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 East Naples
4.92 out of 5 average rating, 112 reviews“Estey Oasis” Heated Pool! Near Beach & 5th Ave.
Home in East Naples
4.93 out of 5 average rating, 44 reviewsTHE TERRACOTTA, Pool! Close to 5th Ave and Beaches
Home in Naples
5.0 out of 5 average rating, 20 reviewsLuxury home with heated pool
Home in South Naples
4.98 out of 5 average rating, 56 reviewsLuxury Pool | Private Relaxing Villa | King Beds
Home in Naples
4.95 out of 5 average rating, 75 reviewsPrivate Oasis in the ♥ of Naples ☀Heated Pool/Spa☀
Home in East Naples
5.0 out of 5 average rating, 11 reviewsPerfect 2 Bedroom House w/ Pool!
Home in South Naples
4.94 out of 5 average rating, 18 reviewsExclusive Luxury Retreat! Stunning Outdoor Space
Home in Naples
4.95 out of 5 average rating, 42 reviewsYour Oasis in Naples! Saltwater Heated Pool!
Condo rentals with a pool
Condo in South Naples
4.95 out of 5 average rating, 286 reviewsLely Greenlinks Golf Resort Luxury Condo
Condo in Park Shore
4.87 out of 5 average rating, 219 reviewsPark Shore Walk to Beach!
Condo in South Naples
4.93 out of 5 average rating, 144 reviewsLely Resort Luxury Condo-2 Spectacular Pool/Golf
Condo in Park Shore
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
Condo in Park Shore
4.89 out of 5 average rating, 107 reviewsTop Loc, Best Views, Park Shore 258
Condo in Old Naples
4.83 out of 5 average rating, 23 reviewsRenovated Studio Steps to Naples Beach & Downtown!
Condo in East Naples
4.8 out of 5 average rating, 5 reviewsLuxurious Downtown Resort Near 5th Ave and Beaches
Condo in Naples
4.8 out of 5 average rating, 35 reviewsSunset on the balcony
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
$96 CAD before taxes and fees
Destinations to explore
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Naples
- Rentals with pools Naples
- Rentals with pools Sarasota
- Rentals with pools Fort Myers
- Apartment rentals Old Naples
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- Monthly Rentals Old Naples
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- Rentals with pools Collier County
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