Vacation rentals with a pool in Old Naples
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Old Naples
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Old Naples rentals with a pool
House rentals with a pool
Home in Naples
4.98 out of 5 average rating, 172 reviews3 bdrm up to 6 guest pool walk to Vanderbilt Beach
Sep 13 – 20
Home in East Naples
4.92 out of 5 average rating, 111 reviews“Estey Oasis” Heated Pool! Near Beach & 5th Ave.
Sep 10 – 17
Home in Naples
4.95 out of 5 average rating, 85 reviewsLux Boho~10 min beach~Custom Pool~7 min 5th Avenue
Dec 15 – 22
Home in East Naples
4.93 out of 5 average rating, 43 reviewsTHE TERRACOTTA, Pool! Close to 5th Ave and Beaches
Nov 8 – 15
Home in Naples
5.0 out of 5 average rating, 18 reviewsTivoli: Private Pool, Hot Tub & Amenities
Oct 16 – 23
Home in Naples
4.95 out of 5 average rating, 41 reviewsYour Oasis in Naples! Saltwater Heated Pool!
Apr 7 – 14
Home in Naples
5.0 out of 5 average rating, 21 reviewsUnique Pool * * Villa Mykonos * * 2mil to downtown
Jun 12 – 19
Home in South Naples
4.98 out of 5 average rating, 56 reviewsLuxury Pool | Private Relaxing Villa | King Beds
Jun 6 – 13
Condo rentals with a pool
Condo in South Naples
4.95 out of 5 average rating, 283 reviewsLely Greenlinks Golf Resort Luxury Condo
Jun 27 – Jul 4
Condo in Park Shore
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
Dec 17 – 24
Condo in South Naples
4.93 out of 5 average rating, 123 reviewsLely Resort Luxury Condo-1 Spectacular Pool/Golf
Aug 16 – 23
Condo in Old Naples
5.0 out of 5 average rating, 4 reviewsPerfectly-Located Studio at Naples Beach & Town!
Aug 1 – 8
Condo in South Naples
4.94 out of 5 average rating, 96 reviewsSea Shell Villa 1
Sep 17 – 24
Condo in East Naples
5.0 out of 5 average rating, 4 reviewsResort Lifestyle Condo near Beach
Oct 13 – 20
Condo in Park Shore
4.92 out of 5 average rating, 79 reviewsLush tropical 1st floor getaway in Naples
May 4 – 11
Condo in Naples
4.98 out of 5 average rating, 48 reviewsNaples Vacation Rental Condo in Park Shore Resort
Jul 7 – 14
Quick stats about vacation rentals with a pool in Old Naples
Total rentals
220 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
- Rentals with pools United States
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