236 per night
includes taxes & fees
Image gallery for Sunny Pool & Spa inside Lanai! You will Love this fully furnished 3bdrm Home!
1010 out of 10 rating
Exceptional
(94 reviews)
Sunny Pool & Spa inside Lanai! You will Love this fully furnished 3bdrm Home!
Marco Island, FL
8% off
Price is NZ$9,680
NZ$9,680
NZ$1,383 per night
includes taxes & fees
Image gallery for Old Florida Canal Home
1010 out of 10 rating
Exceptional
(38 reviews)
Old Florida Canal Home
Bonita Springs, FL
7% off
Price is NZ$5,517
NZ$5,517
NZ$788 per night
includes taxes & fees
Image gallery for 16th Fl Marco Island 2 BR 2 bath.Spectacular Beachfront Views!
9.89.8 out of 10 rating
Exceptional
(36 reviews)
16th Fl Marco Island 2 BR 2 bath.Spectacular Beachfront Views!
Marco Island, FL
7% off
Price is NZ$3,054
NZ$3,054
NZ$436 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$5,083
NZ$5,083
NZ$726 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 NZ$4,562
NZ$4,562
NZ$652 per night
includes taxes & fees
Image gallery for New Stilt Home: Heated Pool, Near Beach & Times Sq
1010 out of 10 rating
Exceptional
(13 reviews)
New Stilt Home: Heated Pool, Near Beach & Times Sq
Fort Myers Beach, FL
6% off
Price is NZ$4,939
NZ$4,939
NZ$706 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$2,365
NZ$2,365
NZ$338 per night
includes taxes & fees
Image gallery for Enchanting Villa with Private Pool, Bicycles, and Full Amenities; 7-day discount
1010 out of 10 rating
Exceptional
(66 reviews)
Enchanting Villa with Private Pool, Bicycles, and Full Amenities; 7-day discount
Naples, FL
7% off
Price is NZ$3,126
NZ$3,126
NZ$447 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
8% off
Price is NZ$4,322
NZ$4,322
NZ$617 per night
includes taxes & fees
Image gallery for Come enjoy paradise on Isles of Capri in Naples, FL for your next vacation!
9.49.4 out of 10 rating
Exceptional
(24 reviews)
Come enjoy paradise on Isles of Capri in Naples, FL for your next vacation!
Naples, FL
9% off
Price is NZ$2,927
NZ$2,927
NZ$418 per night
includes taxes & fees
Image gallery for Snowbirds Welcome!! Marco Island. Isles of Capri Naples. Heated Pool. Flexible
1010 out of 10 rating
Exceptional
(19 reviews)
Snowbirds Welcome!! Marco Island. Isles of Capri Naples. Heated Pool. Flexible
Naples, FL
7% off
Price is NZ$5,748
NZ$5,748
NZ$821 per night
includes taxes & fees
Image gallery for Luxurious Waterfront Retreat! Oversized Heated Pool and expansive outdoor area!
1010 out of 10 rating
Exceptional
(115 reviews)
Luxurious Waterfront Retreat! Oversized Heated Pool and expansive outdoor area!
Naples, FL
7% off
Price is NZ$6,094
NZ$6,094
NZ$871 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$3,982
NZ$3,982
NZ$569 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$4,249
NZ$4,249
NZ$607 per night
includes taxes & fees
Image gallery for Perfect Location! On The Bay Direct View of Gulf! Wrap Around Lanai!
1010 out of 10 rating
Exceptional
(25 reviews)
Perfect Location! On The Bay Direct View of Gulf! Wrap Around Lanai!
Naples, FL
8% off
Price is NZ$3,244
NZ$3,244
NZ$463 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Waterside Shops
Edison Beach House
Sleeps 4 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
1,319 reviews(1,319 reviews)
Lazy Cuckoo Inn
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
200 reviews(200 reviews)
GullWing Beach Resort
Sleeps 6 · 2 bedrooms
9.49.4 out of 10
Exceptionalexceptional
917 reviews(917 reviews)
Newly Renovated🌴Coral Reef Villa - Steps away from beach/ private heated pool🌞
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
48 reviews(48 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